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Results: 513 Rentals

  • Friday Harbor 2-acre WATERFRONT surrounded by National Park
    From $1000 per night (USD)

    VRBO

    Friday Harbor 2-acre WATERFRONT surrounded by National Park

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    8

    The ONLY waterfront property nestled in the National Park, and next to the Cattlepoint lighthouse. With 2 acres of tota ...

    From $1000 per night (USD)

    VRBO

    Details
  • Most Premier Whale Watching Vacation Home on San Juan Island.
    From $604 per night (USD)

    VRBO

    Most Premier Whale Watching Vacation Home on San Juan Island.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    SAN JUAN WATERHOUSE VRP PROV098 The San Juan Waterhouse is a uniquely beautiful waterfront vacation rental home wh ...

    From $604 per night (USD)

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    Details
  • Charming West Sound studio apartment with beach access!
    From $245 per night (USD)

    VRBO

    Charming West Sound studio apartment with beach access!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    A charming second floor studio apartment in beautiful West Sound at the base of Turtleback Mountain. Enjoy fabulous wat ...

    From $245 per night (USD)

    VRBO

    Details
  • Sea Forever Guest House.Stunning Views of Sea & Mountains. Pet Friendly.Quiet.
    From $218 per night (USD)

    VRBO

    Sea Forever Guest House.Stunning Views of Sea & Mountains. Pet Friendly.Quiet.

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Come rest and rejuvenate your soul in this cozy studio cottage, called SEA FOREVER GUEST HOUSE, tucked high up into the ...

    From $218 per night (USD)

    VRBO

    Details
  • In Town! Cannery Inn-Salish
    From $162 per night (USD)

    VRBO

    In Town! Cannery Inn-Salish

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In Town! Cannery Inn - Salish located a few blocks from the ferry landing; this newly built, cozy and modern unit (in a ...

    From $162 per night (USD)

    VRBO

    Details
  • San Juan Suites -Conservatory - Pet Friendly!
    From $350 per night (USD)

    VRBO

    San Juan Suites -Conservatory - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites Conservatory - Pet Friendly! One dog only. Located in the heart of Friday Harbor. Elegantly decorated wi ...

    From $350 per night (USD)

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    Details
  • Breathtaking in all directions!
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    VRBO

    Breathtaking in all directions!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

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    Details
  • Love the outdoors???
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    VRBO

    Love the outdoors???

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

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    Details
  • San Juan Suites -Valley Farm! Pet Friendly!
    From $323 per night (USD)

    VRBO

    San Juan Suites -Valley Farm! Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites - Valley Farm -Pet Friendly Condo Studio in Heart of Friday Harbor! Valley Farm offers a comfortable liv ...

    From $323 per night (USD)

    VRBO

    Details
  • In Town! Cannery Inn - Lummi
    From $162 per night (USD)

    VRBO

    In Town! Cannery Inn - Lummi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything you will need to enjo ...

    From $162 per night (USD)

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    Details
  • Waterview In Town! Cannery Inn - Chelan
    From $303 per night (USD)

    VRBO

    Waterview In Town! Cannery Inn - Chelan

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Waterview In Town! Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything yo ...

    From $303 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! (Artist's Suite)
    From $150 per night (USD)

    VRBO

    Downtown Friday Harbor! (Artist's Suite)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    In Downtown Friday Harbor! The Artist's Suite is a lovely, ground floor, studio suite. This unit is equipped with a que ...

    From $150 per night (USD)

    VRBO

    Details
  • Waterview in Town! Cannery Inn - Hyak
    From $196 per night (USD)

    VRBO

    Waterview in Town! Cannery Inn - Hyak

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Waterview in Town! Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything yo ...

    From $196 per night (USD)

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    Details
  • San Juan Suites- Channel Room! Downtown!
    From $199 per night (USD)

    VRBO

    San Juan Suites- Channel Room! Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    San Juan Suites - Channel Room- Disembark from the ferry and within an easy walk, arrive at this centrally located secon ...

    From $199 per night (USD)

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    Details
  • Hot tub with meadow view
    From $185 per night (USD)

    VRBO

    Hot tub with meadow view

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Thank you for looking! This is the perfect couple's getaway. Stroll among the stately Garry Oaks and old-growth Douglas ...

    From $185 per night (USD)

    VRBO

    Details
  • Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook Studio 3
    From $179 per night (USD)

    VRBO

    Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook Studio 3

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Permit #PCUP00-110013 -The Chinook Studios are a great choice for an individual or couple seeking to visit Orcas Island ...

    From $179 per night (USD)

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    Details
  • Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook #2
    From $179 per night (USD)

    VRBO

    Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook #2

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Permit #PCUP00-110013 -The Chinook Studios are a great choice for an individual or couple seeking to visit Orcas Island ...

    From $179 per night (USD)

    VRBO

    Details
  • Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook 4
    From $179 per night (USD)

    VRBO

    Studio Apartment in Eastsound, the Heart of Orcas Island - Chinook 4

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Permit #PCUP00-110013-The Chinook Studios are a great choice for an individual or couple seeking to visit Orcas Island o ...

    From $179 per night (USD)

    VRBO

    Details
  • This resort & location is simply Heaven !
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    VRBO

    This resort & location is simply Heaven !

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    Click For Pricing

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  • Peaceful waterfront cottage, close to town!
    From $200 per night (USD)

    VRBO

    Peaceful waterfront cottage, close to town!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful, brand new two person studio cottage, with a full kitchen, inspiring picture window views of Griffin bay and b ...

    From $200 per night (USD)

    VRBO

    Details
  • Beautiful view of the water, Friday Harbor
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    VRBO

    Beautiful view of the water, Friday Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Enjoy the water view, just outside of town! The beach is not sand but large, smooth pebbles with about 3-4 ft of beach a ...

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    Details
  • The Bay Laurel King Room with en suite bathroom
    From $279 per night (USD)

    Expedia

    The Bay Laurel King Room with en suite bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Trumpeter Inn Bed and Breakfast, named after the the Trumpeter swans that winter nearby, was originally established ...

    From $279 per night (USD)

    Expedia

    Details
  • The Yarrow Room with en suite bathroom
    From $250 per night (USD)

    VRBO

    The Yarrow Room with en suite bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Trumpeter Inn Bed and Breakfast, named after the the Trumpeter swans that winter nearby, was originally established ...

    From $250 per night (USD)

    VRBO

    Details
  • The Chamomile Room with en suite bathroom
    From $278 per night (USD)

    Expedia

    The Chamomile Room with en suite bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Trumpeter Inn Bed and Breakfast, named after the the Trumpeter swans that winter nearby, was originally established ...

    From $278 per night (USD)

    Expedia

    Details
  • The Sage Room with en suite bathroom
    From $250 per night (USD)

    VRBO

    The Sage Room with en suite bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Trumpeter Inn Bed and Breakfast, named after the the Trumpeter swans that winter nearby, was originally established ...

    From $250 per night (USD)

    VRBO

    Details
  • The Rosemary Room with en suite bathroom
    From $279 per night (USD)

    Expedia

    The Rosemary Room with en suite bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Trumpeter Inn Bed and Breakfast, named after the the Trumpeter swans that winter nearby, was originally established ...

    From $279 per night (USD)

    Expedia

    Details
  • Stunning views, 6-Bedroom Farmhouse with beach access and mooring
    From $750 per night (USD)

    VRBO

    Stunning views, 6-Bedroom Farmhouse with beach access and mooring

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    10

    Bring your whole family to this 6 bedroom, 1920's farmhouse in a quiet neighborhood where everyone can have their own be ...

    From $750 per night (USD)

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    Details
  • Looking for the quintessential Island setting? You will find it in Cedars by the
    From $445 per night (USD)

    Expedia

    Looking for the quintessential Island setting? You will find it in Cedars by the

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** Looking for the quintessential Island setting? You will fin ...

    From $445 per night (USD)

    Expedia

    Details
  • Waterfront Escape with secluded beach with stunning views.
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    VRBO

    Waterfront Escape with secluded beach with stunning views.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** Limestone Lodge is nestled on the northeast side of San Jua ...

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  • Water view retreat with private hot tub, deck, grill, fireplace, & free WiFi
    From $413 per night (USD)

    Expedia

    Water view retreat with private hot tub, deck, grill, fireplace, & free WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    The Wilker House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $413 per night (USD)

    Expedia

    Details
  • Lopez Island, Crow's Nest #302
    From $737 per night (USD)

    VRBO

    Lopez Island, Crow's Nest #302

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    *** This home is people friendly, and not pet friendly. *** When it comes to a waterfront oasis, it doesn't get much be ...

    From $737 per night (USD)

    VRBO

    Details
  • Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!
    From $525 per night (USD)

    Expedia

    Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Experience island living at it's BEST! This wonderful contemporary cottage is located just steps from the amazing Rosari ...

    From $525 per night (USD)

    Expedia

    Details
  • Remodeled Historic Farmhouse with Bay View, Near Town.
    From $508 per night (USD)

    VRBO

    Remodeled Historic Farmhouse with Bay View, Near Town.

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to BakerView, a newly remodeled, historic home with views of Griffin Bay, just outside of downtown Friday Harbor ...

    From $508 per night (USD)

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    Details
  • Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!
    From $474 per night (USD)

    Expedia

    Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    WOW...!!! Check Out This Stunning, Family Friendly Villa On Orcas Island. Perfect for weddings, family gatherings, or ...

    From $474 per night (USD)

    Expedia

    Details
  • Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!
    From $485 per night (USD)

    VRBO

    Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    An Orcas oasis nestled in beautiful Eastsound. John and Katie's place is one of a kind on the Emerald Island. With stunn ...

    From $485 per night (USD)

    VRBO

    Details
  • Stylish waterfront oasis w\/ hot tub, fiber optic internet, & entertainer's deck
    From $730 per night (USD)

    Expedia

    Stylish waterfront oasis w\/ hot tub, fiber optic internet, & entertainer's deck

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Haven on Hilltop House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $730 per night (USD)

    Expedia

    Details
  • Oceanfront with an entertaining deck on multiple levels
    From $710 per night (USD)

    VRBO

    Oceanfront with an entertaining deck on multiple levels

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Located on the water, you will enjoy watching the boats, ferries, and wildlife from the deck with multiple levels and st ...

    From $710 per night (USD)

    VRBO

    Details
  • Montgomery Lane Chalet #280 - Orcas Island
    From $282 per night (USD)

    Expedia

    Montgomery Lane Chalet #280 - Orcas Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** Montgomery Lane Chalet is a family friendly, getaway home c ...

    From $282 per night (USD)

    Expedia

    Details
  • Dog-Friendly Cottage with hot tub, kayaks, e-bike
    From $395 per night (USD)

    VRBO

    Dog-Friendly Cottage with hot tub, kayaks, e-bike

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    The cottage features partial ocean views with a fully fenced front yard. Amenities include hot tub, 3 kayaks, propane fi ...

    From $395 per night (USD)

    VRBO

    Details
  • Mountaintop escape with stunning water views, private sauna & foosball
    From $337 per night (USD)

    Expedia

    Mountaintop escape with stunning water views, private sauna & foosball

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Buck Mountain Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $337 per night (USD)

    Expedia

    Details
  • COTTAGE AT DOE BAY - ENTIRE HOME (NEW LISTING)
    From $600 per night (USD)

    VRBO

    COTTAGE AT DOE BAY - ENTIRE HOME (NEW LISTING)

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    The Cottage at Doe Bay is nestled quietly just off dramatic WATERFRONT on the eastern side of Orcas Island. Featuring a ...

    From $600 per night (USD)

    VRBO

    Details
  • Haro Sunset House
    From $690 per night (USD)

    Expedia

    Haro Sunset House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Winding through a Madrona forest hill on the coveted Westside of San Juan Island, Haro Sunset House greets you with swee ...

    From $690 per night (USD)

    Expedia

    Details
  • Secluded 4BR Nestled in Woods-Hot Tub\/Dog Friendly
    From $754 per night (USD)

    VRBO

    Secluded 4BR Nestled in Woods-Hot Tub\/Dog Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to TruNorthwest Retreat San Juan Island. Nestled in the woods on 4 acres, but only a couple miles from Friday Ha ...

    From $754 per night (USD)

    VRBO

    Details
  • Eastsound Overlook - NEW LISTING\/SALISH VIEWS\/WALK TO TOWN!
    From $618 per night (USD)

    Expedia

    Eastsound Overlook - NEW LISTING\/SALISH VIEWS\/WALK TO TOWN!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Eastsound Overlook offers not only an outstanding view of the Salish, but also quick access to all the fun of Eastsound. ...

    From $618 per night (USD)

    Expedia

    Details
  • New! Charming Cottage in Seaside Village Walk to Beach,Food,Coffee, Farmers Mkt.
    From $310 per night (USD)

    VRBO

    New! Charming Cottage in Seaside Village Walk to Beach,Food,Coffee, Farmers Mkt.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape to your own cozy garden cottage in a sleepy seaside village on Lopez Island. Your cottage is situated on the grou ...

    From $310 per night (USD)

    VRBO

    Details
  • Waterfront Escape with Private Beach and Dock
    From $809 per night (USD)

    Expedia

    Waterfront Escape with Private Beach and Dock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to Gull Cove Escape... This 4 bedroom, 4 bath home, tucked away on it's own private beach, with dock, is the per ...

    From $809 per night (USD)

    Expedia

    Details
  • Orcas Island, Purdue Lake Retreat
    From $301 per night (USD)

    VRBO

    Orcas Island, Purdue Lake Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** If you are looking for a getaway that offers the ultimate i ...

    From $301 per night (USD)

    VRBO

    Details
  • New Listing! Amazing View! (MPP)
    From $633 per night (USD)

    Expedia

    New Listing! Amazing View! (MPP)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Newly Listed! Amazing View! Home On Highbank Waterfront (Mineral Point Place) This two-bedroom plus spacious loft is th ...

    From $633 per night (USD)

    Expedia

    Details
  • Comfortable Modern Condo near Downtown
    From $226 per night (USD)

    VRBO

    Comfortable Modern Condo near Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Clean and newly renovated one bedroom condo located a quick 5 block walk from the ferry landing in Friday Harbor. Perfec ...

    From $226 per night (USD)

    VRBO

    Details
  • Lookout @ SeaAcres -Beach Access
    From $515 per night (USD)

    Expedia

    Lookout @ SeaAcres -Beach Access

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    5

    On the lookout for stunning Salish Sea views, solitude, peace and quiet? Look no further. While staying at the Lookout @ ...

    From $515 per night (USD)

    Expedia

    Details
  • Emily's Cottage at Cayou Channel - Orcas Island
    From $186 per night (USD)

    VRBO

    Emily's Cottage at Cayou Channel - Orcas Island

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    *** This home is people friendly, and not pet friendly. Due to street-front proximity to Emily's Cottage, we are limitin ...

    From $186 per night (USD)

    VRBO

    Details
  • Newly renovated 1929 cottage (PLC)
    From $312 per night (USD)

    Expedia

    Newly renovated 1929 cottage (PLC)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Newly renovated 1929 cottage near Roche Harbor. Modern updates with charm and comfort. This lovely rental home is just ...

    From $312 per night (USD)

    Expedia

    Details
  • Mud Bay Waterfront - Wi-Fi - Tons of Privacy
    From $400 per night (USD)

    VRBO

    Mud Bay Waterfront - Wi-Fi - Tons of Privacy

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    A large, quiet and secluded beachfront home on Lopez Island surrounded by amazing views and nature. Watch the sunset fr ...

    From $400 per night (USD)

    VRBO

    Details
  • Pan Abode Cabin in the Woods on an Island
    From $333 per night (USD)

    VRBO

    Pan Abode Cabin in the Woods on an Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax and enjoy your privacy in this oasis cabin in the woods. Beach is a short 10-15 minute walk. Town and ferry are ...

    From $333 per night (USD)

    VRBO

    Details
  • Orcas Island, Orcas Hill House #297
    From $320 per night (USD)

    VRBO

    Orcas Island, Orcas Hill House #297

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    *** Please note that this home is pet friendly but certain breeds are excluded. Only dogs are allowed. Please inquire be ...

    From $320 per night (USD)

    VRBO

    Details
  • Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly
    From $342 per night (USD)

    Expedia

    Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Pinecone Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $342 per night (USD)

    Expedia

    Details
  • Orcas Island, Forest House #283
    From $419 per night (USD)

    VRBO

    Orcas Island, Forest House #283

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    *** This home is people friendly, and not pet friendly. This home does not allow children under 13 due to the deck raili ...

    From $419 per night (USD)

    VRBO

    Details
  • Bayfront home w\/private beach, water\/mountain views, gas grill, deck, gas stove
    From $439 per night (USD)

    Expedia

    Bayfront home w\/private beach, water\/mountain views, gas grill, deck, gas stove

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Mackaye Road Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $439 per night (USD)

    Expedia

    Details
  • Spacious home w\/Hot Tub on 2 acres, Close to Town
    From $349 per night (USD)

    VRBO

    Spacious home w\/Hot Tub on 2 acres, Close to Town

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Experience Orcas Island! Just a 10 minute walk to town, our 3 bedroom (plus bonus room) New England style cottage sits o ...

    From $349 per night (USD)

    VRBO

    Details
  • North Shore Retreat: Community Dock, Beach, Tennis, Pickleball Courts
    From $311 per night (USD)

    Expedia

    North Shore Retreat: Community Dock, Beach, Tennis, Pickleball Courts

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Central island location 1.5 miles from Eastsound on the beautiful North Shore. Enjoy peek-a-boo water views, private co ...

    From $311 per night (USD)

    Expedia

    Details
  • Spacious with all the comforts of home
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    VRBO

    Spacious with all the comforts of home

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Comfortable Craftsman style home with traditional features. Upstairs you'll find three bedrooms, and two bathrooms. Down ...

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    VRBO

    Details
  • HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
    From $700 per night (USD)

    Expedia

    HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The Purdue house, built in 1911, is one of the oldest historic homes on the island and was home to one of Orcas Islands ...

    From $700 per night (USD)

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  • Lopez Island, Sweetbrier Cottage
    From $299 per night (USD)

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    Lopez Island, Sweetbrier Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** Sweetbrier Cottage is an iconic Lopez style home. You will ...

    From $299 per night (USD)

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  • Historic bayfront home with amazing view, fireplaces, & large yard - 2 dogs OK
    From $144 per night (USD)

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    Historic bayfront home with amazing view, fireplaces, & large yard - 2 dogs OK

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Davis House on the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $144 per night (USD)

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  • Cozy Sunset Views & Private Beach Access
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    Cozy Sunset Views & Private Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy this one of a kind tranquil Pacific Northwest escape in a newly updated 2 bedroom cottage in the highly sought aft ...

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  • Luxury Seaside Romantic Getaway
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    Luxury Seaside Romantic Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    About this space Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything ...

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  • Orcas Island, Bright Water Cottage #206
    From $587 per night (USD)

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    Orcas Island, Bright Water Cottage #206

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. Children less than one year old and over 12 are allowed. *** Br ...

    From $587 per night (USD)

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  • Mid-century waterfront retreat with amazing views and near ferry - 30+ days
    From $200 per night (USD)

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    Mid-century waterfront retreat with amazing views and near ferry - 30+ days

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Mid-century artist retreat with incredible views, cozy lofts, spacious deck, access to water and easy walk from the ferr ...

    From $200 per night (USD)

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  • Woodhaven Cottage an escape for a couples getaway or family memories.
    From $299 per night (USD)

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    Woodhaven Cottage an escape for a couples getaway or family memories.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Come for a couples getaway. Come to make family memories. Woodhaven Cottage's open floor plan and outdoor space is perfe ...

    From $299 per night (USD)

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  • ✨NEW✨ Bright in-town Penthouse with roof deck 😎
    From $479 per night (USD)

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    ✨NEW✨ Bright in-town Penthouse with roof deck 😎

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    📣 Exterior Stair Access | No elevator ✅ Vibe: Go with the slow™ ✅ Views: From the roof deck ✅ Value: Experi ...

    From $479 per night (USD)

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  • ✨NEW✨ Two-level Penthouse in-town with awesome harbor view deck 😎
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    ✨NEW✨ Two-level Penthouse in-town with awesome harbor view deck 😎

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    📣 Exterior Stair Access | No elevator ✅ Vibe: Bigger might be better ✅ Views: From the deck ✅ Value: Two leve ...

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  • Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
    From $391 per night (USD)

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    Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy our fabulous Orcas Island cottage nestled in the woods above the village of Eastsound. Relax in the hot tub, sip w ...

    From $391 per night (USD)

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  • Cozy cabin in the woods, minutes from town, beaches, hiking
    From $407 per night (USD)

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    Cozy cabin in the woods, minutes from town, beaches, hiking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located on a hill above the village of Eastsound, this cozy cabin features 1 bedroom, plus an upstairs sleeping loft wit ...

    From $407 per night (USD)

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  • Decatur Island Hideaway w\/ Sweeping San Juan Views
    From $123 per night (USD)

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    Decatur Island Hideaway w\/ Sweeping San Juan Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your Pacific Northwest fantasy has come to life, and it's arrived in the form of this dreamy 3-bedroom, 1.5-bath vacatio ...

    From $123 per night (USD)

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  • 3 bdrm, 2.5 bath, roomy master suite, nice neighborhood, Monthly Rental only
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    3 bdrm, 2.5 bath, roomy master suite, nice neighborhood, Monthly Rental only

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    2200 square foot three bedroom with an office that could be a bedroom, two story very custom higher end build with a la ...

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  • Secluded Island Cabin\n
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    Secluded Island Cabin\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Our Cabin is the perfect getaway in Friday Harbor, we comfortably host 5 guests with 3 bedrooms and 3 bathrooms. Get awa ...

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  • Linder Street Getaway\n
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    Linder Street Getaway\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Enjoy a long stay within walking distance to Friday Harbor Ferry landing, shops, docks and food. Come stay on the island ...

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  • Cute & Quiet Condo in the town of Friday Harbor\n
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    Cute & Quiet Condo in the town of Friday Harbor\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cute Condo in Friday Harbor. Walking distance to the Ferry, grocery store, local shops and restaurants. This condo has a ...

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  • Friday Harbor townhome 5 minute walk from downtown
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    Friday Harbor townhome 5 minute walk from downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Nestled on one of Friday Harbor's most beautiful local streets, our home is just a short 5 minute walk from all of Frida ...

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  • Waterfront Luxury, Hot Tub,Fast Internet, Mooring
    From $489 per night (USD)

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    Waterfront Luxury, Hot Tub,Fast Internet, Mooring

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Discover serenity at Cliffside Cottage, a waterfront getaway with breathtaking views of Matia Island and Puget Sound. Ou ...

    From $489 per night (USD)

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  • Waterfront! Views of San Juan Channel!(Waters Edge)
    From $628 per night (USD)

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    Waterfront! Views of San Juan Channel!(Waters Edge)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Waterfront! Waters Edge is an open and spacious northwest traditional style home. Located just outside of Friday Harbor ...

    From $628 per night (USD)

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  • Join Bear Paw, your 90' private charter yacht cruising the San Juan Islands, WA
    From $5400 per night (USD)

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    Join Bear Paw, your 90' private charter yacht cruising the San Juan Islands, WA

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    8

    Bear Paw is an amazing luxury yacht to discover the San Juan Islands. Every trip is different and unique. This is a pers ...

    From $5400 per night (USD)

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  • Waterfront Guest House w\/Hot Tub Access
    From $330 per night (USD)

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    Waterfront Guest House w\/Hot Tub Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    About this space The county requires our home must be rented for a full 30 days. Even if you choose not to occupy the ho ...

    From $330 per night (USD)

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  • Amazing water-view studio with private deck & work-from-home
    From $131 per night (USD)

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    Amazing water-view studio with private deck & work-from-home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Rosario Hillside B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $131 per night (USD)

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  • Historic 1920 Cottage with Water View
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    Historic 1920 Cottage with Water View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Historic Norton house located in the Deer Harbor hamlet and just a 1/2 mile from both Deer Harbor Marina and Cayou Quay ...

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  • Ocean Mist - Ocean-front, Hiking at your doorstep, Close to Town
    From $465 per night (USD)

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    Ocean Mist - Ocean-front, Hiking at your doorstep, Close to Town

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Ocean-front condo with 3 ocean-facing balconies you won't want to leave. Gorgeous views, sunsets, just a few minutes wal ...

    From $465 per night (USD)

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  • Ocean view condo with balcony & peaceful location near Moran State Park
    From $186 per night (USD)

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    Ocean view condo with balcony & peaceful location near Moran State Park

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Rosario Relaxation Condo - A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...

    From $186 per night (USD)

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  • Peaceful condo with balcony, ocean\/mountain view, near Moran State Park
    From $186 per night (USD)

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    Peaceful condo with balcony, ocean\/mountain view, near Moran State Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Rosario Relaxation Condo - C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...

    From $186 per night (USD)

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  • Water View! Elegant Starboard Suite in the heart of Eastsound Village
    From $310 per night (USD)

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    Water View! Elegant Starboard Suite in the heart of Eastsound Village

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxurious, clean contemporary condo (1,000+ sf.) with a view of Fishing Bay! Located in charming Eastsound Village on O ...

    From $310 per night (USD)

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  • Lopez Legacy Lodge overlooking the beautiful San Juan waters!
    From $3250 per night (USD)

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    Lopez Legacy Lodge overlooking the beautiful San Juan waters!

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Lopez Legacy Lodge was modeled after the rustic National Park Lodges of the 1930s. Constructed with heavy timber beams r ...

    From $3250 per night (USD)

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  • Cozy, stylish lodge with perfect blend of comfort and convenience. Pet-Friendly!
    From $867 per night (USD)

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    Cozy, stylish lodge with perfect blend of comfort and convenience. Pet-Friendly!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Nestled in the vibrant heart of Friday Harbor in the San Juan Islands, our cozy yet stylish lodge offers the perfect ble ...

    From $867 per night (USD)

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  • Light-Filled Cabin on Percich Pond! 10 minutes away from Friday Harbor!
    From $378 per night (USD)

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    Light-Filled Cabin on Percich Pond! 10 minutes away from Friday Harbor!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This private, light filled A-frame retreat is centrally located on San Juan Island, and is just steps away from the Peli ...

    From $378 per night (USD)

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  • Tokitae's Place Condo in Downtown Friday Harbor
    From $199 per night (USD)

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    Tokitae's Place Condo in Downtown Friday Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    **A percentage of each booking is donated to local non-profits for Whale Research** Tokitae’s Place is studio style, ve ...

    From $199 per night (USD)

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  • Sweeping Views on the Water
    From $300 per night (USD)

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    Sweeping Views on the Water

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    If you want to get away from it all look no further than this quiet cabin on the water with sweeping 180 views of the no ...

    From $300 per night (USD)

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  • Charming Cottage hidden in town!
    From $475 per night (USD)

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    Charming Cottage hidden in town!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Built in 1907 and beautifully preserved into a bright seaside abode. Decorated to encourage guests to relax, take a deep ...

    From $475 per night (USD)

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  • Orcas Island Modern Home Monthly Rental
    From $110 per night (USD)

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    Orcas Island Modern Home Monthly Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Modern Cedar Home—-Soaring glass walls, . South facing sunny bright with an expansive deck. Close to beach access. Hot ...

    From $110 per night (USD)

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  • Dandelion Cottage in the heart of Eastsound
    From $461 per night (USD)

    VRBO

    Dandelion Cottage in the heart of Eastsound

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Charming Dandelion Cottage is hidden in the heart of Eastsound. Walk to cafes. Shops, bakeries, farmers market… Owned & ...

    From $461 per night (USD)

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  • Charming Farm House on Westcott Bay - one mile from Roche Harbor
    From $539 per night (USD)

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    Charming Farm House on Westcott Bay - one mile from Roche Harbor

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Westcott Bay Farm House The combination of 240 days of sunshine, spectacular natural beauty and a wealth of recreation ...

    From $539 per night (USD)

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  • Harbor View Haven.
    From $450 per night (USD)

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    Harbor View Haven.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nature lovers enjoy this house with views of two marinas and outlying islands. The house provides direct access to water ...

    From $450 per night (USD)

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  • Stunning Views, Game Room, Minutes to Town, Sleeps 12
    From $727 per night (USD)

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    Stunning Views, Game Room, Minutes to Town, Sleeps 12

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to your island retreat! Our spacious property is nestled less than 10 minutes from the charming Eastsound villag ...

    From $727 per night (USD)

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