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Results: 551 Rentals

  • San Juan Island, Roche Harbor Heights #122
    From $597 per night (USD)

    VRBO

    San Juan Island, Roche Harbor Heights #122

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    *** This home is people friendly, and not pet friendly. *** It is all about location in this spacious, two level vacati ...

    From $597 per night (USD)

    VRBO

    Details
  • San Juan Island, Three Coves Hideaway  #111
    From $632 per night (USD)

    Expedia

    San Juan Island, Three Coves Hideaway #111

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    *** This home is people friendly, and not pet friendly. *** When you stay at Three Coves Hideaway, you’ll enjoy a San J ...

    From $632 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:
    2
    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
  • Chef's Kitchen, Salish Sea View, EV Charger: This is The Cottage on Cedar Street
    From $545 per night (USD)

    Expedia

    Chef's Kitchen, Salish Sea View, EV Charger: This is The Cottage on Cedar Street

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is the Cottage on Cedar Street: The Cottage on Cedar Street is a cozy wood-sided house in a beach town (near the be ...

    From $545 per night (USD)

    Expedia

    Details
  • Across From the Beach! (ECL)
    From $374 per night (USD)

    VRBO

    Across From the Beach! (ECL)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This classic home located on the South end of the island is a perfect getaway for a small family or two couples (Eagle C ...

    From $374 per night (USD)

    VRBO

    Details
  • Waterfront **Spectacular Million Dollar Views** Seacliff Cottage
    From $456 per night (USD)

    VRBO

    Waterfront **Spectacular Million Dollar Views** Seacliff Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Seacliff Cottage is a beautifully decorated and comfortably furnished arts and crafts style home on Orcas Island in th ...

    From $456 per night (USD)

    VRBO

    Details
  • Relaxing Waterfront Home Near Roche Harbor! (DHC)
    From $482 per night (USD)

    VRBO

    Relaxing Waterfront Home Near Roche Harbor! (DHC)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Perfect Relaxing Waterfront Getaway!! Near Roche Harbor. This 2 bedroom island getaway is the perfect spot to relax, r ...

    From $482 per night (USD)

    VRBO

    Details
  • Elegant Water View, Walk to Moran State Park, Kayak, Trails, Rosario Resort, Minutes to Town
    From $647 per night (USD)

    Expedia

    Elegant Water View, Walk to Moran State Park, Kayak, Trails, Rosario Resort, Minutes to Town

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Our home is a beautifully furnished three-level home in the serene Rosario neighborhood of Orcas Island. 🌲 The open flo ...

    From $647 per night (USD)

    Expedia

    Details
  • Adorable Cottage in the heart of Eastsound
    From $402 per night (USD)

    VRBO

    Adorable Cottage in the heart of Eastsound

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    You are right in the center of our charming Village Eastsound. Walk to cafes, shops, bars, bakeries, farmers market, bo ...

    From $402 per night (USD)

    VRBO

    Details
  • Magnificent up-close WATERFRONT \SunBright Le Reve\   Premier Westside  Orcas
    From $803 per night (USD)

    Expedia

    Magnificent up-close WATERFRONT \"SunBright Le Reve\" Premier Westside Orcas

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Rare westerly up-close beachfront near the quaint village of Eastsound for an easy vacation or getaway. ...

    From $803 per night (USD)

    Expedia

    Details
  • Cozy Sunset Views & Private Beach Access
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    VRBO

    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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    VRBO

    Details
  • Amazing sunsets!! Water view, hot tub, close to town, fire pit.
    From $570 per night (USD)

    Expedia

    Amazing sunsets!! Water view, hot tub, close to town, fire pit.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    LAST MINUTE AVAILABILITY July 20-27, 2024 (ferry reservations can also still be made as spaces open up for booking 2 wee ...

    From $570 per night (USD)

    Expedia

    Details
  • Orcas Island, Hook Wine and Sinker #226
    From $390 per night (USD)

    VRBO

    Orcas Island, Hook Wine and Sinker #226

    Bedrooms:
    0
    Bathrooms:
    2
    Sleeps:
    7

    *** PLEASE NOTE: This home is pet friendly but certain breeds are excluded. Only dogs are allowed. Please inquire before ...

    From $390 per night (USD)

    VRBO

    Details
  •   Custom Waterfront Home - easy walk to Roche Harbor.\nSpecial 9/14-9/18 50% off
    From $550 per night (USD)

    Expedia

    Custom Waterfront Home - easy walk to Roche Harbor.\nSpecial 9/14-9/18 50% off

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Heron House on Westcott Bay – Waterfront living near Roche Harbor Welcome to picturesque Westcott Bay, a quiet retreat ...

    From $550 per night (USD)

    Expedia

    Details
  • Waterfront Home! Hot Tub! (HOS)
    From $691 per night (USD)

    VRBO

    Waterfront Home! Hot Tub! (HOS)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront Home! Hot Tub! (House of the Ocean Sun) Stylish modern waterfront retreat with accordion glass wall going out ...

    From $691 per night (USD)

    VRBO

    Details
  • Quintessential Island Getaway on Orcas Island. Gorgeous view! Starting at $199
    From $230 per night (USD)

    VRBO

    Quintessential Island Getaway on Orcas Island. Gorgeous view! Starting at $199

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Maggie's Getaway, one of the quintessential San Juan Islands vacation rentals, on Orcas Island is a sunny, gracious two ...

    From $230 per night (USD)

    VRBO

    Details
  • Beautiful & Enjoyable Estate! Hot Tub! (sjvve)
    From $901 per night (USD)

    VRBO

    Beautiful & Enjoyable Estate! Hot Tub! (sjvve)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Beautiful & Enjoyable Estate! Hot Tub! Large Home in a Great, Sunny Location! 5,450 sq. ft.; 3 bedrooms; 2 additional sl ...

    From $901 per night (USD)

    VRBO

    Details
  • Orcas Island, Cascade Bay Overlook #286
    From $365 per night (USD)

    Expedia

    Orcas Island, Cascade Bay Overlook #286

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    *** This home is people friendly, and not pet friendly. *** Cascade Bay Overlook is a wonderful cottage-style home loca ...

    From $365 per night (USD)

    Expedia

    Details
  • San Juan Island, Songbird Retreat #197
    From $310 per night (USD)

    VRBO

    San Juan Island, Songbird Retreat #197

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    *** This home is people friendly, and not pet friendly. Please note that no children under the age of 12 are permitted i ...

    From $310 per night (USD)

    VRBO

    Details
  • Dog-friendly wood cabin with full kitchen & free WiFi near the water
    From $251 per night (USD)

    Expedia

    Dog-friendly wood cabin with full kitchen & free WiFi near the water

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

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

    From $251 per night (USD)

    Expedia

    Details
  • Unique Waterfront Beach House, 1 mile from Friday Harbor
    From $521 per night (USD)

    VRBO

    Unique Waterfront Beach House, 1 mile from Friday Harbor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all ...

    From $521 per night (USD)

    VRBO

    Details
  • Paradise found at the water’s edge on San Juan Island
    From $371 per night (USD)

    VRBO

    Paradise found at the water’s edge on San Juan Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nestled into a forest of Douglas firs, this secluded waterfront paradise awaits you. Enjoy the sunrise and see eagles g ...

    From $371 per night (USD)

    VRBO

    Details
  • Water Views from this New Northwest Modern Home w/ Hot Tub
    From $456 per night (USD)

    VRBO

    Water Views from this New Northwest Modern Home w/ Hot Tub

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Orcas Island Getaway is pleased to offer a large Modern Northwest design, with clean finishes and views you'll enjoy of ...

    From $456 per night (USD)

    VRBO

    Details
  •  San Juan Island Beach House, Waterfront Lodging just minutes from Roche Harbor!
    From $669 per night (USD)

    Expedia

    San Juan Island Beach House, Waterfront Lodging just minutes from Roche Harbor!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    What if you could... GRANT YOURSELF AN UNFORGETTABLE VACATION.... ENJOYING SAN JUAN ISLAND'S BEST LODGING.... ...

    From $669 per night (USD)

    Expedia

    Details
  • Studio with a View!!
    From $369 per night (USD)

    VRBO

    Studio with a View!!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Your perfect romantic getaway awaits at 'Madrona Cove Cottage,' an eclectic vacation rental cottage in Friday Harbor. As ...

    From $369 per night (USD)

    VRBO

    Details
  • ⚓️ Nautical Sea Cabin with Water View ⚓️
    From $398 per night (USD)

    Expedia

    ⚓️ Nautical Sea Cabin with Water View ⚓️

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The theme of this Lopez Island cedar home is Northwest nautical. The cabin is situated on 3 private acres with plenty of ...

    From $398 per night (USD)

    Expedia

    Details
  • Luxury Vacation Condo in the Heart of Friday Harbor
    From $412 per night (USD)

    VRBO

    Luxury Vacation Condo in the Heart of Friday Harbor

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Uptown Condo is the perfect place to relax and enjoy all that San Juan island has to offer. It is located just step ...

    From $412 per night (USD)

    VRBO

    Details
  • Orcas Waterfront Custom Home, 180 Degree Summer Sunset & Sunrise,  Sleeps 12
    From $2056 per night (USD)

    Expedia

    Orcas Waterfront Custom Home, 180 Degree Summer Sunset & Sunrise, Sleeps 12

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    12

    Summer Sunsets over Vancouver Island to the West, sunrises over Mount Baker to the East - Sucia, Patos, and Matia Island ...

    From $2056 per night (USD)

    Expedia

    Details
  • Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy
    From $524 per night (USD)

    VRBO

    Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Kick off your island adventure in style — whether you hop on a scenic Kenmore Air seaplane or enjoy the breathtaking vie ...

    From $524 per night (USD)

    VRBO

    Details
  • Famous Gnome House Chalet on Amazing 110 Acre Private Setting
    From $260 per night (USD)

    VRBO

    Famous Gnome House Chalet on Amazing 110 Acre Private Setting

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The Gnome House is a truly memorable romantic getaway or family fun vacation rental. This premier Orcas Island vacation ...

    From $260 per night (USD)

    VRBO

    Details
  • Orcas Island, Mt. Baker Beach House, #289
    From $577 per night (USD)

    VRBO

    Orcas Island, Mt. Baker Beach House, #289

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    *** PLEASE NOTE: This home is pet friendly but certain breeds are excluded. Only dogs are allowed. Please inquire before ...

    From $577 per night (USD)

    VRBO

    Details
  • Charming West Sound studio apartment with beach access!
    From $174 per night (USD)

    VRBO

    Charming West Sound studio apartment with beach access!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $174 per night (USD)

    VRBO

    Details
  • Sea Forever Guest House.Stunning Views of Sea & Mountains. Pet Friendly.Quiet.
    From $239 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $239 per night (USD)

    VRBO

    Details
  • Lopez Island Cabin with Hot Tub and Public Beach access nearby #PPROV0-18-0047
    From $214 per night (USD)

    Expedia

    Lopez Island Cabin with Hot Tub and Public Beach access nearby #PPROV0-18-0047

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located on the south end of beautiful Lopez Island with a distant view of Mud Bay and beach access awaits a custom built ...

    From $214 per night (USD)

    Expedia

    Details
  • Whale Watch Paradise! Friday Harbor Westside Waterfront
    From $715 per night (USD)

    VRBO

    Whale Watch Paradise! Friday Harbor Westside Waterfront

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Whale Watch Paradise! Friday Harbor Westside Waterfront. WHALE WATCH PARADISE......SEE ORCA FROM YOUR LIVING ROOM WATER ...

    From $715 per night (USD)

    VRBO

    Details
  • Maggie's Manor: STARTING AT $199  1-4 Bedroom Waterfront Island Home. View!View!
    From $351 per night (USD)

    VRBO

    Maggie's Manor: STARTING AT $199 1-4 Bedroom Waterfront Island Home. View!View!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Maggie's Manor, one of the quintessential San Juan Islands vacation rentals, on Orcas Island is a sunny, gracious four b ...

    From $351 per night (USD)

    VRBO

    Details
  • Convenience Of Town, Relaxation Of Country Life, Incredible Views, Kid Friendly
    From $250 per night (USD)

    VRBO

    Convenience Of Town, Relaxation Of Country Life, Incredible Views, Kid Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Fall on San Juan Island is special. The crowds are gone, ferry traffic lightens up, the weather is just starting to cool ...

    From $250 per night (USD)

    VRBO

    Details
  • New, modern, light-filled home in the heart of charming Eastsound village.
    From $583 per night (USD)

    VRBO

    New, modern, light-filled home in the heart of charming Eastsound village.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sol Mate is a new, modern cottage in the heart of the charming village of Eastsound. It's a hop, skip, and a jump from b ...

    From $583 per night (USD)

    VRBO

    Details
  • Peaceful Bayside Home the Woods - Sleeps 6 people, 8 max.
    From $360 per night (USD)

    VRBO

    Peaceful Bayside Home the Woods - Sleeps 6 people, 8 max.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Five minute drive to Roche Harbor or 25-30 min walk. Relax and breathe in fresh sea air while dining on the spacious sun ...

    From $360 per night (USD)

    VRBO

    Details
  • Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
    From $703 per night (USD)

    Expedia

    Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Get away from it all in this luxuriantly appointed, beautiful 4-bedroom home with spectacular water and territorial view ...

    From $703 per night (USD)

    Expedia

    Details
  • Waterfront home, stunning sunsets, sleeps 11
    From $627 per night (USD)

    VRBO

    Waterfront home, stunning sunsets, sleeps 11

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    *3 night minimum September - June *7 night minimum June 17th- September 2nd 2022 (Friday-Friday) *7 night minimum June 1 ...

    From $627 per night (USD)

    VRBO

    Details
  • Sunsets on Mitchell Bay
    From $676 per night (USD)

    VRBO

    Sunsets on Mitchell Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This home is a partial timber-frame with vaulted ceiling, set in a wooded area overlooking peaceful Mitchell Bay. It ha ...

    From $676 per night (USD)

    VRBO

    Details
  • Exclusive 10 acres atop Cady Mnt. View of Ocean & Vancouver Island
    From $461 per night (USD)

    VRBO

    Exclusive 10 acres atop Cady Mnt. View of Ocean & Vancouver Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Exclusive 10 acres atop Cady Mnt. View of Ocean & Vancouver Island. This is a special Northwest home. We know you'll re ...

    From $461 per night (USD)

    VRBO

    Details
  • WESTSIDE Ocean View Vacation Home HOT TUB, available YEAR ROUND
    From $268 per night (USD)

    VRBO

    WESTSIDE Ocean View Vacation Home HOT TUB, available YEAR ROUND

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    WESTSIDE Ocean View Vacation Home HOT TUB, available YEAR ROUND. Experience the Pacific Northwest - Island Style while ...

    From $268 per night (USD)

    VRBO

    Details
  • 5 Stars  - Overlooking Rosario Resort - Pet Friendly
    From $484 per night (USD)

    VRBO

    5 Stars - Overlooking Rosario Resort - Pet Friendly

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Location! Location! Location! immaculate home with water and marina views in the heart of Rosario Resort community. Thi ...

    From $484 per night (USD)

    VRBO

    Details
  • Cozy, Secluded, Pet Friendly Cabin with Private Hot Tub.
    From $196 per night (USD)

    Expedia

    Cozy, Secluded, Pet Friendly Cabin with Private Hot Tub.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cozy, quiet, and private, 1 bedroom, 1 bath cabin with a sleeping loft, is nestled in the woods. A short walk down ...

    From $196 per night (USD)

    Expedia

    Details
  • Charming Cottage Overlooking Beautiful Pond
    From $287 per night (USD)

    VRBO

    Charming Cottage Overlooking Beautiful Pond

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    POND VIEW COTTAGE: Is nestled within five acres of nicely treed and landscaped property overlooking a beautiful spring ...

    From $287 per night (USD)

    VRBO

    Details
  • Adorable Lopez Island Cottage
    From $277 per night (USD)

    VRBO

    Adorable Lopez Island Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Adorable newly built Lopez Island cottage now ready for your relaxation and recreational enjoyment. Conveniently loca ...

    From $277 per night (USD)

    VRBO

    Details
  • Dog-Friendly Cottage with hot tub, kayaks, e-bike
    From $574 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 $574 per night (USD)

    VRBO

    Details
  • Mountaintop escape with stunning water views, private sauna & foosball
    From $829 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 $829 per night (USD)

    Expedia

    Details
  • Cottage at Doe Bay - Entire Home (New Listing)
    From $591 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 $591 per night (USD)

    VRBO

    Details
  • Haro Sunset House
    From $448 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 $448 per night (USD)

    Expedia

    Details
  • Waterview, Bright home close to town, Moran Park  with kayaking, hiking, and beaches
    From $397 per night (USD)

    VRBO

    Waterview, Bright home close to town, Moran Park with kayaking, hiking, and beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy sunsets and views of Eastsound from our charming west-facing home, conveniently located near Moran State Park, Cas ...

    From $397 per night (USD)

    VRBO

    Details
  • Family Fun, Private, Close to Trails, Lakes, Beaches, Resorts
    From $352 per night (USD)

    Expedia

    Family Fun, Private, Close to Trails, Lakes, Beaches, Resorts

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to peaceful Garden Retreat! 🌿✨ Located near Moran State Park and Doe Bay Resort, you’ll find miles of trails a ...

    From $352 per night (USD)

    Expedia

    Details
  • Fall Specials! Experience Deer Harbor charm in our cozy 1-bedroom loft apartment
    From $420 per night (USD)

    VRBO

    Fall Specials! Experience Deer Harbor charm in our cozy 1-bedroom loft apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Over looking Deer Harbor on Orcas Island, you'll find a warm and inviting 1-bedroom loft - type retreat that feels like ...

    From $420 per night (USD)

    VRBO

    Details
  • Waterfront Paradise with Game Room! (BA)
    From $1013 per night (USD)

    VRBO

    Waterfront Paradise with Game Room! (BA)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront Paradise with Game Room! Come and enjoy this waterfront house with your friends or family. Enjoy sunning your ...

    From $1013 per night (USD)

    VRBO

    Details
  • Most Premier Whale Watching Vacation Rental Home on San Juan Island.
    From $663 per night (USD)

    VRBO

    Most Premier Whale Watching Vacation Rental Home on San Juan Island.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    SAN JUAN WATERHOUSE VRP PROV098 The San Juan Waterhouse is a uniquely beautiful vacation home whose spectacular we ...

    From $663 per night (USD)

    VRBO

    Details
  • Heart of Deer Harbor - Harbormaster House
    From $370 per night (USD)

    Expedia

    Heart of Deer Harbor - Harbormaster House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Harborhouse is truly the pulse of endearing Deer Harbor. The House features 3 bright and modern bedrooms, each with ...

    From $370 per night (USD)

    Expedia

    Details
  • New Waterview Loft near Roche Harbor! (sjil)
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    VRBO

    New Waterview Loft near Roche Harbor! (sjil)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Newly Listed! A beautiful, newly constructed loft overlooking San Juan Channel!! Near Roche Harbor!! Located on the Nor ...

    Click For Pricing

    VRBO

    Details
  • Friday Harbor 2-acre WATERFRONT surrounded by National Park
    From $1015 per night (USD)

    VRBO

    Friday Harbor 2-acre WATERFRONT surrounded by National Park

    Bedrooms:
    4
    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 $1015 per night (USD)

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  • The Olga House
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    The Olga House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The Olga House has everything you need to experience the best of island life. With immense south-facing windows overlook ...

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  • Yellow - Comfortably Accessible
    From $347 per night (USD)

    Expedia

    Yellow - Comfortably Accessible

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $347 per night (USD)

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  • Stuart - Passionately Designed
    From $317 per night (USD)

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    Stuart - Passionately Designed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $317 per night (USD)

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  • Barnes - Relaxing Window Seat for Morning Coffee
    From $350 per night (USD)

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    Barnes - Relaxing Window Seat for Morning Coffee

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $350 per night (USD)

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  • Canoe - Warm and Cozy with View
    From $364 per night (USD)

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    Canoe - Warm and Cozy with View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $364 per night (USD)

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  • Johns - Graciously Appointed
    From $344 per night (USD)

    Expedia

    Johns - Graciously Appointed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $344 per night (USD)

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  • Clark - Imaginative Original Artwork
    From $361 per night (USD)

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    Clark - Imaginative Original Artwork

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $361 per night (USD)

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  • Sucia - Dramatic Eastsound Bay View
    From $433 per night (USD)

    Expedia

    Sucia - Dramatic Eastsound Bay View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $433 per night (USD)

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  • Matia - Luxurious Night’s Sleep
    From $350 per night (USD)

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    Matia - Luxurious Night’s Sleep

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Luxury King Hotel Room plus double sofa bed with partial water view of Eastsound Bay and surrounding Village of Eastsoun ...

    From $350 per night (USD)

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  • Walkable Bay-view home with large yard, firepit & washer/dryer - pier access
    From $562 per night (USD)

    Expedia

    Walkable Bay-view home with large yard, firepit & washer/dryer - pier access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bay View Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $562 per night (USD)

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  • Waterfront home on Fisherman Bay with amazing deck, sunset view, & Ping-Pong
    From $454 per night (USD)

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    Waterfront home on Fisherman Bay with amazing deck, sunset view, & Ping-Pong

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Gleeson's Bay House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...

    From $454 per night (USD)

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  • A private getaway just minutes from beaches, lakes and town..
    From $283 per night (USD)

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    A private getaway just minutes from beaches, lakes and town..

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We live on beautiful Orcas Island, the gem of the San Juan Islands, off the coast of Washington State. Our cabin is at ...

    From $283 per night (USD)

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  • House in the Tree Tops
    From $441 per night (USD)

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    House in the Tree Tops

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Take it easy at this unique and tranquil getaway that's close to town. Grab your favorite drink and find a comfy resting ...

    From $441 per night (USD)

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  • Beautiful farmhouse overlooking water with beach access on a private estate
    From $459 per night (USD)

    Expedia

    Beautiful farmhouse overlooking water with beach access on a private estate

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this beautiful home with a gorgeous view of the water and just a few steps from the beach. On this property you ca ...

    From $459 per night (USD)

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  • The Stuga - Walk to Water w/Views
    From $469 per night (USD)

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    The Stuga - Walk to Water w/Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Located in the Historic Hamlet of Olga, The Stuga provides a quiet, spacious retreat conveniently located within steps o ...

    From $469 per night (USD)

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  • Osprey Nest private retreat on Magical Orcas Island!
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    Expedia

    Osprey Nest private retreat on Magical Orcas Island!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Osprey Nest is a fully appointed stand-alone guesthouse on 5 forested acres, (San Juan County permit PPROV0-18-0023) ...

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  • Adorable beach cabin within a few steps to a secluded beach!
    From $456 per night (USD)

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    Adorable beach cabin within a few steps to a secluded beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy this cute nautical cabin with a gorgeous view of the water and just a few stairs out your back door from the beach ...

    From $456 per night (USD)

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  • Newly Listed! Westside Waterview Cabin! (TLO)
    From $551 per night (USD)

    Expedia

    Newly Listed! Westside Waterview Cabin! (TLO)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Newly Listed! Westside Waterview Cabin! (The Lookout) *Please note, sporadic construction is occurring at the neighborin ...

    From $551 per night (USD)

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  • August sunsets from your private hot tub!
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    August sunsets from your private hot tub!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautiful WorldMark property overlooking the marina. Your one bedroom hillside suite boasts a private hot tub on the dec ...

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  • Comfortable Modern Condo near Downtown
    From $237 per night (USD)

    Expedia

    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 $237 per night (USD)

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  • New design, luxury home, views from the hottub, Close to town, come relax!
    From $421 per night (USD)

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    New design, luxury home, views from the hottub, Close to town, come relax!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Picture waking up after sleeping in luxury linens on new beds and enjoying fresh ground local coffee while relaxing in t ...

    From $421 per night (USD)

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  • New! Charming Cottage in Seaside Village Walk to Beach,Food,Coffee, Farmers Mkt.
    From $570 per night (USD)

    Expedia

    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 $570 per night (USD)

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  • Waterfront Beach Escape with Dock
    From $531 per night (USD)

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    Waterfront Beach Escape with 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 shared dock, is ...

    From $531 per night (USD)

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  • Orcas Island, Purdue Lake Retreat
    From $351 per night (USD)

    Expedia

    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 $351 per night (USD)

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  • Bright art-filled home, fruit trees, valley view
    From $358 per night (USD)

    VRBO

    Bright art-filled home, fruit trees, valley view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    South-facing home with sunroom, patio and gardens. Bright and art-filled with expansive views of the valley and Olympic ...

    From $358 per night (USD)

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  • Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
    From $887 per night (USD)

    Expedia

    Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to TruNorthwest Retreat on San Juan Island! Discover your serene escape on 4 peaceful acres nestled in the woods ...

    From $887 per night (USD)

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  • Stunning Views, Game Room, Minutes to Town, Sleeps 12
    From $992 per night (USD)

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

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

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

    From $992 per night (USD)

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  • Lookout @ SeaAcres -Beach Access
    From $439 per night (USD)

    Expedia

    Lookout @ SeaAcres -Beach Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

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

    From $439 per night (USD)

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  • Emily's Cottage at Cayou Channel - Orcas Island
    From $231 per night (USD)

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    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 $231 per night (USD)

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  • Sweeping Views on the Water
    From $738 per night (USD)

    Expedia

    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 $738 per night (USD)

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  • Newly renovated 1929 cottage near Roche Harbor with modern updates (PLC)
    From $441 per night (USD)

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    Newly renovated 1929 cottage near Roche Harbor with modern updates (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 $441 per night (USD)

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  • Mud Bay Waterfront - Wi-Fi - Tons of Privacy
    From $499 per night (USD)

    Expedia

    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 $499 per night (USD)

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  • Orcas Island, Orcas Hill House #297
    From $352 per night (USD)

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    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 $352 per night (USD)

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  • Water View Modern Farmhouse; Now Available for Fall 2025 - Premier Host
    From $536 per night (USD)

    Expedia

    Water View Modern Farmhouse; Now Available for Fall 2025 - Premier Host

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Revel in a beautifully renovated home marrying stunning West Sound views with modern luxuries on nearly 2 acres. We have ...

    From $536 per night (USD)

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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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  • Beach House by the Sea
    From $192 per night (USD)

    Expedia

    Beach House by the Sea

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    About this space Welcome to Lambton Cottage, your seaside haven in Lopez Island! This luxurious home features unmatched ...

    From $192 per night (USD)

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  • Unique home in the treetops with 360-degree deck & walkable location
    From $301 per night (USD)

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    Unique home in the treetops with 360-degree deck & walkable location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Island Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $301 per night (USD)

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  • Orcas Island, MurAnne House #242
    From $498 per night (USD)

    Expedia

    Orcas Island, MurAnne House #242

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    7

    *** PLEASE NOTE: This home is pet friendly but certain breeds are excluded. Only dogs are allowed. Please inquire before ...

    From $498 per night (USD)

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    Details
  • Orcas Island, Cedar Sunrise #222
    From $502 per night (USD)

    VRBO

    Orcas Island, Cedar Sunrise #222

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    *** This home is people friendly, and not pet friendly. Families with children under the age of 8 are not allowed. *** ...

    From $502 per night (USD)

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  • Waterfront! On San Juan Channel! Waters Edge
    From $600 per night (USD)

    VRBO

    Waterfront! On San Juan Channel! Waters Edge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $600 per night (USD)

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    Details