Search Your Destination Now!

San Juan Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 513 Rentals

  • Eastsound, Water view Home!
    From $402 per night (USD)

    VRBO

    Eastsound, Water view Home!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cool Breeze welcomes you to Eastsound. This beautiful and inviting home is restorative and family-fit. Peek-a-boo wate ...

    From $402 per night (USD)

    VRBO

    Details
  • Waterfront sunset cabin - 2 bedrooms + sleeping loft
    From $420 per night (USD)

    VRBO

    Waterfront sunset cabin - 2 bedrooms + sleeping loft

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape to the San Juan Islands in this peaceful waterfront cabin on Orcas Island’s North Shore. With an open layout and ...

    From $420 per night (USD)

    VRBO

    Details
  • LOPEZ  ISLAND VACATION RENTAL VistaBay Great Location \/2500 SF\/ 4 Bedroom Home
    From $602 per night (USD)

    VRBO

    LOPEZ ISLAND VACATION RENTAL VistaBay Great Location \/2500 SF\/ 4 Bedroom Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Lopez Vista Bay House is Location Location Location w 4 Bedrooms! This home has everything your family wants or needs f ...

    From $602 per night (USD)

    VRBO

    Details
  • Check Out This Darling, Comfortable & Treasured Family Getaway Since 1979 + View
    From $167 per night (USD)

    VRBO

    Check Out This Darling, Comfortable & Treasured Family Getaway Since 1979 + View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This darling, comfortable & treasured getaway epitomizes family memories and nostalgic charm. Perfect for 2 adults (+ 1 ...

    From $167 per night (USD)

    VRBO

    Details
  • Orcas Island Waterfront Home, Spectacular Views & Wildlife, Privately Sleeps 6
    From $538 per night (USD)

    VRBO

    Orcas Island Waterfront Home, Spectacular Views & Wildlife, Privately Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Quinn Cottage An Orcas Island Waterfront Retreat San Juan County Permit #2004PROV006 The Quinn Cottage is a lovely ...

    From $538 per night (USD)

    VRBO

    Details
  • Lush forests, placid waters and spectacular outdoors!
    From $269 per night (USD)

    VRBO

    Lush forests, placid waters and spectacular outdoors!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $269 per night (USD)

    VRBO

    Details
  • Historic Farmhouse with two private beaches + walking distance to Eastsound
    From $1708 per night (USD)

    VRBO

    Historic Farmhouse with two private beaches + walking distance to Eastsound

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Madrona House features southeast facing views of Judd Cove and Mount Constitution, a partially covered wrap-around p ...

    From $1708 per night (USD)

    VRBO

    Details
  • Absolutely gorgeous resort & condos !
    Click For Pricing

    VRBO

    Absolutely gorgeous resort & condos !

    Bedrooms:
    1
    Bathrooms:
    1
    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

    VRBO

    Details
  • Beautifully Appointed 2 Bedroom Condo in the Heart of Friday Harbor...
    From $345 per night (USD)

    VRBO

    Beautifully Appointed 2 Bedroom Condo in the Heart of Friday Harbor...

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Springtree Suite is located only 3 blocks away from the ferry terminal. Beautifully appointed with contemporary furnish ...

    From $345 per night (USD)

    VRBO

    Details
  • Charming west-facing beach house - sandy beach near Eastsound
    From $850 per night (USD)

    VRBO

    Charming west-facing beach house - sandy beach near Eastsound

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Enjoy this charming west-facing vintage beach house on 4 acres surrounded by woods, an orchard, a garden, and a sandy be ...

    From $850 per night (USD)

    VRBO

    Details
  • ~Sunny Bay Views~ Walk to Everything B-fast WIFI
    From $1000 per night (USD)

    VRBO

    ~Sunny Bay Views~ Walk to Everything B-fast WIFI

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    EXPERIENCE Welcome home to The Edenwild Boutique Inn, a charming Victorian hotel with modern amenities. Friendly, not st ...

    From $1000 per night (USD)

    VRBO

    Details
  • Beachfront with Spectacular Sunsets.  Lopez Island
    From $310 per night (USD)

    VRBO

    Beachfront with Spectacular Sunsets. Lopez Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our cozy BuoyHouse on Agate Beach located at the South-end of Lopez Island. Our family has enjoyed many fun, ...

    From $310 per night (USD)

    VRBO

    Details
  • Family Friendly In Town Accommodations
    From $225 per night (USD)

    VRBO

    Family Friendly In Town Accommodations

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Located at 85 Nichols St. in Friday Harbor. Our bigger of 2 units, suite #1, one is spacious and comfortable, 850 Sq. ...

    From $225 per night (USD)

    VRBO

    Details
  • ⛵#1TripAdvisor San Juan Islands^King Suite^Water Views^Walk to Everything^WIFI⛵
    From $1000 per night (USD)

    VRBO

    ⛵#1TripAdvisor San Juan Islands^King Suite^Water Views^Walk to Everything^WIFI⛵

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Please review state and local Covid-19 recommendations and restrictions while traveling. We are following the CDC's clea ...

    From $1000 per night (USD)

    VRBO

    Details
  • Lopez Island, Raven Rock #318
    From $363 per night (USD)

    VRBO

    Lopez Island, Raven Rock #318

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** The owners of Raven Rock have completed the construction an ...

    From $363 per night (USD)

    VRBO

    Details
  • Captain's Suite - 2 Bedroom Condo In Eastsound
    From $380 per night (USD)

    VRBO

    Captain's Suite - 2 Bedroom Condo In Eastsound

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    One of the newer and more modern accommodations in the heart of Eastsound, the Captain's Suite has many amenities and do ...

    From $380 per night (USD)

    VRBO

    Details
  • The Red Harbor: Retreat\/Refresh\/Rekindle
    From $657 per night (USD)

    VRBO

    The Red Harbor: Retreat\/Refresh\/Rekindle

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Perfect location for a restful getaway on one of the most beautiful islands in the country! We are owners to this prop ...

    From $657 per night (USD)

    VRBO

    Details
  • Picturesque Westcott Bay Cape Cod on 5 Acre Estate -Walk to Roche Harbor
    From $625 per night (USD)

    VRBO

    Picturesque Westcott Bay Cape Cod on 5 Acre Estate -Walk to Roche Harbor

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    The combination of 240 days of sunshine, spectacular natural beauty and a wealth of recreation activities makes the San ...

    From $625 per night (USD)

    VRBO

    Details
  • The Homestead on the Shore -- New Hot Tub!
    From $808 per night (USD)

    VRBO

    The Homestead on the Shore -- New Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Make this island gem your Orcas destination! Impeccably restored in 2021, the Homestead combines the best of the past wi ...

    From $808 per night (USD)

    VRBO

    Details
  • Lieutenant's Suite - Romantic Luxury 1 Bedroom Loft, Easy Access to Beach & Town
    From $278 per night (USD)

    VRBO

    Lieutenant's Suite - Romantic Luxury 1 Bedroom Loft, Easy Access to Beach & Town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    One of the finer, more modern accommodations in the heart of Eastsound, the Lieutenant's Suite has many amenities. It is ...

    From $278 per night (USD)

    VRBO

    Details
  • Secluded & light-filled Pacific NW Waterfront home on SJI  with views of Speiden Island
    From $500 per night (USD)

    VRBO

    Secluded & light-filled Pacific NW Waterfront home on SJI with views of Speiden Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Secluded and light-filled Pacific NW Waterfront home on the North end of San Juan Island with views of Speiden Island. ...

    From $500 per night (USD)

    VRBO

    Details
  • Mountain & meadow views among old growth oaks
    From $320 per night (USD)

    VRBO

    Mountain & meadow views among old growth oaks

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A quiet retreat on 5 acres, our house is the perfect setting to relax and enjoy the Islands. Stroll among the stately Ga ...

    From $320 per night (USD)

    VRBO

    Details
  • San Juan Island, Elwha Suite #1902
    From $376 per night (USD)

    VRBO

    San Juan Island, Elwha Suite #1902

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** You will feel like you’re living in a postcard when you sta ...

    From $376 per night (USD)

    VRBO

    Details
  • Orcas Island, Marina View #201
    From $275 per night (USD)

    Expedia

    Orcas Island, Marina View #201

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $275 per night (USD)

    Expedia

    Details
  • Admiral's Suite - Spacious, Flagship Condo in Eastsound
    From $620 per night (USD)

    VRBO

    Admiral's Suite - Spacious, Flagship Condo in Eastsound

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Indian Island Suites was named for the island that is just across the street from our building on Main Street. It has be ...

    From $620 per night (USD)

    VRBO

    Details
  • Water View Cape Cod Home Near Town
    From $400 per night (USD)

    VRBO

    Water View Cape Cod Home Near Town

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Friday Harbor living. Enjoy the south west facing views overlooking Griffin Bay and Dinner Island from the ge ...

    From $400 per night (USD)

    VRBO

    Details
  • San Juan Island, Neil Bay #800
    From $445 per night (USD)

    VRBO

    San Juan Island, Neil Bay #800

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** This delightful vacation home near Roche Harbor offers all ...

    From $445 per night (USD)

    VRBO

    Details
  • Orcas Island, Deer Point Paradise #234
    From $847 per night (USD)

    Expedia

    Orcas Island, Deer Point Paradise #234

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. Only Children over the age of 5 are permitted. *** Envision you ...

    From $847 per night (USD)

    Expedia

    Details
  • Orcas Island, North Shore Reef #238
    From $1060 per night (USD)

    VRBO

    Orcas Island, North Shore Reef #238

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    *** This home is people friendly, and not pet friendly. *** Looking for Orcas Island beachfront, spectacular views, 4+ ...

    From $1060 per night (USD)

    VRBO

    Details
  • San Juan Island, Channel House #333
    From $589 per night (USD)

    Expedia

    San Juan Island, Channel House #333

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. This home is not suitable for small children as there are highe ...

    From $589 per night (USD)

    Expedia

    Details
  • Pet Friendly Lovely Home on the North End! (NBH)
    From $451 per night (USD)

    VRBO

    Pet Friendly Lovely Home on the North End! (NBH)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Pet Friendly! Comfortable home on the North End! (NBH) Neil Bay Hideaway is situated on little over an acre with views ...

    From $451 per night (USD)

    VRBO

    Details
  •  King Bed.Steps from Everything in Village.WIFI.Relax
    From $1000 per night (USD)

    VRBO

    King Bed.Steps from Everything in Village.WIFI.Relax

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to The Edenwild Garden Suite, Romantic and chic with a King size bed! First floor room is on the grounds of The ...

    From $1000 per night (USD)

    VRBO

    Details
  • Luxury Mitchell Bay Hideaway - Escape to this 4,000 sq ft retreat with Hot Tub!
    From $650 per night (USD)

    VRBO

    Luxury Mitchell Bay Hideaway - Escape to this 4,000 sq ft retreat with Hot Tub!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Incredible custom home is ready to be your secluded island getaway. Walk across a bridge and over a pond to get to the ...

    From $650 per night (USD)

    VRBO

    Details
  • Luxury Waterfront Estate, Hot Tub, Mooring, Gated Privacy, Multi-Family
    From $1124 per night (USD)

    Expedia

    Luxury Waterfront Estate, Hot Tub, Mooring, Gated Privacy, Multi-Family

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    11

    Enjoy the ultimate in privacy and relaxation in this exceptional waterfront home. Located on an exclusive harbor with fi ...

    From $1124 per night (USD)

    Expedia

    Details
  • Local fresh produce and delicious seafood!
    Click For Pricing

    VRBO

    Local fresh produce and delicious seafood!

    Bedrooms:
    1
    Bathrooms:
    1
    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

    VRBO

    Details
  • Beautiful Mountainside Waterview Home on Gorgeous Orcas Island
    From $650 per night (USD)

    VRBO

    Beautiful Mountainside Waterview Home on Gorgeous Orcas Island

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Accommodations: 5 bedrooms, 3.5 bathrooms, living room, dining room, gourmet kitchen, media room (lite), playrooms/yoga ...

    From $650 per night (USD)

    VRBO

    Details
  • Treehouse Suite - Downtown - Walking Distance to Ferry, Stores, Restaurants!
    From $155 per night (USD)

    VRBO

    Treehouse Suite - Downtown - Walking Distance to Ferry, Stores, Restaurants!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This tastefully remodeled abode is a one-of-a-kind with patio space on Spring Street beside the famous camperdown elm tr ...

    From $155 per night (USD)

    VRBO

    Details
  • Epic water views, sauna, EV charger at Vista House\n
    From $814 per night (USD)

    VRBO

    Epic water views, sauna, EV charger at Vista House\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Island paradise awaits at our custom-built, light-filled modern home. From the moment you arrive, captivating views of t ...

    From $814 per night (USD)

    VRBO

    Details
  • Be where the action is... Historic downtown condo in the center of Friday Harbor
    Click For Pricing

    VRBO

    Be where the action is... Historic downtown condo in the center of Friday Harbor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Updated and modernized condo located 3 blocks to the ferry. Walk to restaurants, shopping, entertainment, ferries, harbo ...

    Click For Pricing

    VRBO

    Details
  • Madrona Manor: Rest, Relax, and Recharge
    From $574 per night (USD)

    VRBO

    Madrona Manor: Rest, Relax, and Recharge

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Perfect location for a restful getaway on one of the most beautiful islands in the country! We are Super Hosts and this ...

    From $574 per night (USD)

    VRBO

    Details
  • Waterfront Cove, West Side Of San Juan Island, Sandy Beach, Prime Orca location
    From $349 per night (USD)

    VRBO

    Waterfront Cove, West Side Of San Juan Island, Sandy Beach, Prime Orca location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Island permit #PCUP00-16-0012 *Beachfront shy acre on the West side of San Juan Island *Quiet, secluded, prote ...

    From $349 per night (USD)

    VRBO

    Details
  • Beautiful sunny view 1bdr upstairs apartment
    From $225 per night (USD)

    Expedia

    Beautiful sunny view 1bdr upstairs apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This beautiful home was designed by famous northwest architect, Geoffrey Prentiss. It sits nestled on a hillside overloo ...

    From $225 per night (USD)

    Expedia

    Details
  • Cozy Waterfront Cabin! (GBH)
    From $386 per night (USD)

    VRBO

    Cozy Waterfront Cabin! (GBH)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy Waterfront Cabin! (Garrison Bay Hideaway) Enjoy this quiet, comfortable waterfront cottage across from historic Br ...

    From $386 per night (USD)

    VRBO

    Details
  • Contemporary in the Woods
    From $325 per night (USD)

    VRBO

    Contemporary in the Woods

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Retreat to a 5 acre home site with 11 acres of adjacent forest of quiet, soaring eagles and deer visits. A walkabout nat ...

    From $325 per night (USD)

    VRBO

    Details
  • McBarron Cottage W\/ Views Of The Bay
    From $198 per night (USD)

    VRBO

    McBarron Cottage W\/ Views Of The Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy features a great modern kitchen, beautiful hardwood floors in the spacious living room, N.W. art, great patio/woode ...

    From $198 per night (USD)

    VRBO

    Details
  • Nowak House - Lopez Island's One of a Kind Intimate Getaway
    From $168 per night (USD)

    VRBO

    Nowak House - Lopez Island's One of a Kind Intimate Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Contemporary Home Amidst an Island Paradise... Offering this beautiful one of a kind contemporary home ideal for that sp ...

    From $168 per night (USD)

    VRBO

    Details
  • Spectacular, Contmeporary Log Cabin Retreat
    Click For Pricing

    VRBO

    Spectacular, Contmeporary Log Cabin Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cedar Ridge is located on the north end of beautiful Lopez Island about a 1/2 mile from the ferry landing, 3 miles from ...

    Click For Pricing

    VRBO

    Details
  • Custom Crafted Unique Home~ FABULOUS group lodging ~ 1.3 miles from Harbor
    From $825 per night (USD)

    VRBO

    Custom Crafted Unique Home~ FABULOUS group lodging ~ 1.3 miles from Harbor

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Juniper Lane Guest House is a hip and unique Guest House nestled on the edge of Friday Harbor overlooking Beaverton Vall ...

    From $825 per night (USD)

    VRBO

    Details
  • Roche Harbor Waterfront Home On Westcott Bay - Getaway on the Bay
    From $650 per night (USD)

    VRBO

    Roche Harbor Waterfront Home On Westcott Bay - Getaway on the Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the serenity of Westcott Bay while only minutes away from Roche Harbor Resort with restaurants, bar, marina, shops ...

    From $650 per night (USD)

    VRBO

    Details
  • Lopez Island Vacation Rental Getaway
    From $475 per night (USD)

    VRBO

    Lopez Island Vacation Rental Getaway

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    13

    Private low-bank waterfront hideaway on Lopez Island just 4/10ths of a mile from the ferry. Three story vaulted ceiling ...

    From $475 per night (USD)

    VRBO

    Details
  •  Family Friendly, In-town Accommodations
    From $195 per night (USD)

    VRBO

    Family Friendly, In-town Accommodations

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nichols Street Suites, in town at 85 Nichols St. This is our smaller Suite #2 and is 625 square feet and a very comfy sp ...

    From $195 per night (USD)

    VRBO

    Details
  • Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.\n
    From $265 per night (USD)

    VRBO

    Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    HARO HAIKU is a licensed San Juan County Vacation Rental (#05CU11) located on the West side of beautiful San Juan Islan ...

    From $265 per night (USD)

    VRBO

    Details
  • Water Front Large Vacation House On Lopez Island in Washington State, USA
    From $500 per night (USD)

    VRBO

    Water Front Large Vacation House On Lopez Island in Washington State, USA

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This beautiful, well-booked vacation house is located on the shoreline of tranquil Mud Bay on the southern side of Lopez ...

    From $500 per night (USD)

    VRBO

    Details
  • Orcas Island, Sunsets over the Salish Sea #237
    From $631 per night (USD)

    Expedia

    Orcas Island, Sunsets over the Salish Sea #237

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    9

    *** This home is people friendly, and not pet friendly. *** This spectacular waterfront home features panoramic views o ...

    From $631 per night (USD)

    Expedia

    Details
  • Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
    From $429 per night (USD)

    VRBO

    Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Located on San Juan Island’s west side, on peaceful Mitchell Bay, Snug Harbor Resort offers year-round waterfront accomm ...

    From $429 per night (USD)

    VRBO

    Details
  • Charming cabin with private hot tub & ocean view- near everything in Deer Harbor
    From $184 per night (USD)

    Expedia

    Charming cabin with private hot tub & ocean view- near everything in Deer Harbor

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Deer Harbor Cottage on the Bluff Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...

    From $184 per night (USD)

    Expedia

    Details
  • Sunset Studio with Stunning Views and Hot Tub - Dog-Friendly
    From $226 per night (USD)

    VRBO

    Sunset Studio with Stunning Views and Hot Tub - Dog-Friendly

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Deer Harbor Sunset View Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...

    From $226 per night (USD)

    VRBO

    Details
  • Stunning waterfront home w\/ seasonal hot tub - perfect for a relaxing getaway
    From $198 per night (USD)

    Expedia

    Stunning waterfront home w\/ seasonal hot tub - perfect for a relaxing getaway

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Shoal Bay Luxury Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...

    From $198 per night (USD)

    Expedia

    Details
  • 'The Leeward Studio' at SeaStar Lofts on the Waterfront!
    From $295 per night (USD)

    VRBO

    'The Leeward Studio' at SeaStar Lofts on the Waterfront!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Gaze at stunning views down East Sound from this beautiful studio condo perched right on the shore! SeaStar Lofts offer ...

    From $295 per night (USD)

    VRBO

    Details
  • 'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
    From $295 per night (USD)

    Expedia

    'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Gaze at stunning views down East Sound from this beautiful condo perched right on the shore! SeaStar Lofts offer the onl ...

    From $295 per night (USD)

    Expedia

    Details
  • The 'Spinnaker Studio' at Sea Star Lofts
    From $225 per night (USD)

    VRBO

    The 'Spinnaker Studio' at Sea Star Lofts

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Located in the heart of charming Eastsound Village, you can enjoy a stroll down the beach, and also walk to all convenie ...

    From $225 per night (USD)

    VRBO

    Details
  • Spectacular Views!! 1.5 miles from Eastsound
    From $275 per night (USD)

    Expedia

    Spectacular Views!! 1.5 miles from Eastsound

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Cozy furnished studio apartment with an amazing water view up the Georgia Straight and memorable sunsets. Kitchen, full ...

    From $275 per night (USD)

    Expedia

    Details
  • Downtown Friday Harbor! Adults Only-Cozy Corner 4
    From $183 per night (USD)

    VRBO

    Downtown Friday Harbor! Adults Only-Cozy Corner 4

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Downtown Friday Harbor!! (Cozy Corner Suite #4) Located in the heart of Friday Harbor, this newly renovated unit is the ...

    From $183 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! Adults Only-Cozy Corner 2
    From $171 per night (USD)

    Expedia

    Downtown Friday Harbor! Adults Only-Cozy Corner 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New Listing!! Downtown Friday Harbor! Adults Only (Cozy Corner Suite #2) Located in the heart of Friday Harbor, this n ...

    From $171 per night (USD)

    Expedia

    Details
  • Dog-friendly studio w\/ kitchenette, WiFi, yard & fire pit
    From $139 per night (USD)

    VRBO

    Dog-friendly studio w\/ kitchenette, WiFi, yard & fire pit

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

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

    From $139 per night (USD)

    VRBO

    Details
  • Water View, Impeccable Studio Cottage overlooking East Sound, Walk to Town, Close to Everything!
    From $249 per night (USD)

    Expedia

    Water View, Impeccable Studio Cottage overlooking East Sound, Walk to Town, Close to Everything!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking dis ...

    From $249 per night (USD)

    Expedia

    Details
  • Studio with a View!!
    From $249 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 $249 per night (USD)

    VRBO

    Details
  • Heart of Deer Harbor - Harbormaster House
    From $470 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 $470 per night (USD)

    Expedia

    Details
  • Rare Beachfront Privacy, Kayak, Spacious Lodging, Family-Friendly
    Click For Pricing

    VRBO

    Rare Beachfront Privacy, Kayak, Spacious Lodging, Family-Friendly

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Obstruction Pass Beach House has fantastic views from every room. Enjoy the private beach with a large grassy yard for g ...

    Click For Pricing

    VRBO

    Details
  • Newly Listed! Waterview Loft! New Construction! (SJIL)
    From $424 per night (USD)

    Expedia

    Newly Listed! Waterview Loft! New Construction! (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 ...

    From $424 per night (USD)

    Expedia

    Details
  • Beautiful farmhouse overlooking water with beach access on a private estate
    From $395 per night (USD)

    VRBO

    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 $395 per night (USD)

    VRBO

    Details
  • A private getaway just minutes from beaches, lakes and town..
    From $315 per night (USD)

    VRBO

    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 $315 per night (USD)

    VRBO

    Details
  • Osprey Nest private retreat on Magical Orcas Island!
    From $249 per night (USD)

    VRBO

    Osprey Nest private retreat on Magical Orcas Island!

    Bedrooms:
    2
    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) ...

    From $249 per night (USD)

    VRBO

    Details
  • Newly Listed! Westside Waterview Cabin! (TLO)
    From $428 per night (USD)

    Expedia

    Newly Listed! Westside Waterview Cabin! (TLO)

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Newly Listed! Westside Waterview Cabin! (The Lookout) This 1-bedroom loft, water view, cabin located on the Westside of ...

    From $428 per night (USD)

    Expedia

    Details
  • Yellow - Comfortably Accessible
    From $317 per night (USD)

    VRBO

    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 $317 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Barnes - Relaxing Window Seat for Morning Coffee
    From $317 per night (USD)

    VRBO

    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 $317 per night (USD)

    VRBO

    Details
  • Canoe - Warm and Cozy with View
    From $317 per night (USD)

    Expedia

    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 $317 per night (USD)

    Expedia

    Details
  • Johns - Graciously Appointed
    From $317 per night (USD)

    VRBO

    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 $317 per night (USD)

    VRBO

    Details
  • Clark - Imaginative Original Artwork
    From $317 per night (USD)

    Expedia

    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 $317 per night (USD)

    Expedia

    Details
  • Sucia - Dramatic Eastsound Bay View
    From $317 per night (USD)

    VRBO

    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 $317 per night (USD)

    VRBO

    Details
  • Matia - Luxurious Night’s Sleep
    From $317 per night (USD)

    Expedia

    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 $317 per night (USD)

    Expedia

    Details
  • Walkable Bay-view home with large yard, firepit & washer\/dryer - pier access
    From $385 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

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

    From $385 per night (USD)

    VRBO

    Details
  • New design, luxury home, views from the hottub, Close to town, come relax!
    From $357 per night (USD)

    Expedia

    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 $357 per night (USD)

    Expedia

    Details
  • Sunny island-style home with orchard and mountain view.
    From $307 per night (USD)

    VRBO

    Sunny island-style home with orchard and mountain view.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Farmhouse style home with sunroom, patio and plant-filled outdoor space including hand-built outdoor kitchen with fire p ...

    From $307 per night (USD)

    VRBO

    Details
  • Gorgeous sunset views, 5 min walk to the beach!
    From $440 per night (USD)

    Expedia

    Gorgeous sunset views, 5 min walk to the beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our Beautiful home is located in the N. Beach area of Eastsound on Orcas Island. Spectacular views of the sea and a clos ...

    From $440 per night (USD)

    Expedia

    Details
  • Sports!! Hiking trails, beach access, kayaking, bike riding, boating, fishing!!
    From $300 per night (USD)

    VRBO

    Sports!! Hiking trails, beach access, kayaking, bike riding, boating, fishing!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Discover this phenomenal 1-bedroom gem in Deer Harbor. Nestled in a peaceful resort, this enchanting retreat offers a se ...

    From $300 per night (USD)

    VRBO

    Details
  • Roche Harbor Serene Playcation Home
    From $695 per night (USD)

    Expedia

    Roche Harbor Serene Playcation Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Quiet and serene surroundings. Completely private yard for family to enjoy. It’s a 5 minute walk to private beach to wat ...

    From $695 per night (USD)

    Expedia

    Details
  • Waterview dog-friendly retreat with beach access, hot tub, and large deck
    From $422 per night (USD)

    VRBO

    Waterview dog-friendly retreat with beach access, hot tub, and large deck

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Horizon's End Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $422 per night (USD)

    VRBO

    Details
  • Water View Modern Farmhouse; Now Available for Summer 2024 - Premier Host
    From $1249 per night (USD)

    Expedia

    Water View Modern Farmhouse; Now Available for Summer 2024 - Premier Host

    Bedrooms:
    3
    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 $1249 per night (USD)

    Expedia

    Details
  • Sunny Eagle Cove Waterfront Lookout
    From $610 per night (USD)

    VRBO

    Sunny Eagle Cove Waterfront Lookout

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Take in the views from every room of your cozy, south-facing home. The Olympic mountains provide the backdrop for everyt ...

    From $610 per night (USD)

    VRBO

    Details
  • Top-floor condo with amazing water views, two decks, & fireplace
    From $145 per night (USD)

    Expedia

    Top-floor condo with amazing water views, two decks, & fireplace

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $145 per night (USD)

    Expedia

    Details
  • Dog-friendly condo with amazing water views, fireplace, & decks
    From $166 per night (USD)

    VRBO

    Dog-friendly condo with amazing water views, fireplace, & decks

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $166 per night (USD)

    VRBO

    Details
  • San Juan Island Family Getaway\n
    From $1321 per night (USD)

    Expedia

    San Juan Island Family Getaway\n

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    Bring the whole family to this great place with lots of room for fun. With a large Yard for family gatherings, small wed ...

    From $1321 per night (USD)

    Expedia

    Details
  • Beach House by the Sea
    From $275 per night (USD)

    VRBO

    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 $275 per night (USD)

    VRBO

    Details
  • Newly Listed! Cabin-style home.
    From $500 per night (USD)

    Expedia

    Newly Listed! Cabin-style home.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Newly Listed! Cabin-style home! Private Pond! Pet Friendly! Escape to the tranquility of San Juan Island where your dre ...

    From $500 per night (USD)

    Expedia

    Details
  • Saturn's Return — Regenerative Farm & Inn – 42 acre campus, fields, and forest
    From $1499 per night (USD)

    VRBO

    Saturn's Return — Regenerative Farm & Inn – 42 acre campus, fields, and forest

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The rush of the mainland melts away here. Space to return back into yourself. Saturn’s Return is nestled in San Juan Isl ...

    From $1499 per night (USD)

    VRBO

    Details
  • Adorable beach cabin within a few steps to a secluded beach!
    From $395 per night (USD)

    Expedia

    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 $395 per night (USD)

    Expedia

    Details
  • House in the Tree Tops
    From $320 per night (USD)

    VRBO

    House in the Tree Tops

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

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

    From $320 per night (USD)

    VRBO

    Details
  • The Stuga - Walk to Water w\/Views
    From $468 per night (USD)

    Expedia

    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 $468 per night (USD)

    Expedia

    Details