San Juan Area Rentals
From $439 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 $439 per night (USD)VRBO
From $716 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 $716 per night (USD)Expedia
From $691 per night (USD)VRBO
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 $691 per night (USD)VRBO
From $674 per night (USD)Expedia
Mud Bay Waterfront - Wi-Fi - Tons of Privacy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A large, quiet and secluded beachfront home on Lopez Island surrounded by amazing views and nature. Watch the sunset fr ...
From $674 per night (USD)Expedia
From $490 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 $490 per night (USD)VRBO
From $260 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 $260 per night (USD)Expedia
From $648 per night (USD)VRBO
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 $648 per night (USD)VRBO
From $626 per night (USD)Expedia
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 $626 per night (USD)Expedia
From $724 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 $724 per night (USD)VRBO
From $476 per night (USD)Expedia
Lopez Island, Pebbles on Bayshore #308
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** Please note that this home is pet friendly but certain breeds are excluded. Only dogs are allowed. Please inquire be ...
From $476 per night (USD)Expedia
From $424 per night (USD)VRBO
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 $424 per night (USD)VRBO
From $390 per night (USD)Expedia
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 $390 per night (USD)Expedia
From $432 per night (USD)VRBO
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 $432 per night (USD)VRBO
From $618 per night (USD)Expedia
Newly Listed! Cabin-style home. (TFH)
- 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 $618 per night (USD)Expedia
From $498 per night (USD)VRBO
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Water view! Elegant, spacious 1,000+ sf. condo-style Suite located in the heart of Eastsound Village on Orcas Island. ...
From $498 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $868 per night (USD)VRBO
Eagle Cove Waterfront Lookout
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Take in the views from every room of your cozy, high bank waterfront home. The Olympic mountains provide the backdrop fo ...
From $868 per night (USD)VRBO
From $592 per night (USD)Expedia
Waterview 3 Bedroom home in town, walk to town amenities, airport & hospital.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hill House in town within walking distance to all town amenities including the airport, ferry and hospital. The home is ...
From $592 per night (USD)Expedia
From $172 per night (USD)VRBO
🌹Cutest Garden Cottage🌹Lopez Village-Walk to Beach, Dining, Brewery, Farm Mkt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to the cutest cottage ever, nestled in the heart of a sleepy seaside village on Lopez Island. Your cottage featur ...
From $172 per night (USD)VRBO
From $1199 per night (USD)Expedia
Waterfront on protected Garrison Bay! View wildlife, enjoy the gourmet kitchen!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled along the serene shores of protected Garrison Bay, this charming 3 bedroom, 3 bath vacation rental invites you t ...
From $1199 per night (USD)Expedia
From $350 per night (USD)VRBO
Modern House, pet-friendly, walk to Cascade Lake!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern home, pet-friendly, onsite parking. Bright and comfortable with new furnishings and efficient heating and cooling ...
From $350 per night (USD)VRBO
From $188 per night (USD)Expedia
Downtown Friday Harbor! Newly Built! DS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn - Donut Shop Suite! Downtown Friday Harbor, steps away from Ferry Landing! The Bl ...
From $188 per night (USD)Expedia
From $193 per night (USD)VRBO
Downtown Friday Harbor! Newly Built! CP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn - China Pearl Suite! Downtown Friday Harbor, steps away from Ferry Landing! The s ...
From $193 per night (USD)VRBO
From $187 per night (USD)Expedia
Downtown Friday Harbor! Newly Built! Shogun Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites - Shogun Room! Downtown Friday Harbor, steps away from Ferry Landing! ...
From $187 per night (USD)Expedia
From $163 per night (USD)VRBO
Downtown Friday Harbor! Newly Built! PM
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly Built in 2024!! Blue Water Inn and Suites - Peppermill Room! Downtown Friday Harbor, steps away from Ferry Landing ...
From $163 per night (USD)VRBO
From $169 per night (USD)Expedia
Downtown Friday Harbor! Newly Built! BL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn - Bella Luna Room! Downtown Friday Harbor, steps away from Ferry Landing! The Blu ...
From $169 per night (USD)Expedia
From $176 per night (USD)VRBO
Downtown Friday Harbor! Newly Built! HB
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites - Herbs Room! Downtown Friday Harbor, steps away from Ferry Landing! T ...
From $176 per night (USD)VRBO
From $204 per night (USD)Expedia
Downtown Friday Harbor! Newly Built! MC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites - Mi Casita Room! Downtown Friday Harbor, steps away from Ferry Landing! ...
From $204 per night (USD)Expedia
From $117 per night (USD)VRBO
Channel View Retreat! 3 bedroom / 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Channel View Retreat is located on the northeast side of San Juan Island with filtered views of San Juan Channel. This t ...
From $117 per night (USD)VRBO
From $1159 per night (USD)VRBO
Grindstone Harbor House: Waterfront Privacy,Hot Tub, Mooring, Gated Estate with mature gardens, Close to the Ferry.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Grindstone Harbor House, your ultimate retreat for privacy and relaxation! 🌲 Set on five wooded acres with t ...
From $1159 per night (USD)VRBO
From $827 per night (USD)VRBO
Stunning Sunsets, Luxe Lodging, Sauna and Spa, Pool Room, Close to Town and Adventures
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Offering stunning views of the surrounding islands, Island Mountain Lodge is a private five acre estate just minutes fro ...
From $827 per night (USD)VRBO
From $366 per night (USD)Expedia
Newly Listed! Cozy Historic Cottage near town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly Listed! This quiet and cozy historic cabin, close to town, is the perfect respite for relaxation. Enjoy bird watch ...
From $366 per night (USD)Expedia
From $862 per night (USD)VRBO
Waterfront 3 Bedroom with Kayaks, Dock & Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Your cozy getaway awaits in Friday Harbor at this beautiful waterfront house, with dock, kayaks & bikes! With 3+ bedroom ...
From $862 per night (USD)VRBO
From $364 per night (USD)Expedia
North Shore Retreat: Private Beach Access, Tennis/Pickleball Court, Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to North Shore Retreat — a beloved Orcas Island getaway where comfort, adventure, and classic island living come ...
From $364 per night (USD)Expedia
From $514 per night (USD)VRBO
Historic Waterfront Home, Hot tub, Pets Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to one of Rosario's most charming and historic homes. Located just steps from the marina, you'll enjoy easy acce ...
From $514 per night (USD)VRBO
From $772 per night (USD)Expedia
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come slip away to our Orchard on beautiful Orcas Island. On an acre and a half of land you will find various apples, pea ...
From $772 per night (USD)Expedia
From $637 per night (USD)VRBO
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming home in the heart of the North Beach neighborhood of Eastsound, WA, on Orcas Island. With breath ...
From $637 per night (USD)VRBO
From $416 per night (USD)Expedia
1BR Beachfront Cabin directly on world class west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Classic Beachfront 1BR Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors an ...
From $416 per night (USD)Expedia
From $531 per night (USD)VRBO
3BR Ocean View Farmhouse - 1 min walk to prime west-facing beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relocated from an historic old island farm to the resort in 2008, the Farmhouse is the largest unit on the property. Ide ...
From $531 per night (USD)VRBO
From $456 per night (USD)Expedia
2BR Beachfront Cabin w/ loft - steps from prime west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This two bedroom with loft beachfront cabin (#5) is our most popular unit on the property. It was remodeled in 2023 wit ...
From $456 per night (USD)Expedia
From $456 per night (USD)VRBO
2BR Ocean View Cabin - 1 min walk to world class beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Our two bedroom ocean-view cabins are newly constructed units that offer ample space to spread out. Perfect for larger g ...
From $456 per night (USD)VRBO
From $459 per night (USD)Expedia
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Our two bedroom ocean-view cabins are newly constructed units that offer ample space to spread out. Perfect for larger g ...
From $459 per night (USD)Expedia
From $469 per night (USD)VRBO
Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio style partial view cabin, known as "The Madrona," is extremely private and cozy. We include a new private ho ...
From $469 per night (USD)VRBO
From $339 per night (USD)Expedia
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This small studio-style garden cabin is located next to our wildlife pond and has a partial view of the water. Perfect f ...
From $339 per night (USD)Expedia
From $232 per night (USD)VRBO
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
West Beach Resort deluxe Tent Cabins are comfortable, cozy units designed to allow you to enjoy the benefits of camping ...
From $232 per night (USD)VRBO
From $179 per night (USD)Expedia
Glamping Tent 2 min walk to west-facing beach at popular resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
West Beach Resort deluxe Tent Cabins are comfortable, cozy units designed to allow you to enjoy the benefits of camping ...
From $179 per night (USD)Expedia
From $351 per night (USD)VRBO
2BR Classic+ Beachfront Cabin on world class west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Plus Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors a ...
From $351 per night (USD)VRBO
From $389 per night (USD)Expedia
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
These classic one bedroom ocean view cabins are located on a bluff just a fifteen second walk to the beach. Situated amo ...
From $389 per night (USD)Expedia
From $204 per night (USD)VRBO
Glamping Tent with Partial Ocean Views - 1 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
West Beach Resort deluxe Tent Cabins are comfortable, cozy units designed to allow you to enjoy the benefits of camping ...
From $204 per night (USD)VRBO
From $759 per night (USD)Expedia
Huckleberry House - New Listing!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect getaway at the Huckleberry House! This charming house, with water views of Eastsound, offers the ...
From $759 per night (USD)Expedia
From $311 per night (USD)VRBO
2BR Beach Cabin on prime west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors and pi ...
From $311 per night (USD)VRBO
From $308 per night (USD)Expedia
2BR Beachfront Cabin on west-facing beach with sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors and pi ...
From $308 per night (USD)Expedia
From $574 per night (USD)VRBO
2BR Beachfront Cabin on epic west-facing sand and pebble beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors and pi ...
From $574 per night (USD)VRBO
From $311 per night (USD)Expedia
2BR Beachfront Cabin on epic west-facing beach beach with sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors and pi ...
From $311 per night (USD)Expedia
From $517 per night (USD)VRBO
2BR Cabin on Epic west-facing beach with sunset views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Plus Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors a ...
From $517 per night (USD)VRBO
From $456 per night (USD)Expedia
2BR Deluxe Beachfront Cabin on walk-out west-facing beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our deluxe beachfront cabins are the largest and most spacious. Still with that Pacific Northwest cabin feel, these unit ...
From $456 per night (USD)Expedia
From $391 per night (USD)VRBO
1BR Ocean View steps to prime west-facing beach and on-site cafe!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
These classic one bedroom ocean view cabins are located on a bluff just a fifteen second walk to the beach. Situated amo ...
From $391 per night (USD)VRBO
From $350 per night (USD)Expedia
2BR Deluxe Beachfront Cabin on prime sand and pebble beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our deluxe beachfront cabins are the largest and most spacious. Still with that Pacific Northwest cabin feel, these unit ...
From $350 per night (USD)Expedia
From $621 per night (USD)VRBO
2BR Cabin on spectacular sand and pebble beach with epic sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Plus Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors a ...
From $621 per night (USD)VRBO
From $621 per night (USD)Expedia
2BR Cabin on prime walk-out sand and pebble beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Classic Beachfront Plus Cabins have recently been remodeled with a charm all their own. Featuring hardwood floors a ...
From $621 per night (USD)Expedia
From $1268 per night (USD)VRBO
Magnificent waterfront home where sustainability meets luxury. Five private wooded acres, 400ft of rocky bluff shoreline, Chef's Kitchen, Stone Fireplaces, Heated Tile Floors & Unforgettable Sunsets over Wasp Passage. Your perfect PNW escape awaits.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Hook's Nest — a beautifully crafted Northwest home with stunning year-round sunsets & over 400ft of private r ...
From $1268 per night (USD)VRBO
From $455 per night (USD)Expedia
Hot Tub/Central/Modern/Well Appointed/Immaculate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come through The Yellow Door where joy awaits! Step into a splendid, modern sanctuary filled with airy, sunlit spaces an ...
From $455 per night (USD)Expedia
From $637 per night (USD)VRBO
Cheerful woodsy cabin w gas fireplace, sleeps 6.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sweetbrier Cottage is our cozy two bedroom, one bath getaway. Relax with the whole family at this local architect built ...
From $637 per night (USD)VRBO
From $357 per night (USD)Expedia
Deer Harbor Cottage on the Bluff
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your stay at The Cottage on the Bluff will be the highlight of your Orcas Island experience! This charming home is separ ...
From $357 per night (USD)Expedia
From $489 per night (USD)VRBO
Charming 2-bedroom bungalow with hot tub in Deer Harbor. Walk to the marina!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
The Harbor View Suite sleeps up to 6 adults and 2 kids. This house features 2 bedrooms (1 king, 1 queen, sofa queen, day ...
From $489 per night (USD)VRBO
From $1219 per night (USD)Expedia
Deer Harbor Cottages, Entire Property. Sleeps up to 16. 3 Hot Tubs. 4 Bedrooms.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Are you traveling with a large group? You can reserve the entire property for up to 16 guests by booking all three units ...
From $1219 per night (USD)Expedia
From $357 per night (USD)VRBO
Sunset Suite in Deer Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Sunset Suite sleeps up to 4 featuring a king-size bed, daybed, rollout, coffee maker, mini fridge, and BBQ. Experie ...
From $357 per night (USD)VRBO
From $1143 per night (USD)Expedia
Deer Point Paradise - Private Beach, Incredible Views, Total Privacy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Envision your dream Orcas Island vacation home and you’re likely imagining Deer Point Paradise! Homes of this caliber ar ...
From $1143 per night (USD)Expedia
From $648 per night (USD)VRBO
Central/Modern/Immaculate/Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Step into The Red Door, where sleek modern design meets ultimate comfort. This luxurious space is conveniently located i ...
From $648 per night (USD)VRBO
From $516 per night (USD)Expedia
Paradise in Forest setting w/ Ocean views, hot tub, close to town & Hiking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come enjoy spectacular ocean views from every room, sunsets over the islands, spacious deck, and hot tub. Our centrally ...
From $516 per night (USD)Expedia
From $716 per night (USD)VRBO
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this stunning water-view rambler, where modern design meets cozy comfort. Perfect for families, friends, or a ...
From $716 per night (USD)VRBO
From $747 per night (USD)Expedia
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Seaside Bungalow with Stunning Views of Matia and Sucia Islands. Escape to tranquility at this charming seaside bungalo ...
From $747 per night (USD)Expedia
Click For PricingVRBO
NEW! STUNNING 350 FT OCEANFRONT! Sauna Gym Theater Firepit Piano 18 Ft Ceilings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
In addition to a beautiful home with a stunning view, the most important aspect of your vacation is a host who truly ca ...
Click For PricingVRBO
From $773 per night (USD)Expedia
Three-bedroom waterfront! Close to town! CHNL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three-bedroom waterfront! Close to town. Newly listed. Channel House is a waterfront vacation rental home offering swee ...
From $773 per night (USD)Expedia
From $1411 per night (USD)VRBO
Rose Mountain Lodge - Friday Harbor
- 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 $1411 per night (USD)VRBO
From $1484 per night (USD)Expedia
Waterfront View Rosario Sleeps 10-
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Destination Orcas Island Welcomes You! 5 Night Minimum Stay Sleeps 10 with 3 King Beds, 1 Queen, 1 Twin, 2 Twin XL (c ...
From $1484 per night (USD)Expedia
From $625 per night (USD)VRBO
New Luxury Penthouse! Stunning Water and Town Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Luxury Penthouse with Stunning Water & Town Views. The unit boasts a European-style gourmet kitchen, hardwood ...
From $625 per night (USD)VRBO
From $578 per night (USD)Expedia
Waterview! Luxury Penthouse! Expansive Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterview! Luxury Penthouse! Expansive Views! Haven 301. Escape to tranquility on San Juan Island in this beautifully ...
From $578 per night (USD)Expedia
From $595 per night (USD)VRBO
Newly Built Luxury Condo! Downtown! Haven 201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Built Luxury Condo! Downtown Friday Harbor! Haven 201 Enjoy upscale comfort in this newly built 2-bedroom, 2-bath ...
From $595 per night (USD)VRBO
From $373 per night (USD)Expedia
New Luxury Condo! Downtown Friday Harbor! HVN 303
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Built. Luxury Condo in downtown Friday Harbor. This beautifully appointed 2-bedroom, 2-bathroom unit offers the id ...
From $373 per night (USD)Expedia
From $907 per night (USD)VRBO
Cascade Bay Hideaway #203
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*** This home is people friendly, and not pet friendly. *** Cascade Bay Hideaway is the newest gem in our collection, o ...
From $907 per night (USD)VRBO
From $309 per night (USD)Expedia
Serene Waterview Cabin at Laughing Moon Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step through a vine-covered gate and into your own private cabin tucked in the forest. Nestled among mossy rocks and tow ...
From $309 per night (USD)Expedia
From $370 per night (USD)VRBO
Quiet Family Home 6 Mins From Ferry Or Town Near Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We welcome you to the Gate House, a country farm home nestled in a quiet nook between the ferry landing and Eastsound Vi ...
From $370 per night (USD)VRBO
From $418 per night (USD)Expedia
Peaceful 1 bedroom, 1 loft Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Peaceful 1 Bedroom + Loft Condo with Lagoon View | Roche Harbor Escape to the tranquil north end of San Juan Island in ...
From $418 per night (USD)Expedia
From $601 per night (USD)VRBO
Peaceful waterfront cabin on Lopez Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This waterfront cottage is a good place to unplug. Yes, there’s internet*, but the main attraction is the expansive wate ...
From $601 per night (USD)VRBO
From $1985 per night (USD)VRBO
Entire property: Main House, Bunk House & Guest House
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Private estate - everything needed for retreat or family reunion... ⭐️ <15min: Roche & Friday Harbor ⭐️ Main home + cott ...
From $1985 per night (USD)VRBO
From $1399 per night (USD)VRBO
Private, Beachfront Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Easy beach access - less than 50 ft from the water. ...Guest house ...Private patio & shared hot tub / fire pit ...Wat ...
From $1399 per night (USD)VRBO
From $468 per night (USD)Expedia
San Juan Island, Wild Rose Ranch #185
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
** This home is people friendly, and not pet friendly** Escape to the tranquility of this beautifully crafted 2-bedroom ...
From $468 per night (USD)Expedia
From $342 per night (USD)VRBO
The Bee Hive - Heart of Friday Harbor - 2BR Condo, WiFi, AC, Walk to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your relaxing retreat in the heart of Friday Harbor! This cozy yet spacious 2-bedroom, 2-bathroom condo sits ...
From $342 per night (USD)VRBO
From $464 per night (USD)Expedia
Stunning Views of Griffin Bay & Olympic Mts - 3 Bed, 3 Bath House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
Open, airy, and bright, Southern-facing home sits on top of a hill with stunning views of Griffin Bay, Dinner Island, Ja ...
From $464 per night (USD)Expedia
From $861 per night (USD)VRBO
Exceptional, Hot Tub, Pickleball, Pool Room, Close to Everything!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
We call it The Manor for its gracious architecture, perfect for hosting friends and family. With sweeping lawns, private ...
From $861 per night (USD)VRBO
From $524 per night (USD)Expedia
Island Escape with Comfort and Privacy -Margo House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Margo House, a serene and newly styled 3-bedroom, 2-bathroom retreat tucked into the tranquil beauty of San Jua ...
From $524 per night (USD)Expedia
From $496 per night (USD)VRBO
Waterfront Cottage on a Farm and Animal Sanctuary.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Waterfront Cottage (sleeps 4) has a separate bedroom with queen bed, sofa bed in the living room. Bedroom and living roo ...
From $496 per night (USD)VRBO
From $458 per night (USD)Expedia
Serene Waterview Cabin Near Friday Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly Listed! Serene Waterview Cabin with a Loft bedroom near Friday Harbor. Tucked away in a peaceful woodland setting ...
From $458 per night (USD)Expedia
From $240 per night (USD)VRBO
One-bedroom suite near downtown (Argyle Suites-HSA)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One-bedroom suite near downtown (Argyle Suites-HSA). Located in the heart of Friday Harbor, this cute and cozy Historic ...
From $240 per night (USD)VRBO
From $1360 per night (USD)Expedia
Brand New Madrona Suites #3 Modern 3 bedroom in the heart of Orcas Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Brand new suites situated in the heart of Eastsound on Orcas Island. Enjoy the best of both worlds, with central walkin ...
From $1360 per night (USD)Expedia
From $1401 per night (USD)VRBO
Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand new suites situated in the heart of Eastsound on Orcas Island. Enjoy the best of both worlds, with central walkin ...
From $1401 per night (USD)VRBO
From $857 per night (USD)VRBO
Sandy Beachfront, Hot Tub, Pet-Friendly, Kayaking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your dream island retreat! 🌲 Located on West Beach, our cottage offers an enchanting blend of comfort, vinta ...
From $857 per night (USD)VRBO
From $334 per night (USD)VRBO
Newly Built Luxury Condo! Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly Built Luxury Condo! Downtown! Welcome to your perfect getaway! This ground-floor unit is thoughtfully designed for ...
From $334 per night (USD)VRBO
From $172 per night (USD)Expedia
Studio suite near downtown (Argyle Suites-HSB)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One-bed studio suite near downtown Friday Harbor! (Argyle Suites-HSB) Nestled in downtown Friday Harbor, this charming ...
From $172 per night (USD)Expedia