
San Juan Area Rentals

- From $398 per night (USD)
VRBO
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 $398 per night (USD)VRBO
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Expedia
✨NEW✨ Bright in-town Penthouse with roof deck 😎
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
📣 Exterior Stair Access | No elevator ✅ Vibe: Go with the slow™ ✅ Views: From the roof deck ✅ Value: Experi ...
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VRBO
✨NEW✨ Two-level Penthouse in-town with awesome harbor view deck 😎
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
📣 Exterior Stair Access | No elevator ✅ Vibe: Bigger might be better ✅ Views: From the deck ✅ Value: Two leve ...
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- From $328 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 $328 per night (USD)VRBO
- From $744 per night (USD)
VRBO
Waterview dog-friendly retreat with beach access, hot tub, and large deck
- Bedrooms:
- 3
- 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 $744 per night (USD)VRBO
- From $361 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 $361 per night (USD)Expedia
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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 ...
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Expedia
3 bdrm, 2.5 bath, roomy master suite, nice neighborhood, Monthly Rental only
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2200 square foot three bedroom with an office that could be a bedroom, two story very custom higher end build with a la ...
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VRBO
Secluded Island Cabin\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Our Cabin is the perfect getaway in Friday Harbor, we comfortably host 5 guests with 3 bedrooms and 3 bathrooms. Get awa ...
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Expedia
Linder Street Getaway\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a long stay within walking distance to Friday Harbor Ferry landing, shops, docks and food. Come stay on the island ...
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VRBO
Cute & Quiet Condo in the town of Friday Harbor\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cute Condo in Friday Harbor. Walking distance to the Ferry, grocery store, local shops and restaurants. This condo has a ...
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Expedia
Friday Harbor townhome 5 minute walk from downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled on one of Friday Harbor's most beautiful local streets, our home is just a short 5 minute walk from all of Frida ...
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- From $5975 per night (USD)
VRBO
Join Bear Paw, your 90' private charter yacht cruising the San Juan Islands, WA
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bear Paw is an amazing luxury yacht to discover the San Juan Islands. Every trip is different and unique. This is a pers ...
From $5975 per night (USD)VRBO
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Expedia
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 ...
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- From $3283 per night (USD)
VRBO
Lopez Legacy Lodge overlooking the beautiful San Juan waters!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Lopez Legacy Lodge was modeled after the rustic National Park Lodges of the 1930s. Constructed with heavy timber beams r ...
From $3283 per night (USD)VRBO
- From $431 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 $431 per night (USD)Expedia
- From $425 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 $425 per night (USD)VRBO
- From $454 per night (USD)
Expedia
Ocean Mist - Ocean-front, Hiking at your doorstep, Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean-front condo with 3 ocean-facing balconies you won't want to leave. Gorgeous views, sunsets, just a few minutes wal ...
From $454 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Ocean view condo with balcony & peaceful location near Moran State Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rosario Relaxation Condo - A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $161 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Peaceful condo with balcony, ocean/mountain view, near Moran State Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rosario Relaxation Condo - C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $161 per night (USD)Expedia
- From $762 per night (USD)
VRBO
Sunny 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 $762 per night (USD)VRBO
- From $701 per night (USD)
VRBO
Family & Pet Friendly, Free bikes & kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Perfect place to get the whole family together on Orcas- 5 min form Eastsound! Enjoy 4 bd + bonus room, 2.5 bath, wrap a ...
From $701 per night (USD)VRBO
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VRBO
Historic 1920 Cottage with Water View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Historic Norton house located in the Deer Harbor hamlet and just a 1/2 mile from both Deer Harbor Marina and Cayou Quay ...
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- From $360 per night (USD)
Expedia
Summer Daze - enjoy in/outdoor living in this new ocean front designer home.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Leave it all behind in this stunning brand new south facing ocean view property located in West Sound, Orcas Island. Enj ...
From $360 per night (USD)Expedia
- From $509 per night (USD)
VRBO
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 $509 per night (USD)VRBO
- From $415 per night (USD)
Expedia
🌹Cutest Garden Cottage🌹Lopez Village-Walk to Beach, Dining, Brewery, Farm Mkt\n
- 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 $415 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Secluded dog-friendly home with mountain views & gas fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Raven Tree Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $264 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Ocean/mountain view condo with balcony & lovely location near Moran SP
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rosario Road Condo - B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $152 per night (USD)Expedia
- From $856 per night (USD)
VRBO
Garrison Bay Beach House- \n
- 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 $856 per night (USD)VRBO
- From $332 per night (USD)
Expedia
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 $332 per night (USD)Expedia
- From $1181 per night (USD)
VRBO
Wander San Juan Island w/ Forest View – 3 Bedrooms, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wander San Jose Island, your luxurious retreat perched amidst the lush landscapes of Orcas Island, the larges ...
From $1181 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Downtown Friday Harbor! Newly Built! (DS)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Shared/Commun ...
From $180 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Downtown Friday Harbor! Newly Built! (CP)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Communal Livin ...
From $188 per night (USD)VRBO
- From $747 per night (USD)
Expedia
Limestone Lodge: Panoramic Ocean Views & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the serene beauty of Limestone Lodge, perched on the northeast side of San Juan Island with breathtaking views ...
From $747 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Downtown Friday Harbor! Newly Built! (Shogun)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Shared/Commun ...
From $156 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Downtown Friday Harbor! Newly Built! (PM)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Shared/Commun ...
From $131 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Downtown Friday Harbor! Newly Built! (BL)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Communal Livin ...
From $154 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Downtown Friday Harbor! Newly Built! (HB)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Shared/Commun ...
From $157 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Downtown Friday Harbor! Newly Built! (MC)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Built in 2024!! Blue Water Inn and Suites! Downtown Friday Harbor, steps away from Ferry Landing! *Shared/Commun ...
From $141 per night (USD)VRBO
- From $711 per night (USD)
Expedia
Grindstone Harbor House: Luxury Beachfront Estate,Hot Tub, Mooring, Gated Privacy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Grindstone Harbor House, your ultimate retreat for privacy and relaxation! 🌲✨ Set on five wooded acres with ...
From $711 per night (USD)Expedia
- From $612 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 $612 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Three ocean/mountain view condos with balconies, near Moran State Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Rosario Road Condos A/B/C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $491 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Deer Harbor 1 Bedroom Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Deer Harbor adventure begins at this lovely 1-bedroom apartment. With a cozy king bed in the bedroom and a convenie ...
From $314 per night (USD)VRBO
- From $414 per night (USD)
VRBO
Deer Harbor 1 Bedroom Garden/Hillside Suite Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this fantastic 1-bedroom Deer Harbor retreat. Unwind in the soothing ambiance of the living room after a day o ...
From $414 per night (USD)VRBO
- From $449 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 $449 per night (USD)VRBO
- From $338 per night (USD)
Expedia
North Shore Retreat: Private Beach Access, Tennis/Pickleball Court, Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This property is a top pick among guests. Established as a short-term rental in 2019, it has been a pleasure to share th ...
From $338 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Historic Waterfront Home, Hot tub, Pets Welcome.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
"This place was amazing! Very quaint, but also right by the water and felt cozy like a lake cottage. Close to downtown a ...
From $498 per night (USD)VRBO
- From $806 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 $806 per night (USD)Expedia
- From $657 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 $657 per night (USD)VRBO
- From $456 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 $456 per night (USD)Expedia
- From $218 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 $218 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 $116 per night (USD)
VRBO
Chic 2 bed/2 bath Condo backing UW Labs preserve in enchanting Friday Harbor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Available for 30+ day rentals only* Chic and modern 2 bedroom, 2 bathroom top level condo just outside town with a priv ...
From $116 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Huckleberry House - New Listing!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the ultimate Orcas Island retreat, just a short stroll from Eastsound. Offering the perfect blend of comfort an ...
From $565 per night (USD)Expedia
- From $366 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 $366 per night (USD)VRBO
- From $665 per night (USD)
VRBO
Orcas charm @ Cherry Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a private and serene 3-bedroom cottage with beach access nestled on nearly 10 acres of scenic beauty. Overlook ...
From $665 per night (USD)VRBO
- From $565 per night (USD)
VRBO
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 $565 per night (USD)VRBO
- From $696 per night (USD)
Expedia
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 $696 per night (USD)Expedia
- From $460 per night (USD)
VRBO
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 $460 per night (USD)VRBO
- From $468 per night (USD)
Expedia
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 $468 per night (USD)Expedia
- From $506 per night (USD)
VRBO
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 $506 per night (USD)VRBO
- From $334 per night (USD)
Expedia
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 $334 per night (USD)Expedia
- From $921 per night (USD)
VRBO
Hook's Nest-Magnificent Waterfront Luxe Home, Chef's Kitchen, Outdoor Fireplace, Close to Adventure
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our beautifully crafted Northwest home, where you can enjoy stunning year-round sunsets and over 400 ft. of r ...
From $921 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Hot Tub/Central/Modern/Well Appointed/Immaculate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come through The Yellow Door where joy awaits! Step into a splendid, modern sanctuary filled with airy, sunlit spaces an ...
From $517 per night (USD)Expedia
- From $137 per night (USD)
VRBO
New Listing! Amazing Westside Waterview! HSL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Haro Strait Lookout is a newly constructed 900 square-foot one-bedroom Waterview retreat on San Juan Island’s covete ...
From $137 per night (USD)VRBO
- From $567 per night (USD)
Expedia
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 $567 per night (USD)Expedia
- From $289 per night (USD)
VRBO
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 $289 per night (USD)VRBO
- From $357 per night (USD)
Expedia
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 $357 per night (USD)Expedia
- From $898 per night (USD)
VRBO
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 $898 per night (USD)VRBO
- From $276 per night (USD)
Expedia
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 $276 per night (USD)Expedia
- From $834 per night (USD)
VRBO
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 $834 per night (USD)VRBO
- From $581 per night (USD)
Expedia
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 $581 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Deer Harbor Orcas WA Waterfront estate, dock, 3 bldg, spa, greenhouses.Tiki room
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This 3 acre waterfront estate boasts a 2 bedroom main house with three bathrooms, office, wet bar and washer /dryer and ...
From $393 per night (USD)VRBO
- From $374 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 $374 per night (USD)Expedia
- From $520 per night (USD)
VRBO
This house is a 1 bedroom(s), 1 bathrooms, located in Eastsound, WA.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic ge ...
From $520 per night (USD)VRBO
- From $880 per night (USD)
Expedia
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 $880 per night (USD)Expedia
- From $715 per night (USD)
VRBO
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 $715 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Peaceful Cottage on 15 acre Farm Pprovo-14-0016
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, ...
From $229 per night (USD)VRBO
- From $1288 per night (USD)
VRBO
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 ...
From $1288 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Westside Waterview! -Salish Sea Lookout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on San Juan Island’s coveted Westside, the Salish Sea Lookout offers breathtaking 180-degree west-facing views o ...
Click For PricingExpedia
- From $1277 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 $1277 per night (USD)VRBO
- From $1391 per night (USD)
Expedia
Waterfront View Rosario Sleeps 10-
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Destination Orcas Island Welcomes You! 4 Night Minimum Stay Summer 2025 Sleeps 10 with 3 King Beds, 1 Queen, 1 Twin, 2 ...
From $1391 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Waterfront Lopez Island home on sun-filled, low-bank property - 3 bedrm, 2 bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a serene and sun-soaked home at our waterfront property on Lopez Island. This charming 3-bedroom, 2-bathroom h ...
From $311 per night (USD)VRBO
- From $548 per night (USD)
Expedia
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 $548 per night (USD)Expedia
- From $497 per night (USD)
VRBO
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 $497 per night (USD)VRBO
- From $412 per night (USD)
Expedia
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 $412 per night (USD)Expedia
- From $446 per night (USD)
VRBO
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 $446 per night (USD)VRBO
- From $383 per night (USD)
Expedia
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 $383 per night (USD)Expedia
- From $315 per night (USD)
VRBO
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 $315 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Quiet Family-Oriented House at Laughing Moon Farm
- 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 $397 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Peaceful Roche Harbor Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Peaceful 1 bedroom, 1 loft Condo! Lagoon View – at Roche Harbor Escape to the tranquil north end of San Juan Island in ...
From $384 per night (USD)VRBO
- Click For Pricing
Expedia
Sunset Hideaway - Oceanfront Bliss Minutes to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Soak up panoramic ocean views surrounded by majestic Douglas Firs, just minutes from the village of Eastsound. This 3-be ...
Click For PricingExpedia
- From $468 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 $468 per night (USD)VRBO
- From $2404 per night (USD)
VRBO
Entire property: Main House, Bunk House (separate) & Guest House (separate)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Private estate with everything needed for a friend retreat or family reunion... ⭐️ Main home + cottage & bunkhouse ⭐ Gym ...
From $2404 per night (USD)VRBO
- From $530 per night (USD)
VRBO
Private, Beachfront Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*The county requires our home must be rented for a full 30 days. Even if you choose not to occupy the house for the whol ...
From $530 per night (USD)VRBO
- From $389 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 $389 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Charming 2-bedroom cabin on private lot near Roche Harbor with Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of San Juan Island from this 2-bedroom cabin. Located on a private lot with a large yard surrounded ...
From $299 per night (USD)VRBO
- From $563 per night (USD)
Expedia
The Bee Hive - Heart of Friday Harbor - 2BR Condo, WiFi, AC, Walk to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your relaxing retreat in the heart of Friday Harbor! This cozy yet spacious 2-bedroom, 2-bathroom condo sits ...
From $563 per night (USD)Expedia
- From $331 per night (USD)
VRBO
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 $331 per night (USD)VRBO
- From $698 per night (USD)
Expedia
Exceptional, Hot Tub, Pickleball, Pool Room, Close to Everything!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
We call it The Manor for its gracious architecture, perfect for hosting friends and family. With sweeping lawns, private ...
From $698 per night (USD)Expedia