
Guesthouse holiday rentals in San Juan Islands
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Top-rated Guesthouses in San Juan Islands
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Little Stuga | Water Views, Cozy, Great Location
Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

Windance Guest Studio
Private sunnny detached studio with private entrance. Gorgeaous views of the Straights of Juan DeFuca, Premier Whale Watching. Beautiful hardwood floors and newly remodeled bathroom make this a cozy beautiful waterfront retreat. Note: there is one queen bed and a small pull out couch. Please inquire about sleeping comfort if you’re a couple needing to sleep separate. The pullout couch is very small and uncomfortable and will not accommodate a medium to large adult. Note: We only allow two guests

Waterfront Guest Cabin on private beach estate
See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Park Place
1,000 sq. ft. custom cottage 4 miles from town. Hosts Chris & Tom take pride in sharing their oasis with you. Nicely decorated, spacious, open living area with vaulted ceiling, a full kitchen with granite counter tops. Two bedrooms separated by a bathroom & laundry room ensure privacy & restful sleep. Ideal for 2 couples. Located halfway between the town & American Camp with easy access to miles of hiking trails & bicycle routes. Although only minutes from town you experience the country side.

Waterfront Cottage with Eagles & Highland Cows
Escape to our WATERFRONT farm just outside of Langley on beautiful Whidbey Island with Eagles & Highland Cows. Our family has lived here since 1890, and we have a wonderful guest cottage sitting on the high bank with 180-degree views of Saratoga Passage, Mount Baker, and the North Cascades. With 900 square feet of open living area, a fireplace, full kitchen, washer/dryer, king size bed, high speed internet, 2 TV's, beautiful furnishings and easy access to the beach it's the perfect get-away!

Gatehouse Cottage, San Juan Island, WA
Gatehouse Cottage: Nestled in the forest of cedars and firs, near to main home. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished, equip large studio, with queen bed/ loft for additional sleeping/sitting area, bathroom w/ shower. Living area with desk/table, and kitchenette. Heating: Electric. Outdoor sitting area w/ propane barbecue for spring, summer and fall use. Linens furnished. PPROVO-15-0053

Moore's Camano Cottage, Home with a View & beach
Set between Whidbey Island and Washington's mainland, beautiful Camano Island can be reached by car. With over 56 miles of beaches, boating, salmon fishing, clamming and crabbing are bountiful. The unique appeal of Camano Island is that it offers visitors a real-life island experience, including a strong arts scene. Recreational activities such as biking are popular here. The island is also home to Camano Island State Park, which boasts 173 acres prime for camping, hiking and bird watching.

*Stunning Bay Views & Sunsets*Covered Deck+Firepit
Spacious 1 bd apt w/impressive views of Padilla Bay & unforgettable sunsets, located at the end of a long driveway w/a private covered entrance. Large bdrm w/king size bed & walk-in closet. Fully covered deck w/gas firepit & comfy sectional. Streaming TV + reliable WIFI. This is the place to unwind & relax after a day of work or play. Pick up local ingredients at nearby markets to craft a meal in the fully stocked kitchen or discover local fare at nearby restaurants & bakeries. Onsite W/D.

Whidbey Island Modern Cottage
Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

Northbeach Cabin
Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Cornet Bay Boat House (Deception Pass State Park)
This newly renovated studio layout boathouse is a perfect getaway for couples who want to wake up to the sounds of nature in the morning. Living room has an electric fireplace, a queen sized bed, recliners, smart tv w/ cable. Kitchen has a full size fridge, range, microwave, dishwasher, coffee maker, tea kettle, and bar seating. Bathroom has a toilet, sink, and stall shower. Access to a private dock. Kayaks&Paddle boards available.

Golf Course Guesthouse, Friday Harbor, San Juan
Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to golf course, close to Town. the coziness, Quite, and rural location, and the people. Our place is good for couples, solo adventurers, and business travelers. or attending weddings.
Popular amenities for San Juan Islands guesthouses
Family-Friendly guesthouses

Tranquil Refuge on South Whidbey

Anacortes Guest House Unit A (water view) Studio

Cozy guesthouse on tranquil family farm.

Dungeness Tiny House near the best of the Olympics

Perfect Meadow Cabin

Cosy Cottage in a Woodland Setting

Deception Pass Cutie - 1 bed Guest House

Cruise the Meadow in a Classic, Private Warm Cozy
Guesthouses with a patio

One of a Kind Secluded Cabin Getaway

Cozy cottage for two

Ocean View Sweet Life Luxury 2 Bdrm Guest House

Inviting studio guest house with clean atmosphere

Hot Tub + Mountain View’s @ BambooPeaksRetreat

Stylish 1 Bedroom Guesthouse in Private Setting

Adorable, private, pet friendly 1 bedroom cottage

Welcome to the Oceanfront Cowibbean Guesthouse
Guest house rentals with a washing machine and dryer

water view tiny guest house

water view cottage above West Sound

Rural retreat, minutes to town, cozy, mod, private

Owl's Nest Guest House

Bird Song Guest House

Goldfinch modern cottage private acreage with view

Orcas Island Sunset Retreat

Water & Mt Baker View Guest House
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- Queen Elizabeth Park
- French Beach
- Bear Mountain Golf Club
- White Rock Pier
- VanDusen Botanical Garden
- Fourth of July Beach
- Salt Creek Recreation Area
- Willows Beach
- Craigdarroch Castle
- Birch Bay State Park
- Deception Pass State Park
- Olympic Game Farm
- Shaughnessy Golf & Country Club
- Central Park
- Marine Drive Golf Club
- Kinsol Trestle
- North Beach
- Victoria Golf Club
- Goldstream Provincial Park
- Olympic View Golf Club
- Moran State Park
- Crescent Beach
- Riverway Golf Course and Driving Range
- Whatcom Falls Park




