Pet-friendly vacation rentals in San Juan Island

4.89 out of 5 average rating, 148 reviews

The cottage's exterior features a light-colored wood facade with large windows. Surrounding the property, lush greenery and flowering plants create a serene setting. A small seating area is positioned on the lawn, offering a view of the peaceful garden.

Cottage in Eastsound

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

WalkabilityOutdoor spacesFamily

An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.

4.98 out of 5 average rating, 184 reviews

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

PetsOutdoor spacesAccuracy

A partially covered deck features a propane fire pit table at its center, surrounded by two Adirondack chairs. A grassy lawn is visible beyond, dotted with stones and trees in the background, enhancing the natural setting.

4.92 out of 5 average rating, 135 reviews

2 acres of seclusion near Roche Harbor Resort!

Wildflower Cottage Retreat is the perfect location to relax, explore and enjoy San Juan Island. Just minutes from Roche Harbor Resort! Relax in the sunny and bright living room with great natural light to take in natures surroundings or to just relax after a long day of sightseeing. Entertain in the fully equipped kitchen with bar seating and plenty of space for meal prep. Enjoy the covered front deck with BBQ and fire pit - the perfect place to relax and enjoy the beauty of the San Juan’s.

Outdoor spacesWalkabilityCondition

A private elevated deck offers views of a serene lake surrounded by lush greenery. Gentle curves of the shoreline are visible, along with a small dock. Comfortable outdoor seating is positioned on the deck, inviting relaxation in a tranquil setting.

4.9 out of 5 average rating, 100 reviews

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

IDEAL FOR FAMILIES & REUNIONS! 20 acre gated estate in the woods. Hot Tub, private filtered Lake, King beds, memory foam, and SHEEX (softest sheets ever!) 65" FLAT SCREEN and 7 more in 4 BR's. 3 baths, Large LR, dining for 10+, piano, game room, pool table, ping pong, 2 wood stoves, washer/dryer, breakfast table, gourmet kitchen & kitchenette. Huge 2 story home, 30 ft soaring beamed ceilings. Elevated deck, gas BBQ and dining looks out at Mountains and water! Child's giant swingset (2022)

PetsWalkabilityGrill

4.89 out of 5 average rating, 292 reviews

An open layout of a log cabin showcases rustic wooden walls and ceiling beams. A softly patterned sofa rests against a wooden sideboard, accompanied by a coffee table. Beyond, a cozy bedroom with a dark bed frame is visible, providing a sense of home.

Cottage in Friday Harbor

Log Cabin near Friday Harbor on Tigercello Farm

Experience a real log cabin on a 2 acre pond and 12 acres of a park like setting only 1.5 miles from Friday Harbor and the ferry. Enjoy the grounds including fruit trees, kitchen gardens and permaculture food forest on this oasis near town. Harvest fresh produce and eggs from the garden to create your 'farm to table' creations. Enjoy watching wildlife including eagles, ducks and great Blue Herons. Drive, walk or bike to town, enjoying all that San Juan Island has to offer. PPROVO-18-0003

PetsWalkabilityIndoor spaces

Farm stay in Lopez Island

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

4.99 out of 5 average rating, 258 reviews

The Field House Farm Stay on Midnight's Farm

Step into island life, relax into the land on a 100 acre working farm. This sunny home invites you to read in the window seat, grill on the patio, cozy up to the woodstove or get creative in the well-stocked kitchen. Explore the pastures, marsh, and ponds. Use the yoga studio. Fire up the sauna. Charge your EV. Nestled next to the pond and removed from the activity of barn and market garden the Field House invites you to enjoy your own retreat or engage with the farm.

WalkabilityPetsLayout

The exterior of a spacious green house is showcased, featuring a friendly red door and stone accents. Lush landscaping surrounds the property, with various plants and trees visible. The house is positioned near the waterfront, framed by a clear blue sky.

4.94 out of 5 average rating, 379 reviews

Waterfront Beach house, pet friendly

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

Outdoor spacesPetsShared spaces

4.97 out of 5 average rating, 304 reviews

A relaxing hot tub is set on a deck surrounded by trees, offering a private retreat. The serene environment features wooden fencing and a pathway, with glimpses of nature visible through the trees, creating a tranquil atmosphere.

Home in Eastsound

Modern Water-view Home Near Rosario, SuperHost

Experience a spacious NW Modern retreat with over 2,000 sq. ft. of open living space and captivating water views. With 250+ Five-Star reviews, you can rest assured knowing we'll do whatever we can to help you have a fantastic stay with us. Relax in king-sized beds across three bedrooms, complemented by quality furnishings. Indulge in amenities like a private hot tub, chef-quality cookware, and an espresso machine for a true home-away-from-home feel.

WalkabilityPetsAir conditioning

Guesthouse in Friday Harbor

The image shows a charming cottage featuring a sunroom with large windows, allowing natural light to fill the space. An American flag is displayed outside, while lush green bushes frame the entrance. The surrounding landscape is open and pastoral, creating a serene atmosphere.

4.94 out of 5 average rating, 729 reviews

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

Outdoor spacesPetsParks

4.91 out of 5 average rating, 282 reviews

Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.

Home in Decatur Island

Hobby Farm Remote private island! Escape Seattle!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the Summer Saturday Market. Kayaking and great hiking right from the beach!

WalkabilityPetsLong stay

4.93 out of 5 average rating, 274 reviews

A charming wooden cottage is nestled among tall trees, surrounded by lush greenery. The entrance features a flower box overflowing with colorful plants. A wheelbarrow rests nearby on moss-covered ground, adding to the rustic appeal of this tranquil setting.

Cabin in Eastsound

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77.

PetsOutdoor spacesHospitality