Holiday rentals in San Juan County

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Top-rated holiday rentals in San Juan County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Two adirondack chairs face the water, providing a peaceful vantage point over the calm sea. A sailboat glides smoothly on the waves, framed by the shoreline and distant hills under a clear blue sky.
Guest house in Eastsound
4.99 out of 5 average rating, 159 reviews

Heather Waterfront Guest Cabin on private 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.

Top guest favourite
A serene view from the covered deck captures the golden hues of a sunrise over tranquil water, framed by tall trees. The sunlight casts gentle shadows on the railing, highlighting the peaceful outdoor space.
Cottage in Lopez Island
5 out of 5 average rating, 300 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 318 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

Guest favourite
The tiny home features a modern, black exterior with wooden paneling, showcasing a welcoming entrance. Steps lead to a glass door framed by a warm wooden wall. Surrounding trees create a natural setting, enhancing the retreat-like ambiance.
Home in Friday Harbor
4.85 out of 5 average rating, 201 reviews

Fawn Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are justa miles away. Great views of Griffin Bay and Dinner Island.

Top guest favourite
Home in Lopez Island
4.98 out of 5 average rating, 116 reviews

Storybook Farmhouse short walk to Lopez Village

Our 1896 farmhouse has the charm of its Victorian origins, but is completely renovated for modern comfort and convenience. Filled with natural light, the rooms look out to neighboring fields and forests with peek-a-boo views across the channel to San Juan Island. 5-minute walk to Lopez Village with restaurants, coffee shops, bakery, brew pub, book store, bike shop, grocery stores & more. Guest must have 5.0 Airbnb rating to book. Vacation Rental Permit # PPROVO 15 0040

Guest favourite
The exterior of a modern cabin is displayed, featuring large windows that offer views of the surrounding trees. A spacious wooden deck with a cable railing extends towards a grassy slope leading to the water. The structure is accented by natural wood tones on the entrance.
Cabin in Lopez Island
4.91 out of 5 average rating, 237 reviews

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

Top guest favourite
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.
Farm stay in Lopez Island
4.99 out of 5 average rating, 244 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.

Guest favourite
Flat in Friday Harbor
4.96 out of 5 average rating, 100 reviews

Five Mile Oasis where tranquility abounds!

Half way between the town of Friday Harbor and Roche Harbor Resort, this peaceful quiet oasis features views of the Olympic mountains, pastures and abundant nature. Deer graze in the yard, the occasional fox wanders by and eagles can be seen soaring above the trees. Guests can relax on their large private patio that is surrounded by bountiful gardens. This property is within walking distance of Mt. Grant and close to both Mt. Young and British Camp.

Top guest favourite
A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.
Guest house in Eastsound
5 out of 5 average rating, 272 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Top guest favourite
Guest house in Friday Harbor
4.94 out of 5 average rating, 702 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).

Top guest favourite
A hot tub is positioned under a covered deck, with water gently bubbling. Large windows reveal sweeping views of the lush green yard and the serene landscape of the Salish Sea, framed by distant mountains and clear skies.
Home in Lummi Island
4.95 out of 5 average rating, 142 reviews

Sunset, Water Views w/Hot Tub, Large Deck, Privacy

Sunset Escape: Tranquil Island Living with Panoramic Views With sweeping west-facing views of the Salish Sea, Orcas Island, and the distant Canadian Gulf Islands, Sunset Escape more than lives up to its name. This comfortable, professionally managed two-bedroom home is designed for easy living —offering peace, feeling of privacy, and panoramic beauty no matter the weather.

Top guest favourite
A wooden deck descends from the house, leading down to a tranquil pond surrounded by lush greenery. Tall trees frame the landscape, and sunlight filters through the leaves, creating a serene atmosphere. The path to the pond is bordered by grass and pebbles.
Cabin in Eastsound
5 out of 5 average rating, 176 reviews

the Honey BnB

Just a few short miles from Eastsound, the Honey BnB perches on the shore of a small pond teeming with wildlife. From the house you might see ducks, herons, geese, kingfishers, eagles, otters, turkeys, and deer among many other types of birds and beasts. A quick walk to the beach and you'll find plenty of skipping stones and an excellent panoramic view across the water.

Popular amenities for San Juan County holiday rentals