Vacation rentals in Stuart Island

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Top-rated vacation rentals in Stuart Island

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Top guest favorite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guesthouse in Eastsound
4.99 out of 5 average rating, 144 reviews

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.

Top guest favorite
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.
Home in Friday Harbor
4.97 out of 5 average rating, 151 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.

Top guest favorite
A cozy glamping hut is nestled among lush greenery, with natural wood siding and large windows allowing light to enter. Surrounded by vibrant plants, the structure exudes a sense of seclusion, offering a peaceful retreat under the canopy of trees.
Cabin in Cobble Hill
5 out of 5 average rating, 130 reviews

Cobble Hill Cedar Hut

With your own detached bathroom and kitchen about 30m from the Cedar Hut, this can be your cozy, heated one room glamping experience. A private spot on our little farm. We are settled on 9.5 acres which you are Welcome to roam. Farm dogs Klaus (Bernese/Aussie) and Pinkie (Dachsi) are friendly and keep busy with roaming the property. Our horses are your neighbors and you will most likely find us in the garden. Enjoy the tranquility and privacy of your getaway to relax. Two bicycles provided.

Top guest favorite
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.
Guesthouse in Friday Harbor
4.93 out of 5 average rating, 683 reviews

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing you to relax after a day of exploring the island). 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 favorite
A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.
Home in Friday Harbor
4.98 out of 5 average rating, 147 reviews

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

Guest favorite
An outdoor seating area is featured with two woven chairs positioned around a circular fire pit. Plush throws are draped over the chairs, and the backdrop consists of tall trees with scenic ocean views beyond the railing.
Yurt in Salt Spring Island
4.96 out of 5 average rating, 242 reviews

The Trincomali Hideaway Oceanfront Yurt

This luxurious oceanfront yurt is hidden in an ancient cedar grove providing privacy and an amazing backdrop to its unprecedented ocean front setting. Set atop an ocean front rock face with a fully covered patio. A fully equipped kitchen and spa like bathroom highlight the luxurious amenities included in this stay. An upscale romantic getaway like no other. Breakfast provided, our guests receive coffee, teas, a bottle of our house cider and our fresh pastries during their stay.

Top guest favorite
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, 229 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 favorite
The interior of a rustic cabin is shown, featuring a small kitchen area with cabinets and a propane stove. A wooden ladder leads to a loft space, while a table and chairs are positioned near the large windows, allowing natural light to fill the space.
Place to stay in Galiano Island
4.82 out of 5 average rating, 623 reviews

Rustic cabin in the woods

Mid-island, this rustic cabin is perfect for any couple (or small group) shacking up in the woods. Features a full kitchen inside, outhouse, outdoor shower, fire pit, covered porch & access to pebble beach trails, making this a magical retreat. Please note that there is wi-fi at the cabin but no cell reception on the property, and many guests have mentioned that they’ve enjoyed the chance to unplug and connect with nature.

Top guest favorite
A wooden ladder leads to the loft, situated beside large windows offering views of the forest. Light wooden beams and walls create a warm atmosphere, while the natural flooring complements the rustic charm of the cottage.
Cabin in Salt Spring Island
4.99 out of 5 average rating, 153 reviews

South End Cottage

Settle into a private cottage nestled atop a mossy knoll, where tranquility meets rustic charm. Perfect for couples or solo travelers seeking a peaceful getaway surrounded by arbutus and oak trees. We are located in the picturesque south end of Salt Spring Island, within walking distance of pristine beaches, forest trails, Ruckle provincial park, and various local farmstands.

Top guest favorite
The image captures a serene waterfront view at sunset, with warm hues of orange and purple filling the sky. A tree branches gracefully extend into the frame, silhouetted against the glowing horizon. Calm waters reflect the vibrant colors, enhancing the tranquil atmosphere.
Cabin in Friday Harbor
4.94 out of 5 average rating, 155 reviews

Roche Harbor Waterfront Cabin with SW Exposure

This classic Island 3BR/2BA cabin has the most desirable waterfront location on Davison Head with a true sunny southwest exposure and beautiful waterside views of the Afterglow Beach, Entrance to Roche Harbor, Pearl and Henry Island and the Canadian Gulf Islands to the Northwest.

Guest favorite
The 1940’s cottage, surrounded by dense greenery, is positioned at the water's edge. The calm, reflective water complements the natural setting, with rocky shoreline visible. The cottage features a light-colored exterior and large windows, inviting the surrounding landscape into its cozy environment.
Home in Eastsound
4.98 out of 5 average rating, 293 reviews

1940’s Orcas Waterfront Cottage

Bailey Point offers the original 1940’s family cottage situated at the water’s edge on a 2+ acre private point near Deer Harbor, WA. The property includes point access and panoramic views of Shaw Island, Bell Island, Pole Pass, and Crane Island. Permit #: PPROV0-15-0060

Top guest favorite
The exterior of a three-story cabin is framed by lush trees and greenery. Wood paneling characterizes the structure, with a south-facing balcony visible on the upper level. A grassy area surrounds the cabin, offering a serene outdoor setting.
Cabin in Pender Island
4.93 out of 5 average rating, 223 reviews

Tall House- Walk to Beaches

Your own private retreat located close to the southernmost point of South Pender Island. This unique three story OPEN CONCEPT cabin sleeps up to 4 people and includes a full galley kitchen, 3 piece bathroom, living room, dining room, and office nook.

Popular amenities for Stuart Island vacation rentals