Vacation rentals in Stuart Island

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Top-rated vacation rentals in Stuart Island

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

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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, 170 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 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
4.98 out of 5 average rating, 182 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
Bright red and orange leaves frame the entrance of a cozy cottage nestled among trees. The wooden exterior is visible through the vibrant foliage, hinting at a tranquil setting. A pathway leads to the door, suggesting a warm and welcoming approach.
Guesthouse in Friday Harbor
4.92 out of 5 average rating, 241 reviews

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

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
4.97 out of 5 average rating, 176 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
A spacious living area features high wooden ceilings and large windows that offer scenic views. A central dining table is surrounded by colorful chairs. Various seating options, including a red accent chair and cozy nooks, invite relaxation while allowing natural light to fill the space.
Home in Pender Island
4.91 out of 5 average rating, 191 reviews

Cliff Top Family Home Over Looking the Ocean

This beautiful home is located on Oxbow Ridge on Pender Island with a breathtaking view over Poets Cove. It offers a landscaped yard with chairs to relax in to admire the views. There is a smaller cottage that tenants live in on site in an adjacent building, they have a dog on site who may pop over to say hi. The main house is the owners personal home and live in it during the year. Please note that we have two private areas that will be closed off to guests in the house.

Top guest favorite
Home in Eastsound
4.99 out of 5 average rating, 121 reviews

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

Top guest favorite
A serene ocean view is displayed, featuring gentle waves lapping against the rocky shoreline. The foreground shows a manicured grassy area, with two yellow Adirondack chairs positioned to face the water, inviting relaxation. Coastal mountains line the horizon under a partly cloudy sky.
Cottage in Pender Island
4.96 out of 5 average rating, 258 reviews

Oceanfront low bank home viewing Mt. Baker.

Beautiful cedar home on a secluded half acre with breathtaking views of Saturna, the San Juan's and Mt. Baker. Amazing rock fireplace, large fully stocked country kitchen, sunroom with 180 degree view of it all. The home has three bedrooms, two bathrooms and a den. Two large ocean-view decks, a hot tub overlooking the ocean and a tidal islet where otters, seals and birdlife congregate, and even the occasional Orca sighting!

Top guest favorite
An inviting outdoor seating area is presented with plush blankets draped over woven chairs. A fire pit table sits centrally, accompanied by a wine bottle and glass. The serene ocean view is framed by towering trees under a clear sky.
Yurt in Saltspring Island
4.96 out of 5 average rating, 295 reviews

Oceanfront Yurt @ The Hen and Hound Resort

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. Our guests receive coffee and teas.

Top guest favorite
An outdoor stone patio features a fire pit surrounded by six black Adirondack chairs. The sunset casts warm hues over the landscape, with ocean views visible through the trees. A lush lawn leads to the water's edge, emphasizing the serene natural setting.
Home in Eastsound
4.98 out of 5 average rating, 125 reviews

Amazing sunsets, water view, hot tub, near town.

Orcas Sunset Retreat is a tastefully decorated 2900 sq ft home on nearly 3 acres overlooking the Salish Sea. This home boasts high quality furnishing, linens, and cookware. Expansive ocean views can be enjoyed from inside and out. This serene setting is the perfect escape from your everyday life, all the while being just 1.5 miles to the charming village of Eastsound.

Guest favorite
A serene backyard features several white lounge chairs arranged on a grassy area, overlooking a clear view of the water. Tall trees provide shade, and a hammock is visible in the background, enhancing the peaceful outdoor setting.
Cottage in Friday Harbor
4.9 out of 5 average rating, 145 reviews

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

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, 171 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, 309 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

Popular amenities for Stuart Island vacation rentals