Holiday houses in San Juan Island

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Top-rated holiday rentals in San Juan Island

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

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Top Guest favourite
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, 183 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.

Guest favourite
A spacious deck features two woven chairs positioned to allow views of the surrounding landscape, including lush green grass and distant water. A railing made of vertical slats provides an open feel, complementing the serene atmosphere of the seaside setting.
Home in Friday Harbor
4.94 out of 5 average rating, 195 reviews

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

Guest favourite
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
4.9 out of 5 average rating, 288 reviews

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

Top Guest favourite
A private hot tub is shown on the patio, with bubbling water visible. A lush landscape features trees and shrubs, while the serene view of Griffin Bay stretches beyond, showcasing the calm water and distant shoreline under a clear sky.
Guest suite in Friday Harbor
4.97 out of 5 average rating, 115 reviews

Beautiful Waterfront Home, sleeps 4

Experience paradise! Private entrance to lower level of house, 2 en-suite BR's w/queen beds + 2 twin sofas beds in LR. Only a mile from the ferry, activities and shops. When settled into your waterfront home away from home, breathing sea air and gazing at Griffin Bay and the Olympic Mountains, you'll find peace and serenity. The expansive view embraces Dinner Island, sunrise and sunset colors dancing on the water, shoreline, beaches, and occasional boating activity. Note: No Pets Allowed

Top Guest favourite
A scenic view captures lush pastures extending to the calm waters of False Bay and the distant Olympic Mountains. A charming white barn sits peacefully in the landscape, framed by tall trees and a clear blue sky. Wildflowers add touches of color in the foreground.
Guesthouse in Friday Harbor
5.0 out of 5 average rating, 125 reviews

Island Cottage w/Acres of Views

Set your clocks to island time at the Hound & Hare Cottage with peaceful views over acres of pastures to False Bay and the Olympic Mountains. Sited on 5 Acres this cute as a button, built in 1978 and lovingly remodeled in 2022, beach-inspired cottage offers the perfect privacy for an island recharge. Cottage is only 7 minutes from downtown Friday Harbor, South Beach, or Lime Kiln Whale Watch Park. Enjoy end-of-the-road privacy with your host on the acreage to ensure your stay is perfect.

Guest favourite
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 favourite
A charming cabin is surrounded by tall trees, featuring a red exterior with a peaked roof. A front porch is furnished with comfortable chairs, set against a tranquil forest backdrop. Natural light filters through the windows, highlighting the inviting entrance.
Cabin in Friday Harbor
4.84 out of 5 average rating, 284 reviews

The Nest, San Juan Island, WA

Nestled in the forest of cedars and firs. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished kitchen and equip cabin. Two bedrooms, one upstairs with bathroom and queen size bed. Second bedroom and bathroom on first floor. this bedroom has a queen and single bed. the loft has a cot, a floor mattress, a couch that can be made into single bed and a playnpack. PPROVO-15-0052

Guest favourite
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.
Home in Friday Harbor
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!

Guest favourite
A spacious patio is shown with a glass-topped table and six metal chairs, surrounded by colorful flower gardens. A large umbrella provides shade, while potted greenery adds a natural touch. The clear blue sky offers a backdrop to the scenic landscape beyond.
Apartment in Friday Harbor
4.96 out of 5 average rating, 114 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
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
4.94 out of 5 average rating, 724 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).

Superhost
A newly constructed blue exterior is showcased, featuring a welcoming entrance with a white door and decorative anchor sign. A small patio area with a white chair is visible, along with colorful flowers providing a vibrant contrast against the natural greenery and trees surrounding the property.
Condo in Friday Harbor
4.84 out of 5 average rating, 475 reviews

2 Bed Unit in the Idyllic Town of Friday Harbor!

A sweet newly constructed two bedroom unit in the heart of Friday Harbor. Minutes from the ferry, restaurants, shops, airport, hospital and all town amenities. Features an electric fireplace, granite countertops, brand new stainless steel appliances, pull out sofa bed, washer and dryer and a beautiful new deck for enjoying your view of Friday Harbor. Convenience, comfort and ease!

Guest favourite
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, 146 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!

Popular amenities for San Juan Island holiday rentals

Frequently Asked Questions

  • Where is San Juan Island located?

    San Juan Island is located in the Salish Sea, off the coast of Washington State, north of the city of Seattle. It forms part of the San Juan Islands archipelago and is known for its scenic shorelines and maritime culture.

  • When is the best time to visit San Juan Island?

    San Juan Island is frequently suggested during late spring through early fall, when mild temperatures and lower rainfall make outdoor activities inviting. Late summer afternoons near 74°F (24°C) are popular for wildlife viewing, coastal walks, and exploring local markets.

  • What are some things to do near San Juan Island?

    San Juan Island has highlights like Lime Kiln Point State Park and American Camp, both often recommended for nature and history. You can also explore art galleries, join a kayaking excursion, and sample locally sourced food around the island.

  • How is the weather near San Juan Island?

    San Juan Island has cool, damp winters with temperatures around 37–48°F (3–9°C), and mild, drier summers that typically reach 74°F (24°C). Layered clothing and waterproof jackets are often useful given the region’s variable, maritime climate.