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Holiday rentals in San Juan Island

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Top-rated holiday rentals in San Juan Island

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Top guest favourite
The exterior of a hand-sculpted earth house showcases natural, curved walls made from local materials. Large, rounded windows allow light into the interior. A small balcony extends from the upper level, and inviting outdoor seating is visible in the foreground.
Earthen home in Mayne Island
4.98 out of 5 average rating, 973 reviews

Cob Cottage

Channel the pursuit of pause in this one-of-a-kind earth house. The cozy retreat was hand-sculpted using local and sustainable natural materials, and features a central living space with cantilevered slab stairs leading to the loft bedroom. Guests have access to the entire cottage and surrounding property. We live in the neighbouring house, and are happy to give advice or answer questions to help you make the most of your stay. The neighborhood is quite rural and mostly agricultural with several farms and a small private vineyard. The home is a 10 minute walk from the beach and a 20 minute walk from a family grocery and deli specializing in local organic produce. Mayne Island has a small community bus. Times and routes are limited, particularly in the winter. It will stop at the driveway. We also have an official hitch hiking system with signed Car Stops where you can wait for a ride. Usually you don't have to wait long. We are happy to offer pickup and drop off at the ferry dock as a courtesy to encourage car-free travellers, on days when the community bus is not running. Please let us know ahead of time that you'll be coming without your own transportation, and we will make sure that either we or the community bus (which will drop you off at our driveway) are there to meet you when your ferry arrives. The BC Ferries terminals near Victoria and Vancouver are easily reachable via public transit from their respective airports and downtowns.

Guest favourite
A modern kitchen is equipped with white cabinetry and stainless steel appliances, including a refrigerator, oven, microwave, and dishwasher. A spacious countertop offers ample preparation space, while light-colored vinyl flooring enhances the brightness of the room.
Apartment in Friday Harbor
4.82 out of 5 average rating, 137 reviews

Griffin Bay Suite

Welcome to our charming 3 bedroom, 1-bath condo unit nestled in the heart of downtown Friday Harbor, WA 98250. This inviting getaway offers a perfect balance of convenience and relaxation for your island escape. As you step inside you'll be greeted by a cozy ambiance, complemented by modern amenities to make your stay truly comfortable. The fully equipped kitchen allows you to make delicious meals with ease, and the open living area provides a wonderful space to unwind after a day of exploring.

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
4.97 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 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
4.96 out of 5 average rating, 176 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.

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 297 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

Top 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
4.98 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 favourite
The cabin's exterior is gently illuminated in the evening, highlighting its log construction and welcoming porch. Soft lighting reveals comfortable seating on the porch, surrounded by lush greenery and stone pathways, creating a serene atmosphere amidst the trees.
Tiny home in La Conner
4.98 out of 5 average rating, 788 reviews

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

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, 358 reviews

Waterfront Beach House, pet friendly, with mooring

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!

Top guest favourite
A single-story house with a green metal roof and stone exterior is framed by tall trees and lush greenery. A gravel path leads to the entrance, where potted plants add subtle color. The surrounding area features well-maintained landscaping and a nearby structure visible in the background.
Guest house in Friday Harbor
4.97 out of 5 average rating, 344 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to golf course, close to Town. the coziness, Quite, and rural location, and the people. Our place is good for couples, solo adventurers, and business travelers. or attending weddings.

Top guest favourite
The cabin exterior is framed by trees, with a clear view of the Salish Sea beyond. A stone pathway leads to the entrance, surrounded by landscaped greenery and gravel. The warm wooden siding complements the serene natural setting.
Cabin in Anacortes
4.98 out of 5 average rating, 1,438 reviews

Eagles' Bluff

Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

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.
Guest house in Friday Harbor
4.93 out of 5 average rating, 683 reviews

Sunny Peaceful 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
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, 156 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.

Popular amenities for San Juan Island holiday rentals

Frequently Asked Questions

  • How is the weather in San Juan Island?

    San Juan Island enjoys a mild marine climate. Summers are typically sunny with temperatures ranging from 60°F (15.5°C) to 75°F (24°C), while winters can be cool and damp, averaging around 40°F (4.5°C).

  • What are some of the best things to do in San Juan Island?

    Popular activities on San Juan Island include wildlife watching, hiking, and kayaking. Exploring the island's art galleries, museums, and historic sites is also often recommended.

  • What is the best time of year to visit San Juan Island?

    The most popular time to visit San Juan Island is during the summer months, when temperatures range from 60°F (15.5°C) to 70°F (21°C). This is also when the San Juan County Fair and the Friday Harbor Art Market are usually held.

  • What are the best places to stay in San Juan Island?

    Friday Harbor is a popular area to stay due to its charming downtown and proximity to the ferry terminal. Roche Harbor is another frequently suggested area, known for its historic resort, marina, and sculptured gardens.

  • What are the best places to visit in San Juan Island?

    Popular places to visit include the San Juan Islands Museum of Art, the San Juan Historical Museum, and the Pelindaba Lavender Farm. The Cattle Point Lighthouse is also a frequently suggested spot for panoramic water views.

  • What are some hiking trails in San Juan Island?

    San Juan Island has several scenic hiking trails. The Mount Finlayson Trail and the English Camp's Young Hill Trail are popular options, providing beautiful views of the surrounding area. For a forested walk, the Jakle's Lagoon and Mount Young trail is often recommended.

  • What are some family activities to do in San Juan Island?

    Families often enjoy exploring the San Juan Islands National Monument with its varied wildlife, or visiting the interactive Whale Museum in Friday Harbor. Lime Kiln Point State Park is also a frequently suggested spot for a family picnic and a chance to spot orcas from the shoreline.

  • What are some of the best day trip ideas in San Juan Island?

    Day trip ideas often include a ferry ride to neighboring Orcas or Lopez Island for hiking and beach exploration. Another frequently suggested option is a visit to the historic English and American Camps or a guided kayak tour around the island's rugged coastline.

Destinations to explore