Holiday rentals in San Juan Islands

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Top-rated holiday rentals in San Juan Islands

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Top guest favourite
Two stylish red Adirondack chairs sit invitingly on a stone patio, overlooking the tranquil waters of Skagit Bay. The expansive glass doors open to a cozy dining area, with views of the lush greenery and distant forested hills across the water.
Guest house in Anacortes

Kingfisher Cove Hideaway

As you descend the walkway and round the corner suddenly your whole outlook will change! Perched directly above the serene blue-green waters of Skagit Bay, this custom built vacation home will usher you into a relaxing getaway from it all. Floor-to-ceiling windows immediately draw your eyes outside, where you can watch for seals, orcas, gray whales, great blue herons, and bald eagles, with the forests of Deception Pass State Park directly across the water. Whether you're dining at the cozy table, sitting in the red leather reclining chairs, or snuggled up in the luxurious king-size bed, the spectacular view will melt away your everyday stress. A full-size kitchen is stocked with everything you need to prepare your meals, but if you choose to dine out, there are many delightful options in nearby Anacortes and La Conner. Sunny weather graces this area often and there are a couple of Adirondack chairs for you to sit in, while you gaze at nature or relax and read. A full-size washer and dryer are also available, as well as a generously sized shower, complete with a heated towel warmer and radiant floor heating. No need to bring bottled water! We have a whole house filtration system! Incredibly close to Deception Pass State Park, there is an abundance of walking and hiking trails within minutes of Kingfisher Cove Hideaway. Walk across the historic Deception Pass Bridge and look east to see where you're staying, or west to gaze at the San Juan Islands and the Salish Sea. In addition to Deception Pass State Park, there are dozens of trailheads to choose from in the Anacortes Community Forest Lands (ACFL), with more than 50 miles of multi-use trails. The harbor-side marinas in Anacortes allow visitors to walk among the docks and look at sailboats and pleasure craft, and the Tommy Thompson Trail takes you along the marinas and across the notable 2,000-foot-long paved trestle spanning picturesque Fidalgo Bay. Hop on a ferry, right from Anacortes, to day-trip to the San Juan Islands. Nestled at the edge of the rain shadow of the Olympic Mountains, south Fidalgo Island gets half the amount of rain that Seattle does. And there's no need to take a ferry to get here - an easy one-and-a-half-hour drive from the greater Seattle area ushers you to this fabulous getaway vacation home. Important Info: Accessibility: There is a sloped, meandering walkway with stairs to get from the guest parking to the guest house, which is not wheelchair-accessible. If mobility is a challenge, you most likely will find our walkway down to the guest house not accessible for you. The entire guest house, including the property, is smoke-free. This is an adults-only guest house. No dog(s) or any other pets/animals can be accommodated in Kingfisher Cove Hideaway. Parking notes: The designated parking space is best situated to accommodate standard-size vehicles. Feel free to pull your vehicle all the way down our driveway and turn around at the garage. It is much easier to exit the driveway. This will make sense when you see our (atypically) curved driveway.

LocationValueAmenities

4.97 out of 5 average rating, 122 reviews
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.
Guest house in Friday Harbor

Island Cottage w/Acres of Views

Kick back and relax at the Hound & Hare Cottage, where you’ll soak up peaceful views over False Bay Farm, False Bay Marine Sanctuary and Olympic Mountains. Nestled on 5 acres, this charming, beach themed cottage (built in 1978 and fully refreshed in 2022) is the perfect spot to recharge your clock for island time. You’re just 7 minutes from downtown Friday Harbor, South Beach, or Lime Kiln Whale Watch Park. Enjoy end-of-the-road privacy with your host nearby to make sure your stay is perfection.

LocationValueLaundry

5.0 out of 5 average rating, 129 reviews
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

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.

ValueLocationHot tub

4.98 out of 5 average rating, 190 reviews
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

"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.

ValueLocationBreakfast

4.95 out of 5 average rating, 202 reviews
Guest favourite
Home in Eastsound

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

LocationFamilyIndoor spaces

4.95 out of 5 average rating, 331 reviews
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

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.

FamilyLocationIndoor spaces

4.97 out of 5 average rating, 180 reviews
Top guest favourite
A custom guesthouse is nestled among tall evergreen trees, with views of distant mountains visible in the background. Colorful flowers border the pathway leading to the entrance, enhancing the natural surroundings. The clear blue sky adds to the serene atmosphere of the retreat.
Guest house in Anacortes

Byrd's Nest Guesthouse

Byrd’s Nest is a retreat nestled among the trees. This custom-built guesthouse was completed in June 2025. It spans 357 sq. ft. and features a studio layout with a kitchen and bathroom. Surrounded by evergreen trees and approx. 30 feet from the main house, it offers a charming treehouse-like experience. The whole property is 6.6 acres at an elevation of over 200 ft. Views of Mount Baker, the North Cascade Mountain range, the Skagit Bay, and forest land can be seen from the guesthouse.

LocationValueBathroom

4.98 out of 5 average rating, 106 reviews
Guest favourite
The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.
Home in Olga

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (up to 100 MBPS). Cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

ValueLocationKitchen

4.95 out of 5 average rating, 741 reviews
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

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!

FamilyValueBathroom

4.95 out of 5 average rating, 382 reviews
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

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).

LocationValueCheckout

4.94 out of 5 average rating, 734 reviews
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

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!

LocationValuePets

4.9 out of 5 average rating, 151 reviews
Top guest favourite
A spacious living area features a cozy leather sofa and a stylish armchair surrounding a central fireplace. Large windows offer scenic views of the water, while warm wood paneling and a woven rug create an inviting ambiance. A small table is positioned beside the armchair.
Home in Anacortes

The Lookout by Deception Pass - Amazing Water View

Escape to this Mid-Century top floor home overlooking the San Juan Islands and the Strait of Juan de Fuca. The Lookout is a secluded home among the trees, and is four miles from the Deception Pass State Park and a fifteen minute drive to the ferry terminal. Close to hikes with incredible views and a great access point to many PNW highlights.

ValueLocationHiking

4.97 out of 5 average rating, 281 reviews

Popular amenities for San Juan Islands holiday rentals

Other great holiday rentals in San Juan Islands

Frequently Asked Questions

  • Where is San Juan Islands located?

    The San Juan Islands are an archipelago in the Salish Sea, just northwest of mainland Washington State. Surrounded by water and forested hills, the islands are known for scenic coastlines and abundant wildlife.

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

    Many travelers enjoy the San Juan Islands during late spring through early fall, when days tend to be brighter and rainfall is lighter. Milder temperatures and outdoor activities are frequently suggested during this period.

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

    You can explore coastal parks, observe orca whales, and visit local art galleries around the San Juan Islands. Many guests enjoy kayaking, hiking forested trails, or discovering historical sites on nearby islands.

  • How is the weather near San Juan Islands?

    Expect mild, rainy winters around 37–48°F (3–9°C), with drier, sunnier summers near 53–74°F (12–24°C). Late summer often has comfortable conditions for outdoor activities, while autumn brings cooler air and more rainfall.

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