Waterfront holiday rentals in San Juan Island

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Top-rated waterfront accommodation in San Juan Island

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
A dining area is positioned near floor-to-ceiling windows, offering expansive views of Skagit Bay. A wooden table is set for two, complemented by black chairs. Two red leather recliners create a cozy seating arrangement, allowing guests to enjoy the natural scenery.
Guesthouse in Anacortes
4.97 out of 5 average rating, 100 reviews

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. Accessibility: There is a sloped, meandering walkway with some 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.

Guest favourite
The cottage's exterior features a light-colored wood facade with large windows. Surrounding the property, lush greenery and flowering plants create a serene setting. A small seating area is positioned on the lawn, offering a view of the peaceful garden.
Cottage in Eastsound
4.89 out of 5 average rating, 143 reviews

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

Top Guest favourite
Cottage in Eastsound
4.97 out of 5 average rating, 334 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Top Guest favourite
A bright dining area features large windows that frame serene water views. A round table is set with two places, complemented by woven placemats. Natural light enhances the airy ambiance, while the surrounding greenery adds a touch of nature.
Cottage in Lopez Island
5 out of 5 average rating, 307 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Top Guest favourite
Home in Eastsound
4.95 out of 5 average rating, 325 reviews

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

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
4.97 out of 5 average rating, 172 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 hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.
Cabin in Lopez Island
4.91 out of 5 average rating, 243 reviews

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

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!

Top Guest favourite
Home in Eastsound
4.99 out of 5 average rating, 114 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 favourite
Home in Eastsound
5 out of 5 average rating, 109 reviews

Bright, Contemporary, Walk to Town, Cafes & Beach

Experience stylish, contemporary living at Madrona Pointe, our centrally located home! 🌟 Just a short walk from the best shops and cafes, the spacious living area and gourmet kitchen make it easy to enjoy time with friends and family. Cook your own meals or stroll into town to savor local foods and craft drinks. Adventure is at your fingertips with hiking, kayaking, and paddleboarding nearby. Plus, we're only a two-minute walk to Crescent Beach! 🏖️✨

Top Guest favourite
French doors open to a deck showcasing scenic views of Deer Harbor Marina. Boats are seen gently bobbing in the water, surrounded by lush greenery and trees in the background. Natural light illuminates the interior space, enhancing the inviting atmosphere.
Home in Deer Harbor
4.9 out of 5 average rating, 114 reviews

Beachside Captain’s Quarters on Orcas Island

Captain’s Quarters is a cozy waterfront retreat in Deer Harbor, perfect for couples or solo travelers. Located steps from Deer Harbor Marina, the public beach, local restaurants, kayaking, whale watching, and boating adventures, this comfortable getaway features harbor views, a private deck, WiFi, a full kitchen, and everything needed to relax and enjoy the beauty of Orcas Island.

Top Guest favourite
A cozy living room features rich wooden walls and ceiling beams. A large sectional sofa is adorned with various cushions and a soft throw. A coffee table sits at the center, surrounded by potted plants, while a television is mounted on the wall opposite a large window allowing natural light.
Cabin in Eastsound
5 out of 5 average rating, 180 reviews

the Honey BnB

Just a few short miles from Eastsound, the Honey BnB perches on the shore of a small pond teeming with wildlife. From the house you might see ducks, herons, geese, kingfishers, eagles, otters, turkeys, and deer among many other types of birds and beasts. A quick walk to the beach and you'll find plenty of skipping stones and an excellent panoramic view across the water.

Popular amenities for San Juan Island waterfront rentals

Destinations to explore