Waterfront holiday rentals in San Juan Island

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Top-rated waterfront rentals in San Juan Island

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

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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, 137 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
A spacious deck features two black Adirondack chairs facing the ocean, offering unobstructed views of the sunset over the water. The sun reflects warmly on the surface of the sea, with a backdrop of distant mountains under a colorful sky.
Cabin in Oak Harbor
5 out of 5 average rating, 209 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

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, 286 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
A charming cottage sits by the water's edge, surrounded by lush greenery and trees. The gentle slope leads to a rocky beach, with a sea wall visible. Red outdoor seating is positioned on the lawn, offering a space to enjoy views of the bay.
Home in Friday Harbor
4.97 out of 5 average rating, 330 reviews

Unique Waterfront Beach House - pets welcome!

This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all with a lush back yard that looks out over the bay with incredible views of Jackson Beach. At low tide you can step off the sea wall on the property and walk across to explore to your heart's content. When you're done with your day, the sound of gently running water outside will lull you to sleep Fiber internet connection allows your whole family to work or remote school.

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 306 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 spacious living area features large fold-back doors that open to a deck with ocean views. Natural light floods the room through skylights. A comfortable sectional sofa is positioned near a modern fireplace, while a dining area with stylish chairs is visible in the background.
Home in Blaine
4.99 out of 5 average rating, 180 reviews

Waterfront Luxury | The Perch at Birch Bay

Modern luxury on the beach with 180 degrees of oceanfront sunset and mountain views! 24 feet of fold-back doors open to the 40’ beachside deck.. feel relaxation take over as the sound of the waves roll in. Spa-like bathroom with a 6’ x 5’ shower for two, complete with dual shower heads and oversized rain-shower in the center. After sunset, watch a movie on the 84” 4K screen in full surround, or grab one of our board games and gather around the table with whole-home music of your choice.

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, 154 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.

Top guest favourite
A private deck is visible, featuring a couple of red chairs and a potted plant. The view showcases calm waters reflecting the sky and surrounding hills, with trees lining the shoreline, creating a serene landscape.
Apartment in Eastsound
4.99 out of 5 average rating, 223 reviews

Templin Haven

This is a special place right on the water, facing west, overlooking Fishing Bay and Indian Island in Eastsound on Orcas Island. I am one of three waterfront units in Eastsound and have tried to provide everything you will need for a wonderful experience on Orcas. This unit is steps away from all the shops, restaurants, bakery, museum and galleries of our little village of Eastsound. Also, I am a fourth generation islander so ask me some Orcas Island history!

Top guest favourite
Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.
Home in Decatur Island
4.92 out of 5 average rating, 266 reviews

Hobby Farm Remote private island! Escape Seattle!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the old fashioned Country Store for milkshakes and coffee. We also have a great Farmers Market! Kayaking from the beach!

Top guest favourite
An open-plan living and dining area features large windows offering unobstructed views of Penn Cove and the distant Olympic Mountains. A wooden dining table, surrounded by six chairs, sits adjacent to a cozy seating arrangement. Colorful artworks adorn the walls, adding character to the space.
Home in Oak Harbor
4.96 out of 5 average rating, 203 reviews

House on Penn Cove: Charming Low Bank Waterfront

The House on Penn Cove is located on a private road going down a cliff to no bank water front, so this a very private location. There is unobstructed Penn Cove views and the historic town of Coupeville can be seen across the cove. On clear days, you have a spectacular view of the Olympic Mountain range. The house has a Mid Century Modern design with particularly the Pink Kitchen being something that has to be seen.

Top guest favourite
A cozy living space features wooden beams along the ceiling and large sliding doors that open to a balcony. Two circular chairs are positioned near a low wooden coffee table, with a small plant adding a touch of greenery. A small desk is visible, complemented by a wood stove.
Cottage in Pender Island
4.95 out of 5 average rating, 146 reviews

The Salty Goose - Private Cottage beside the Ocean

The Salty Goose is the perfect place to unwind with your loved one. Enjoy the ocean breeze from the balcony of our private cottage getaway. The beach and government dock are also located right across the street. Relax as you enjoy all nature has to offer; seal, deer, eagle and raven are all common sightings here. Our cottage is within walking distance to the Driftwood Center, Cidery, Marina, and Winery!

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, 175 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 waterfront rentals in San Juan Island

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