Holiday rentals with a kayak in San Juan Islands

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Top-rated Accommodation with a Kayak in San Juan Islands

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.

Guesthouse in Eastsound

4.99 out of 5 average rating, 170 reviews

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

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Superhost

The outdoor area features a spacious patio with a covered seating arrangement and a large, shaded table under a blue umbrella. A hot tub is positioned nearby, surrounded by vibrant plants and stone landscaping, with scenic views of the surrounding hills and trees.

Cabin in Eastsound

4.86 out of 5 average rating, 309 reviews

Cedar Orchard Cabin

Located in beautiful Westsound, 5 min from ferry, newly renovated cedar cabin with partial water view. Lovely traditional style, comfortable and perfect for your group's Orcas stay. Great, views, outdoor spaces, fire pit, BBQ, lrg spa, 55 inchTV w/5.1 surround. Steps from marina. Holds up to 6 , 2 bedrooms (2 queens), plus comfy pull out Queen bed on sun porch. Ping pong in game room garage. Large yard with apple and pear tree for delicious eating. Kayak rentals available including Life vests.

LocationOutdoor spacesAmenities

Guest favourite

The outdoor area features a heated pool surrounded by a landscaped garden with various plants and a decorative clay pot. A small hot tub is positioned next to the pool, accompanied by lounge chairs and a shaded seating area under blue umbrellas.

Guesthouse in Eastsound

4.88 out of 5 average rating, 434 reviews

Garden Cottage w/Pool at the Sunburnt Mermaid

Stay at the Sunburnt Mermaid Cottages by boat (nearby marina), ferry or plane. Hot tub with views of sparkling waters of Westsound. Early arrival/late departure at $25/hour when available. Heated Pool (May 15-Sept 25th) ,Fire Pit, outdoor barbecue/ kitchen. Kayak rentals available. Enjoy our Organic vegetable gardens and fruit orchard. Guest rooms have microwave, toaster, fridge, tea kettle, hot plate, internet and ROKU TV. Private exclusive hot tub use October through April 30. Max 2 adults.

Outdoor spacesLocationPool

Top Guest favourite

A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.

Holiday home in Coupeville

4.97 out of 5 average rating, 104 reviews

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

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Top Guest favourite

The cabin is set against a tranquil water view at sunset, framed by towering trees. Soft hues of orange and purple paint the sky, while the serene landscape reflects a peaceful atmosphere. A wooden deck is visible, suggesting a space for relaxation and enjoyment of the scenery.

Cabin in Port Townsend

4.97 out of 5 average rating, 473 reviews

Historic Discovery Bay Beach Cabin Stunning Views

Experience healing and peace with the sound of gentle waves on Discovery Bay. Our cabin was built in 1939 by our grandfather who was an early businessman in Port Townsend. He wisely recognized for decades to come this would be a prized place of rest, enjoyed by 5 generations. Our two kayaks for beginners and new paddle board are available for rent. Explore the unbelievable beauty of the Olympic National Park just a few miles away featuring hiking to rainforests, glaciers, and mountain lakes.

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Top Guest favourite

The treehouse is nestled among trees, featuring a wooden deck that extends outwards. Large glass windows provide views of the surrounding greenery. A cozy sitting area is visible on the deck, creating a seamless connection with nature.

Treehouse in Bellingham

5.0 out of 5 average rating, 100 reviews

Twinleaf Treehouse

Perched amidst the trees, this home blends modern design with the tranquility of nature. The treehouse boasts two cozy bedrooms and a loft, all offering plush bedding and views of the surrounding tree canopy. For those seeking adventure, the treehouse offers lake access for paddling or kayaking and nearby hiking trails. Whether you're looking for a romantic escape, a family retreat, or a solo adventure, the home offers the perfect blend of comfort, and style for an unforgettable stay.

Outdoor spacesValueLaundry

Superhost

A cozy living area features a large sectional sofa and a wooden chair positioned near a fireplace surrounded by a brick wall. Large windows illuminate the space, allowing natural light to highlight the scenic water views beyond.

Cottage in Camano

4.93 out of 5 average rating, 193 reviews

Charming Camano Cottage w Private Beach Access

Fall in love with island life in our charming, cozy cottage! This newly renovated, 2 bed, 1 bathroom home has everything you need for a relaxing weekend away. Located on the east side of Camano Island, the cottage has stunning views of Port Susan and some of the most magnificent sunrises you'll ever see! Private beach access is located less than two minutes from the front door and two single kayaks will allow you to enjoy all that the bay has to offer. Relax, unwind & enjoy!

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Top Guest favourite

The lakefront property is framed by tall trees, showcasing a two-story wooden structure with large decks. The water reflects the home's natural surroundings, while a set of stairs leads down to the dock. The tranquil setting highlights the connection to nature.

Cabin in Bellingham

4.98 out of 5 average rating, 224 reviews

Lakefront Cabin on Lake Whatcom - Private

Come "hideaway" on Lake Whatcom and make some lasting memories with friends and family. This beautifully designed Lakefront property has everything you have been looking for in a Lake getaway. Enjoy stunning Lake views, dock access and activities all year round! We call it the Hideaway because, once you get here you won't want to go home. Relax and soak in all the nature the area has to offer. We are only 15 minutes from downtown Bellingham, 80 minutes from Seattle.

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Top Guest favourite

A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.

Guest suite in Eastsound

4.98 out of 5 average rating, 319 reviews

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, two kayaks, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability located in the three ring binder in the unit.

ValueOutdoor spacesRiver

Guest favourite

An outdoor living space features comfortable seating around a propane fire pit, illuminated by string lights overhead. Two kayaks are mounted on the wall, and a hot tub is positioned nearby, providing a relaxed ambiance for gatherings.

Cottage in Eastsound

4.93 out of 5 average rating, 145 reviews

Dog friendly cottage w/Hot Tub+Kayaks

The cottage features partial ocean views with a fenced front yard. Enjoy 3 kayaks, hot tub, & propane fire pit and BBQ. The floor plan is wonderful for multiple couples or 2 small families. Both floors provide privacy of separate spaces while seamlessly flowing together, each featuring comfortable living areas (kitchen, bathroom, & bedroom). Relax in the hot tub, kayak, & e-bike to town. Pet fee $100, $50 for 2nd pet Signed rental agreement required

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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

4.91 out of 5 average rating, 281 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!

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Top Guest favourite

Cabin in Port Townsend

5.0 out of 5 average rating, 206 reviews

Waterfront + Kayaks + Theater + Sauna + Hot Tub

Named BEST PLACE TO STAY NEAR OLYMPIC NATIONAL PARK by Rolling Stone! Wake up with the beach steps away. Launch kayaks, explore the shoreline, then enjoy your private theater and game room. This waterfront cabin offers room to play, relax, and reconnect. Enjoy private beach access, wildlife watching, s’mores by the fire, and inviting spaces to slow down and recenter. Close to hiking, wineries, and Port Townsend’s shops and restaurants.

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