Vacation rentals with a kayak in San Juan Islands

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Top-rated kayak rentals in San Juan Islands

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

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Top guest favorite

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

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.

ValueLocationParks

4.99 out of 5 average rating, 172 reviews

Top guest favorite

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.

Vacation home in Coupeville

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!

Outdoor spacesLocationGrill

4.97 out of 5 average rating, 104 reviews

Top guest favorite

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

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.

Outdoor spacesLocationHeating

4.97 out of 5 average rating, 476 reviews

Top guest favorite

A private elevated deck offers views of a serene lake surrounded by lush greenery. Gentle curves of the shoreline are visible, along with a small dock. Comfortable outdoor seating is positioned on the deck, inviting relaxation in a tranquil setting.

Home in Friday Harbor

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

IDEAL FOR FAMILIES & REUNIONS! 20 acre gated estate in the woods. Hot Tub, private filtered Lake, King beds, memory foam, and SHEEX (softest sheets ever!) 65" FLAT SCREEN and 7 more in 4 BR's. 3 baths, Large LR, dining for 10+, piano, game room, pool table, ping pong, 2 wood stoves, washer/dryer, breakfast table, gourmet kitchen & kitchenette. Huge 2 story home, 30 ft soaring beamed ceilings. Elevated deck, gas BBQ and dining looks out at Mountains and water! Child's giant swingset (2022)

Outdoor spacesValueGrill

4.9 out of 5 average rating, 100 reviews

Top guest favorite

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

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.

ValueOutdoor spacesLaundry

5.0 out of 5 average rating, 102 reviews

Top guest favorite

The image captures a serene sunset over calm waters, with the sun setting on the horizon. The rustic cabin is framed by trees, and a grassy area with a picnic table and small boats is visible. Gentle waves reflect the warm colors of the sky.

Home in Eastsound

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 bedrooms. Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ, and mini-gym. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032

LocationValueHiking

4.95 out of 5 average rating, 142 reviews

Top guest favorite

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

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.

Outdoor spacesLocationGrill

4.98 out of 5 average rating, 226 reviews

Top guest favorite

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

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.

LocationValueCheckout

4.98 out of 5 average rating, 320 reviews

Top guest favorite

Cabin in Port Townsend

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.

Outdoor spacesValueView

5.0 out of 5 average rating, 206 reviews

Guest favorite

A spacious deck is surrounded by tall trees, offering expansive views of the lake. A large wooden table is centered on the deck, accompanied by black woven chairs. A grill is positioned in the corner, inviting outdoor dining and relaxation.

Cabin in Sudden Valley

Casa Las Nubes NEW! Whatcom Lakefront Cabin/HotTub

Explore a beach haven at Casa Las Nubes by Groovy Stays, only 15 mins from downtown Bellingham, within 80 mins of Seattle and Vancouver, BC. Enjoy breathtaking sunrises and 180-degree panoramic views of Lake Whatcom from our renovated waterfront cabin. Experience serenity and keep an eye out for friendly deer. We’re pet-friendly! 50lbs Max. Up to 2 dogs. $100 per pet. No parties; it's a peaceful family retreat.

Outdoor spacesValueSleep quality

4.86 out of 5 average rating, 263 reviews

Guest favorite

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

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 Summer Saturday Market. Kayaking and great hiking right from the beach!

LocationValueSleep quality

4.91 out of 5 average rating, 282 reviews

Top guest favorite

A modern living area features large glass doors that provide natural light and views of the outdoors. A mounted TV is situated above a sleek electric fireplace, while a comfortable leather sofa invites relaxation. A round mirror enhances the space next to a minimalist wooden shelf.

Home in Bow

Samish Lookout

***Level 2 EV Charger just added!*** Cozy and tranquil Couple's getaway. Completed in 2022, this property boasts incredible water views and a stylish and modern interior. A huge second-floor deck allows for outdoor enjoyment and taking in the views. Inside, you will find a fully stocked kitchen, and a gorgeous bathroom with a giant double-shower.

LocationValueFamily

4.96 out of 5 average rating, 309 reviews