Vacation rentals with a kayak in San Juan Islands

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in San Juan Islands

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Guest favorite

A yellow kayak glides over calm waters, reflecting the shoreline's lush greenery. In the background, a charming white cabin is nestled among trees, providing a peaceful retreat by the water's edge.

Guesthouse in Eastsound

4.98 out of 5 average rating, 126 reviews

Waterfront Guest Cabin on private beach 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.

Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 120 reviews

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

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). 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. 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

Top guest favorite

Adirondack chairs are arranged around a modern propane fire pit on the deck, offering an unobstructed view of the calm water and fading sunlight. The horizon displays soft tones of orange and pink as day transitions to night.

Home in Camano

4.98 out of 5 average rating, 123 reviews

Beach front Saratoga Passage

Enjoy breathtaking views of the Sound and Olympic Mountains while relaxing on one of the three decks of our newly remodeled waterfront home. Our modern beach house features three spacious upstairs bedrooms around a separate sitting area, a large living and dining space downstairs, and bathrooms on both levels. You can spot seals, bald eagles, and whales while walking along the no bank beach steps from our front door. Sip wine around the propane fire pit while enjoying the magnificent sunset.

Top guest favorite

A wooden deck overlooks the water at sunset, with a serene view of the mountains in the distance. Two chairs and a hammock provide seating options, while a large umbrella offers shade. The calming scenery invites relaxation and enjoyment of the natural surroundings.

Cabin in Port Townsend

4.97 out of 5 average rating, 364 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.

Guest favorite

A tranquil pool area features a spacious swimming pool and hot tub surrounded by a decorative patio. Multiple blue umbrellas provide shade over lounge chairs and tables. Lush greenery and colorful plants are visible along the perimeter, creating a serene outdoor setting.

Guesthouse in Eastsound

4.89 out of 5 average rating, 227 reviews

Poolside Cabana at the Sunburnt Mermaid

Poolside Cabana is a uniquely modified 26' traveler, 1 BR 2 BA w/private deck, sparkling water views of Westsound from our pool and hot tub. Guests can also take float plane or personal boat direct to Westsound marina within walking distance, We provide transportation to and from marina or Eastsound Airport. Kayak rentals available from our beach and tidelands. Organic vegetable gardens and fruit orchard. Microwave, instapot, toaster, fridge, tea kettle, hot plate, internet and ROKU TV Max 2

Top guest favorite

The exterior of a contemporary waterfront home is showcased, featuring a sloped green metal roof and expansive glass doors. A spacious deck is visible, furnished with seating and a hot tub. Surrounding trees create a serene backdrop against the twilight sky.

Home in Kingston

5 out of 5 average rating, 141 reviews

Saltwood | Waterfront, Hot tub, Beach, Wildlife

Welcome to SaltWood Bluff, a one-of-a-kind escape into the Pacific Northwest. Perched above the Puget Sound, this 1930s waterfront home has been transformed into an elegant, contemporary space that's perfectly tailored to couples, families, and bigger groups. It boasts open and spacious living areas, unbeatable views, and thematic bedrooms. The unique design and thoughtful detail is like nothing you've ever experienced at an Airbnb. Don't believe it? Book today and find out! @SaltWoodBluff

Guest favorite

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

4.95 out of 5 average rating, 147 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!

Top guest favorite

An elevated view of the oceanfront cabin is framed by lush greenery and tall trees. The sloped roof and expansive windows reflect the surrounding natural beauty and views of Discovery Bay, enhancing the retreat's serene atmosphere.

Cabin in Port Townsend

5 out of 5 average rating, 137 reviews

Discovery Bay Lookout: Kayaks & Family Fun!

Experience breathtaking views of Discovery Bay from every room at our secluded waterfront retreat. Relax in the hot tub or sauna overlooking the bay, enjoy private beach access, cozy up by the fireplace, or have fun in the game room—all at your wooded waterfront oasis. Located just minutes from charming Port Townsend, this getaway offers easy access to local restaurants, wineries, and hiking trails, making it perfect for relaxation or adventure.

Guest favorite

A rustic shed with an orange door is nestled among lush greenery near the shoreline. Brightly colored kayaks rest on the grassy area in front of the shed, while large trees provide shade and the calm water reflects the blue sky in the background.

Home in Decatur Island

4.91 out of 5 average rating, 236 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 favorite

A serene dock extends into calm waters, featuring colorful kayaks secured at its edge. Nearby, a grassy area offers seating with several Adirondack chairs arranged in a circle, providing a perfect spot to relax and enjoy the waterfront views.

Cottage in Eastsound

5 out of 5 average rating, 153 reviews

The Cottages at Twin Coves, Orcas Island (#2 of 2)

COMING IN SPRING OF 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

Superhost

Island in Orcas

4.85 out of 5 average rating, 152 reviews

The Landing at Orcas Villa Two with Sauna

Waterfront VILLA 2 ... NEW :: sauna on the terraced lounge area for guests of the resort... Located directly at the Orcas Ferry Landing...you can hear and see the ferry! The Landing at Orcas Cottage TWO is a wonderful place to stay and enjoy Orcas. This cottage has a mini fridge, coffee, and microwave. Cottage Two has an awesome view of the ocean and the ferry. You can walk to restaurants and awesome grocery store.

Top guest favorite

A ground-level suite is visible next to a collection of kayaks in various colors, resting on a gravel pathway. The rustic exterior of the building features dark wood siding, blue-green trim, and large windows. Surrounding trees create a natural backdrop, enhancing the serene outdoor setting.

Guest suite in Eastsound

4.97 out of 5 average rating, 277 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, kayak launch, 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.