Vacation rentals with a kayak in San Juan Islands

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Top-rated kayak rentals in San Juan Islands

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Top 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

4.99 out of 5 average rating, 137 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

4.95 out of 5 average rating, 128 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

An aerial view captures the lakehouse nestled among tall trees, with the serene waters of Lake Martha visible in the background. A well-maintained lawn surrounds the home, and neighboring properties are partially visible. The sky displays a blend of colors as the sun sets.

Home in Stanwood

4.97 out of 5 average rating, 126 reviews

Green Gables Lakehouse

Inspired by Anne of Green Gables and beautifully remodeled by Beach & Blvd, this 1915 lakehouse will bring a wonderful sense of serenity to your next escape. This waterfront home is located on Lake Martha, a 60-acre body of water that's great for swimming, boating, and year-round fishing. Enjoy the private dock, a large shaded porch, firepit, BBQ and an expansive lawn rolling down to the lake's edge. Gas-powered motorboats not permitted. 2 kayaks, pedal boats, and standup paddleboards provided.

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

4.97 out of 5 average rating, 385 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 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

4.96 out of 5 average rating, 161 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!

Guest favorite

The scene captures a tranquil view of a calm body of water, bordered by lush greenery and trees. The shoreline features gentle slopes of grass and patches of earth, while small logs and branches are arranged nearby, creating a natural, serene setting.

Cottage in Friday Harbor

4.88 out of 5 average rating, 100 reviews

Tidelands Cottage

There is a serenity to Tidelands Cottage. The quiet is conspicuous. You will not see another residence from the house or yard. Inside the craftsman-style cottage, we have created a space where you can decompress from the clutter of life. The design is both open and comfortable, and has finer finishes--walnut counter tops, custom trim details, original artwork on the walls. Large south and west facing windows offer both natural light and expansive views of the natural beauty.

Top guest favorite

A serene view showcases a stunning sunset over calm waters, with a vibrant orange and yellow sky reflecting on the surface. A white railing frames the scene, emphasizing the peaceful atmosphere of the waterfront setting.

Home in Langley

5 out of 5 average rating, 112 reviews

Sunset Beachfront Getaway w/Kayaks & Paddle Boards

Whidbey Shores coastal getaway that has both Sunrises & Sunsets on low bank beachfront, and stunning 180 degrees views of Mt. Baker and Camano Island. Kick back and relax spotting seals, eagles and grey whales passing through the Saratoga Passage. Spend your days playing in the water with kayaks and paddle boards. Enjoy private beach access right in the backyard and at low tide you have miles of sandy beach to explore between your toes. Come and create wonderful memories!

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, 252 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 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

4.98 out of 5 average rating, 291 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.

Guest favorite

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

4.95 out of 5 average rating, 196 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.

Guest favorite

Island in Orcas

4.86 out of 5 average rating, 167 reviews

The Landing at Orcas Villa Two with Sauna

VILLA 2 ... Beautiful 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 wooden patio extends toward the lake, featuring two black chairs positioned on a light-colored rug. The tranquil water reflects green mountains and blue skies, with scattered clouds above. A private dock is visible, providing direct access to the lake.

Cabin in Port Angeles

4.98 out of 5 average rating, 102 reviews

Boathouse Bungalow

Take it easy at this unique and tranquil getaway. Boathouse bungalow is a converted boathouse steps from the Lake Sutherland. You have the property to yourself with the bungalow as well as an enclosed gazebo with a dedicated work space. A few miles down the road spend the day at Lake Cresent or enjoy one of the many hikes in the Olympic National Park.