Vacation rentals with a kayak in San Juan County

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Top-rated kayak rentals in San Juan County

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Superhost

Guesthouse in Eastsound

4.88 out of 5 average rating, 397 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.

Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 118 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

Guest favorite

Guesthouse in Eastsound

4.98 out of 5 average rating, 118 reviews

Waterfront Guest Cabin on private beach estate

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 and kayaks for guests to use. Seals, otters, Eagles and deer are your neighbors. Walk to Turtleback Mountain hiking south trailhead. The secluded Hot Tub is spontaneously private for either cabin to use, but not at the same time. It has always worked out well for many years of guests enjoyment.... tucked under madrona trees 75 feet away from either cabin.

Guest favorite

Cottage in Ferndale

4.97 out of 5 average rating, 221 reviews

Sandy’s Beach House - stunning sunsets!

Don't forget your camera! Waterfront, Sunsets, seals, bald eagles, the Pacific Ocean as far as the eye can see! Just a few of the sights from Sandy's Beach house! Sandy Point is a small community on the lovely shores of Puget Sound. Approx 15 mins from Ferndale, the 'true city’ of Sandy Point, & nearly 20-25mins from Bellingham. Sandy's cabin has two queen bedrooms- & pull-out cot in living room. Perfect for couples or small group. Dog-$40 fee-2 max. Inform when booking.

Guest favorite

Cottage in Friday Harbor

4.89 out of 5 average rating, 91 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.

Guest favorite

Home in Eastsound

5 out of 5 average rating, 76 reviews

Bright, Contemporary, Walk to Town & Beach

Enjoy this stylish, centrally-located home. Madrona Pointe offers contemporary living within walking distance to the best shops and cafes. The spacious living area and gourmet kitchen make your time with friends and family a breeze. Create your own meals or walk into town to try some of the finest local foods and craft drinks. You can easily head off for hiking, kayaking, paddle board, or exploring the islands. We are in town and just a two-minute walk to Crescent Beach!

Superhost

Cabin in Ferndale

4.85 out of 5 average rating, 163 reviews

Waterfront Shalom Cabin in Sandy Point

Have a dream oceanfront getaway at beautiful Lummi Bay! A cute two-bedroom cabin is fully equipped for your vacation. Tastefully renovated with new furniture and kitchen equipment. Relax on the beach as you watch the early golden sunrise. Take the canoe out for a paddle in the waters of Lummi Bay. Grab a bundle of firewood at the local convenience store. Dog friendly ($20 fee each) 2 max. See pet fee at booking. Note: BBQ put away for winter.

Guest favorite

Home in Decatur Island

4.9 out of 5 average rating, 222 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!

Guest favorite

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.

Guest favorite

Home in Ferndale

4.91 out of 5 average rating, 111 reviews

"Ocean view retreat with beach access and kayaks"

Welcome to your peaceful beachside getaway at Neptune Escape. Soak in the tranquil views as you reset, in this tri-level, 3-bedroom 2.5 bath home. The open-concept living space features floor-to-ceiling windows that highlight the unmatched oceanside sunsets. Just steps away from the beach, this is the ideal destination to reconnect with family and friends in this beautiful private setting. Kayaks are available for guest use May-Sep.

Guest favorite

Cabin in Ferndale

4.97 out of 5 average rating, 162 reviews

Dog-Friendly, Beachfront Cottage with fenced yard.

Don’t miss this fantastic opportunity to live and work in your beachfront paradise! Enjoy the stunning natural beauty, bring your furry friend, and boost your productivity with lightning-fast internet. The fully fenced yard offers a safe space for pets. Ideal for a flexible mid-term rental to balance work and leisure in a vibrant, dog-friendly neighborhood. Plus, it’s a fabulous place to unwind and relax on a family vacation!

Guest favorite

Guest suite in Eastsound

4.98 out of 5 average rating, 252 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.