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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Top guest favorite

Cottage in Ferndale

4.97 out of 5 average rating, 253 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 a small group. Dog-$40 fee-2 max. Inform when booking.

Superhost

Guesthouse in Eastsound

4.88 out of 5 average rating, 400 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.

Top guest favorite

Guesthouse in Eastsound

4.98 out of 5 average rating, 131 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 Friday Harbor

4.88 out of 5 average rating, 81 reviews

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)

Guest favorite

Cottage in Friday Harbor

4.89 out of 5 average rating, 93 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, 85 reviews

Bright, Contemporary, Walk to Town & Beach

Experience stylish, contemporary living at Madrona Pointe, our centrally located home! 🌟 Just a short walk from the best shops and cafes, the spacious living area and gourmet kitchen make it easy to enjoy time with friends and family. Cook your own meals or stroll into town to savor local foods and craft drinks. Adventure is at your fingertips with hiking, kayaking, and paddleboarding nearby. Plus, we're only a two-minute walk to Crescent Beach! 🏖️✨

Superhost

Cabin in Ferndale

4.86 out of 5 average rating, 178 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

Cottage in Eastsound

4.92 out of 5 average rating, 98 reviews

Dog friendly cottage w/Hot Tub+Kayaks, & e-bike

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

Guest favorite

Home in Decatur Island

4.91 out of 5 average rating, 238 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

Home in Ferndale

4.91 out of 5 average rating, 116 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 Jun-Sep.

Guest favorite

Cottage in Eastsound

4.98 out of 5 average rating, 122 reviews

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 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, 158 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.