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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Guest favorite

Cottage in Eastsound

4.89 out of 5 average rating, 108 reviews

Willow Beach Cottage

Willow Beach Cottage, relaxing 100 year old Cape Cod original caretakers cottage. 1 to 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Our beach, campfire, kayaks, paddle boards & games may also be used by our separate cabin guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

Guest favorite

Home in Eastsound

4.93 out of 5 average rating, 103 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

Cabin in Ferndale

4.97 out of 5 average rating, 156 reviews

Dog-Friendly, Beachfront, Mid-Term Rental.

Don't miss this rare opportunity to live and work in your beachfront oasis. Immerse yourself in the beauty of nature, enjoy the company of your furry friend, and achieve new levels of productivity in this coastal haven. Bring your four-legged friend along! The fully fenced yard offers a safe space for your furry companion to roam and play. Lightning-fast, reliable internet, ensuring seamless remote work. Ideal for those seeking a flexible mid-term rental to balance work and leisure.

Guest favorite

Cottage in Ferndale

4.96 out of 5 average rating, 193 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-$40-2 max. Inform when booking.

Guest favorite

Farm stay in Eastsound

4.89 out of 5 average rating, 70 reviews

Tiny Garden Cabin on 4 acre waterfront farm

Our farm with a private beach is an oasis of beauty and tranquility. Homemade muesli, non dairy milk, juice, locally roasted coffee, tea and a basket of healthy snacks await your arrival. Everything we serve is vegan. We love animals so our farm is dairy free. Enjoy four acres of gardens, orchards, lawn and beach. Beach comb, row out to an island, star qaze in the hot tub, pick what's ripe in the garden, play with farm animals, or lay in a hammock. VR permit number 05-PROV19

Guest favorite

Cottage in Friday Harbor

4.88 out of 5 average rating, 80 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, 59 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!

Guest favorite

Cabin in Ferndale

4.87 out of 5 average rating, 134 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.

Superhost

Home in Decatur Island

4.89 out of 5 average rating, 203 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, 142 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

Guest suite in Eastsound

4.97 out of 5 average rating, 224 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

Home in Ferndale

4.9 out of 5 average rating, 93 reviews

"Ocean view retreat with beach access"

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.