Beachfront vacation rentals in San Juan Island

Guesthouse in Eastsound

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.

Guesthouse in Eastsound, Washington

Garden Cottage w/Pool at the Sunburnt Mermaid

Bright, colorful cottage online Sunburnt Mermaid Estate. Hot tub (year round) with views of sparkling waters of Westsound. Early arrival/late departure at $25/hour when available. Heated Pool (May 7-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, BBQ, internet and ROKU TV. Private exclusive hot tub use October through April 30. Max 2 adults.

Nov 23 – 30

Cottage in Lopez Island, Washington

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Feb 27 – Mar 6

Cottage in Friday Harbor, Washington

Sawmill Creek Cottage

Enticing Waterfront Cottage! (SJ County Permit #99SJ50)Our small but charming 400 sq. ft. cottage offers seclusion & peace, a mile from town, but a step back in time & away from hustle & bustle. The small cottage is the original caretaker's cottage from the '50's, but now belongs in the modern world with renovated bathroom, and full kitchen, including quartz counters and new appliances, and washer/dryer. Enjoy our new Queen sized Tempurpedic Brand bed in the separate bedroom.

Feb 8 – 15

Cottage in Eastsound, Washington

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking distance to restaurants, shopping, and the Eastsound Waterfront Park. Enjoy the sunrise and East Sound views from the deck, the sofa, and even the comfortable queen size bed in this lovely 300 sq. ft. cottage. This is the perfect solo or couple's 'getaway' cottage with all new appliances, quartz countertops, tile bathroom, comfy bedding and new flooring.

Mar 6 – 13

Cottage in Friday Harbor, Washington

Windance Cottage

Northwewst contemporary designed guest house. Lots of sunlight and great views of the Straights, Mountains and an abundance of sea life, eagles, deer, fox, and other wildlife. Private tennis court with basketball hoops. Private cove to launch your kayak or just some great tide pooling. Note; Owners home is on the property. The cottage sets back approximately a football field away from the main house, affording it’s own privacy. Owners are normally always on property.

Aug 21 – 28

Home in Eastsound, Washington

Luxe Beach House, exceptional waterfront retreat

The Beach House is an exquisite beachfront home perfect for romantic getaways. With a beautiful fireplace in the center room, the gourmet kitchen and elegant living space overlook the water. Outside, relax under the stars with outdoor dining and a hot tub on decks connecting you to manicured grounds and a private trail to the beach. With rare waterfront access, you can enjoy sunset walks, kayaking, or swimming right outside your suite.

Mar 28 – Apr 4

Guest suite in Eastsound, Washington

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.

Oct 21 – 28

Cottage in Friday Harbor

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

Jan 26 – Feb 2