Vacation rentals in San Juan County

4.83 out of 5 average rating, 588 reviews

Farm stay in Eastsound

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

Superhost

A vibrant garden area features a variety of plants and flowers in full bloom, including irises and greenery. An archway is visible in the foreground, leading towards the charming red barn, which is surrounded by lush foliage and additional outbuildings in the background.

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.

The cabin stands illuminated against the night sky, a soft glow emanating from its windows. The moon reflects on the water nearby, while dark trees frame the structure, creating a serene setting by the shore.

4.98 out of 5 average rating, 129 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.

4.98 out of 5 average rating, 176 reviews

Home in Eastsound

Stylish, Gourmet Kitchen, Minutes to Moran Park

Tree Haven is the perfect getaway for friends and small families! 🌲 Located near Eastsound, Moran State Park, and the Rosario Resort Marina, adventure is just minutes away. Our well-appointed home features an open floor plan and a separate media room for lounging or extra guests. Enjoy amazing outdoor dining on the deck, all nestled among tall, beautiful trees. Tree Haven offers a peaceful retreat while still being close to shops, beaches, trails, and kayaking. Your island adventure awaits!🏖️

4.97 out of 5 average rating, 295 reviews

A spacious deck features a bistro table with four chairs, offering a serene setting among tall trees. Scenic views of the water can be seen in the distance, with soft light filtering through the branches. The deck provides an inviting space for outdoor relaxation.

Cottage in Eastsound

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Guesthouse in Friday Harbor

A comfortable cottage appears nestled in a lush green landscape during the early morning light. The yard is surrounded by tall trees and patches of wild grasses, providing a serene natural setting. The inviting porch extends from the side of the cottage.

4.93 out of 5 average rating, 653 reviews

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing you to relax after a day of exploring the island). There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

4.97 out of 5 average rating, 168 reviews

An outdoor space features a modern soaking tub nestled against smooth wood paneling. Lush greenery surrounds the area, including potted plants and desert cacti. Smooth concrete flooring complements the natural elements, creating a serene atmosphere in this private courtyard.

Home in Friday Harbor

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

Superhost

Cottage in Eastsound

4.83 out of 5 average rating, 131 reviews

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

FoxGlove Cottage is nestled into the shoreline of Deer Harbor on Orcas Island. You will enjoy coffee or wine on the back deck with one of the most epic views this island offers. Walk out your back door to the beach, the marina or for local fare. This cottage newly updated. It is charming and quaint and ready to make memories for your family. We are pet friendly with pre approval. You are able to fly into Deer Harbor on Kenmore Air or use the Washington State Ferry System.

4.97 out of 5 average rating, 250 reviews

A charming cottage is surrounded by vibrant flower beds, featuring orange poppies and lush greenery. A seating area with wooden chairs is visible next to the cottage, enhancing the inviting outdoor space. The backdrop includes trees and natural foliage, creating a serene atmosphere.

Cottage in Eastsound

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Superhost

A small kitchenette area is shown, featuring a sleek coffee maker on a wooden countertop. A tray shaped like a fish holds coffee pods, creamers, and a paper cup. A microwave is located below the counter, and natural light enters through a window covered with dark curtains.

Guest suite in Eastsound

4.89 out of 5 average rating, 125 reviews

Entire Guest Suite on Orcas Golf Course

🌟 Introducing our new private bedroom with a private bathroom: 🛏️ Enjoy a comfortable stay with 1 king bed. 🚪 The space has its own private entry for your convenience. 🌳 Located directly on the Orcas Island Golf Course, perfect for golf enthusiasts! 🍽️ While there's no kitchen, amenities include a small fridge/freezer combo, microwave, and access to an outdoor grill. Experience relaxation and convenience at Orcas Island – book your stay now! 🏌️‍♂️

A fluffy owl perches on a tree branch, surrounded by a soft blur of natural foliage. The owl’s plumage appears thick and textured, blending shades of gray and white, while soft moss hangs from the branches, enhancing the serene forest atmosphere.

5 out of 5 average rating, 248 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

An inviting sleeping area features a spacious bed with neutral bedding against a backdrop of natural wood beams. A window allows natural light to fill the room, while a small desk and chair are placed near the bed, providing a functional space.