Vacation rentals in Eastsound

A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.

4.99 out of 5 average rating, 136 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.

4.97 out of 5 average rating, 302 reviews

The cottage features a spacious deck with several black bistro chairs and a table, surrounded by lush greenery. French doors provide access to the interior, and a gas BBQ is positioned nearby for outdoor cooking.

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 ✨

4.97 out of 5 average rating, 276 reviews

A spacious wooden deck is shown, featuring two comfortable chairs and a glass table. Potted plants add greenery, while a scenic view of the water and distant mountains can be seen in the background under a clear blue sky.

Apartment in Eastsound

Wake up to this! Near Eastsound!

Cozy Studio space with an AMAZING water view up the straight and memorable sunsets. Kitchen, full bathroom, Queen Bed & TV. Located in woods up steep, gravel road. This space is attached to our home with private entrance and deck. We do have a three night minimum, as of 6/5/25 we have these two night openings: 6/20- 6/21--check out by 11am on 6/22 7/11-7/12-- check out by 11am on 7/13 8/20-8/21--check out by 11am on 8/22 9/4-9/5--check out by 11am on 9/6 message me! PPROVO-15-0022

A serene outdoor area features a wooden deck with a dining set and views of the water. Lush greenery and flowering shrubs frame the pathway leading to the house, complemented by rocks and plantings, enhancing the tranquil setting.

4.95 out of 5 average rating, 282 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

4.91 out of 5 average rating, 218 reviews

A spacious studio room features a large bed adorned with a colorful patchwork quilt. A cozy seating area with a sofa is positioned nearby, and a dining table is situated to the right. Soft natural light enters through multiple windows, illuminating the warm wood accents.

Loft in Eastsound

The Spinnaker Studio at SeaStar Lofts

Beautifully appointed condo with every amenity, overlooking the heart of charming Eastsound Village. Every convenience is provided: fine linens, tasteful decor, fully equipped kitchenette, locally roasted coffee, flat screen tv, and cozy propane heating stove. Enjoy a stroll down the beach and walk to all conveniences. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

4.99 out of 5 average rating, 220 reviews

A private deck is visible, featuring a couple of red chairs and a potted plant. The view showcases calm waters reflecting the sky and surrounding hills, with trees lining the shoreline, creating a serene landscape.

Condo in Eastsound

Templin Haven

This is a special place right on the water, facing west, overlooking Fishing Bay and Indian Island in Eastsound on Orcas Island. I am one of three waterfront units in Eastsound and have tried to provide everything you will need for a wonderful experience on Orcas. This unit is steps away from all the shops, restaurants, bakery, museum and galleries of our little village of Eastsound. Also, I am a fourth generation islander so ask me some Orcas Island history!

4.97 out of 5 average rating, 256 reviews

A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.

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 spacious room features a king bed covered with a deep blue blanket, complemented by a nautical decor piece on the wall. A seating area with an armchair and a television can be seen. Large glass doors open to a patio overlooking the natural landscape.

Guest suite in Eastsound

4.89 out of 5 average rating, 131 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 breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.

5 out of 5 average rating, 258 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.

A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.

4.94 out of 5 average rating, 344 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

4.96 out of 5 average rating, 139 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

4.98 out of 5 average rating, 288 reviews

A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.

Guest suite in Eastsound

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.

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Popular amenities for Eastsound vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Eastsound

4.95 out of 5 average rating, 58 reviews

A relaxed living space features a dark gray sofa adorned with an array of patterned cushions in shades of blue. A wooden coffee table sits in front, while a small dining area is visible in the background, illuminated by soft natural light.

Cottage in Eastsound

Charming hidden Rosemary Cottage, right in town!

The exterior of the cottage features a gray facade complemented by a wood deck and sliding glass doors. A small window and a door are visible on one side, surrounded by a landscaped area with rocks and greenery.

5 out of 5 average rating, 13 reviews

North Beach Cottage on Orcas Island

A hot tub is positioned on a wooden deck, offering views of the lush surroundings and distant water. Two glasses of red wine are placed on the small table between the tub's seats, suggesting a relaxing environment.

5 out of 5 average rating, 6 reviews

Bramble Seaview Cottage

4.95 out of 5 average rating, 74 reviews

The exterior of the cabin features a rustic wooden facade with cedar shingles and a welcoming red porch. A sturdy front door is framed by lush greenery, and the surrounding trees create a natural backdrop, enhancing the secluded atmosphere of the home.

Cabin in Eastsound

Cozy Home Nestled in the Trees

5 out of 5 average rating, 20 reviews

A scenic view of the waterfront is captured from a wooden balcony. Calm waters reflect the sky, while distant hills frame the landscape. Lush greenery and trees are visible along the shoreline, creating a serene atmosphere.

Apartment in Eastsound

Waterview 2-BDR Condo!

4.96 out of 5 average rating, 71 reviews

A spacious wrap-around deck is shown, offering views of the water and surrounding trees. The cabin features an angular roof and large windows, enhancing the connection to nature. The deck is equipped with a table, inviting outdoor relaxation near the serene waterfront.

Cabin in Eastsound

Waterfront sunset cabin-2 bedrooms + sleeping loft

A two-story cabin-style home is set among tall trees, featuring a welcoming front porch with seating. The exterior is characterized by wood paneling and sloped roofs, with well-maintained landscaping and a driveway visible in the foreground.