Vacation rentals in Eastsound

4.83 out of 5 average rating, 593 reviews

A white horse is seen walking through a lush green meadow, accompanied by two darker horses in the background. Behind them, a charming red cottage with surrounding windows peeks out from the dense greenery of trees and shrubs.

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.

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, 134 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, 300 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 ✨

4.95 out of 5 average rating, 318 reviews

A small table holds a bottle of wine and two glasses on a balcony overlooking the serene waterfront. Views of the calm sea and lush green hills are visible in the distance, with scattered clouds framing the scenic landscape.

Loft in Eastsound

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants just steps away. 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.

4.97 out of 5 average rating, 273 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

4.94 out of 5 average rating, 180 reviews

A recently built cabin with wooden siding is surrounded by a lush green lawn, framed by trees. A picnic area with red benches is situated in the foreground, inviting outdoor relaxation. The cabin features a spacious porch with ample windows, showcasing a bright and airy atmosphere.

Cabin in Eastsound

Cabin in the Orchard

Escape to a recently built cabin, enveloped in a historic apple orchard on 5+ acres, close to all the amenities. Our guests appreciate the privacy of our location, along with the ease of access to all the activities our island has to offer. Imagine yourself in a comfy rocker on the porch watching deer graze right in front of you. Try a stay in our cabin for peace, comfort and cleanliness, (full kitchen & fridge included) We’re proud of our superhost status! #PPROV0-16-0032

4.99 out of 5 average rating, 217 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, 255 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

4.88 out of 5 average rating, 130 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, 253 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, 341 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

4.98 out of 5 average rating, 286 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.

Vacation rentals for every style

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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

Private room in Eastsound

5 out of 5 average rating, 78 reviews

The Bledsoe House - King Room #1

5 out of 5 average rating, 54 reviews

A newly built house is presented with a blend of modern architecture and natural surroundings. Large glass doors dominate the front facade, inviting light into the interior. A spacious lawn is visible, framed by trees and greenery, creating a serene setting.

Home in Eastsound

Contemporary Home with Mountain and Valley Views

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, 10 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.

Home in Eastsound

5 out of 5 average rating, 4 reviews

Bramble Seaview Cottage

Superhost

A spacious bedroom is highlighted by a king bed with textured bedding. Large glass doors lead to a private deck, revealing a scenic view of surrounding trees and water. Soft lighting from a bedside lamp complements the warm tones of the decor.

Guest suite in Eastsound

5 out of 5 average rating, 16 reviews

King Studio in Rosario w/Views

5 out of 5 average rating, 7 reviews

The spacious room features a 55" television mounted above an electric fireplace. Natural light floods through a large window beside a cushioned window seat. A cozy gray sofa is positioned for relaxation, complemented by a wall art piece that adds a touch of color.

Hotel room in Eastsound

Johns - Graciously Appointed

4.97 out of 5 average rating, 29 reviews

A serene view of Fishing Bay is framed by lush green trees, revealing a sparkling blue waterway and distant islands. The clear sky enhances the tranquil atmosphere, inviting relaxation and enjoyment of the surrounding natural beauty.

Home in Eastsound

“Home with a View” - 5 Minute Walk to Eastsound