Eastsound vacation rentals

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, 131 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.

A spacious dining area features a wooden table surrounded by comfortable chairs, positioned near large windows that invite natural light. Outside, a deck with patio furniture is visible, nestled among the trees. A modern light fixture complements the inviting atmosphere.

4.98 out of 5 average rating, 176 reviews

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 ✨

4.95 out of 5 average rating, 316 reviews

A ferry prepares to dock at the terminal, with vehicles lined up on the ramp. Surrounding buildings feature a mix of red roofs and light-colored exteriors. The calm water reflects the clear blue sky, framed by distant green islands.

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, 269 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

4.97 out of 5 average rating, 118 reviews

Waterfront home, stunning sunsets, sleeps 11

Craftsman 2600 sq. ft. home Large wall of windows and high ceilings 1.5 miles from the town of Eastsound Stunning sunset views Fully stocked kitchen Perfect for large groups and family friendly Open floor plan with wood floors throughout Woodstove and cozy reading nook Large deck with grill Ping-pong table, board games, books and DVD’s Medium/low bank beach access Huge sandy beach at minus tide Rocky beach at low tide Public beach access one block away Private mooring buoy

4.95 out of 5 average rating, 177 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, 212 reviews

A private deck is visible, furnished with a white chair, offering a western view of Fishing Bay and Indian Island. A vibrant red umbrella provides shade, while trees and wooden structures frame the tranquil water scene. Mountains rise softly in the background under a cloudy sky.

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, 250 reviews

An orange-shingled bungalow is framed by lush greenery. A welcoming wooden front door is complemented by a large window. Outdoor seating is provided by a circular table surrounded by four chairs, set on a peaceful lawn, with stone pathways leading to the entrance.

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.

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, 249 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.

4.94 out of 5 average rating, 334 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, 282 reviews

A spacious wooden deck is depicted, extending towards the water, with a scenic view of the lake and trees in the background. A single rocking chair is positioned invitingly on the deck, and additional seating can be seen, enhancing outdoor relaxation.

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

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Eastsound

A well-structured outdoor area features a wooden deck extending towards a scenic view of West Sound. Bright greenery lines the pathway, leading to an inviting space with patio furniture arranged under the sunlight. The inviting cottage is visible on the left with large windows.

4.97 out of 5 average rating, 116 reviews

water view cottage above West Sound

5 out of 5 average rating, 42 reviews

The spacious bathroom features a two-person jetted tub alongside a glass-enclosed steam shower. A double sink with modern fixtures is situated below bright lighting, complemented by soft-colored tiles. Fresh towels are neatly arranged, enhancing the serene environment.

Condo in Eastsound

Water View! Starboard Suite

A spacious open-concept kitchen and dining area is highlighted by large windows that offer views of the serene waterfront. A kitchen island is complemented by tall chairs, and natural light floods the room, enhancing the warm tones of the exposed wooden beams above.

5 out of 5 average rating, 26 reviews

Grindstone Harbor House: Luxury Estate

A spacious living area is highlighted by large glass doors that open to a scenic outdoor view. Sunlight floods the space, illuminating a comfortable leather sofa and a contemporary chair. The outdoor area features seating surrounded by natural greenery, inviting relaxation and connection with nature.

5 out of 5 average rating, 53 reviews

Contemporary Home with Mountain and Valley Views

An outdoor seating area is arranged on a stone patio, featuring a comfortable sectional sofa, dark coffee table, and accent chairs. A firepit stands nearby, with a backdrop of tall evergreens and a view of the water and mountains beyond. A patio heater is also present.

4.95 out of 5 average rating, 60 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

5 out of 5 average rating, 4 reviews

North Beach Cottage on Orcas Island

A spacious deck is presented, showcasing wooden flooring and a high ceiling adorned with exposed beams. Natural light filters through large windows and doorways, leading to a tranquil outdoor setting featuring potted plants and comfortable seating options.

4.83 out of 5 average rating, 24 reviews

Bright, private, water view home close to town

The entrance features a vibrant yellow door framed by red trim. A welcome sign is displayed above the door, while a small stone step leads up to the entry. The exterior is clad in earthy brown shingles, complemented by surrounding greenery.