Holiday houses in Deer Harbor

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Top-rated holiday rentals in Deer Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The cottage's exterior features a light-colored wood facade with large windows. Surrounding the property, lush greenery and flowering plants create a serene setting. A small seating area is positioned on the lawn, offering a view of the peaceful garden.

Cottage in Eastsound

4.89 out of 5 average rating, 147 reviews

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

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Superhost

The outdoor area features a spacious patio with a covered seating arrangement and a large, shaded table under a blue umbrella. A hot tub is positioned nearby, surrounded by vibrant plants and stone landscaping, with scenic views of the surrounding hills and trees.

Cabin in Eastsound

4.86 out of 5 average rating, 309 reviews

Cedar Orchard Cabin

Located in beautiful Westsound, 5 min from ferry, newly renovated cedar cabin with partial water view. Lovely traditional style, comfortable and perfect for your group's Orcas stay. Great, views, outdoor spaces, fire pit, BBQ, lrg spa, 55 inchTV w/5.1 surround. Steps from marina. Holds up to 6 , 2 bedrooms (2 queens), plus comfy pull out Queen bed on sun porch. Ping pong in game room garage. Large yard with apple and pear tree for delicious eating. Kayak rentals available including Life vests.

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Guest favourite

The outdoor area features a heated pool surrounded by a landscaped garden with various plants and a decorative clay pot. A small hot tub is positioned next to the pool, accompanied by lounge chairs and a shaded seating area under blue umbrellas.

Guesthouse in Eastsound

4.88 out of 5 average rating, 434 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.

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Guest favourite

A spacious outdoor deck features a large wooden table surrounded by several chairs. Panoramic views of the waterfront and surrounding hills are visible, enhanced by the natural sunlight reflecting off the water.

Home in Eastsound

4.96 out of 5 average rating, 113 reviews

Waterfront! - Incredible views; Private rocky beac

BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. This is the beauty of nature that surrounds this northwest contemporary vacation home on Orcas Island. You will find Erehwon Seaside at the end of a winding drive through a magical forest setting. This home is a well built and well cared for home offerin

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Guest favourite

A serene view of the waterfront at dusk, framed by trees. A wooden staircase leads down towards the shore, where the calm water reflects soft colors. The marina is visible in the background, with boats gently moored along the dock.

Cottage in Eastsound

4.85 out of 5 average rating, 183 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.

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Top Guest favourite

An outdoor seating area features multiple chairs around a stone fire pit, set against a backdrop of lush greenery and distant water views. A wooden deck extends from the home, providing access to the space while surrounded by well-maintained landscaping.

Home in Lopez Island

4.91 out of 5 average rating, 202 reviews

Spectacular View Home, 4 Bedrooms on 16 Acres

Beautiful four bedroom home at the top of a hill with a spectacular view overlooking acreage and the water. Very private, nestled on 15 acres that deer & bald eagles love to call their home. Plan to have a great time hiking, biking, playing horseshoes, basketball, flying kites, beach combing, or simply enjoying a stroll along the beach. Above all, If you savor privacy, beautiful views, relaxing, smelling & breathing salt water air - you will love this getaway home.

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Top Guest favourite

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

4.98 out of 5 average rating, 319 reviews

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, two kayaks, 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 located in the three ring binder in the unit.

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Guest favourite

Guest suite in Eastsound

4.86 out of 5 average rating, 171 reviews

Large Private Retreat on Orcas Golf Course

Spacious and private suite on the scenic Orcas Island Golf Course ⛳—ideal for families or groups. Features a large main bedroom, separate attached room, and full bathroom. ✔ King bed, queen sofa bed, and 2 twin beds 🛌 ✔ Wi-Fi 📶, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 & shared porch with golf views ⛳ Close to hiking 🥾, whale watching 🐋, and Eastsound. Book your island escape!

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Guest favourite

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

4.93 out of 5 average rating, 123 reviews

Cozy Home Nestled in the Trees

Stay amongst the trees in this beautifully updated, conveniently located 2 bedroom cabin with large rec/playroom. Just minutes from Moran State Park and Eastsound, the location couldn't be better. Fully equipped with top of the line amenities to make your stay on Orcas Island unforgettable. WFH friendly with super fast internet and designated working area. Family-friendly with many necessary kid/baby items.

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Guest favourite

French doors open to a deck showcasing scenic views of Deer Harbor Marina. Boats are seen gently bobbing in the water, surrounded by lush greenery and trees in the background. Natural light illuminates the interior space, enhancing the inviting atmosphere.

Home in Deer Harbor

4.89 out of 5 average rating, 120 reviews

Beachside Captain’s Quarters on Orcas Island

Captain’s Quarters is a cozy waterfront retreat in Deer Harbor, perfect for couples or solo travelers. Located steps from Deer Harbor Marina, the public beach, local restaurants, kayaking, whale watching, and boating adventures, this comfortable getaway features harbor views, a private deck, WiFi, a full kitchen, and everything needed to relax and enjoy the beauty of Orcas Island.

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Top Guest favourite

An outdoor stone patio features a fire pit surrounded by six black Adirondack chairs. The sunset casts warm hues over the landscape, with ocean views visible through the trees. A lush lawn leads to the water's edge, emphasizing the serene natural setting.

Home in Eastsound

4.98 out of 5 average rating, 126 reviews

Amazing sunsets, water view, hot tub, near town.

Orcas Sunset Retreat is a tastefully decorated 2900 sq ft home on nearly 3 acres overlooking the Salish Sea. This home boasts high quality furnishing, linens, and cookware. Expansive ocean views can be enjoyed from inside and out. This serene setting is the perfect escape from your everyday life, all the while being just 1.5 miles to the charming village of Eastsound.

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Superhost

A spacious yard is visible, framed by lush greenery and trees. The serene ocean stretches out in the distance under a clear blue sky, with gentle hills visible along the horizon. A fenced area is seen in the foreground, enhancing the outdoor space.

Home in Friday Harbor

4.88 out of 5 average rating, 187 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table and BBQ. Fully stocked Kitchen, Satellite WIFI, Office with printer/scanner.

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