Vacation rentals in Deer Harbor

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Top-rated vacation rentals in Deer Harbor

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Top guest favorite
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.
Guesthouse in Eastsound
4.99 out of 5 average rating, 170 reviews

Heather Waterfront Guest Cabin on private 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.

Guest favorite
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, 432 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.

Top guest favorite
Home in Eastsound
4.95 out of 5 average rating, 329 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

Guest favorite
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, 178 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.

Guest favorite
A hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.
Cabin in Lopez Island
4.92 out of 5 average rating, 249 reviews

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

Escape to Sunrise Retreat and enjoy the tranquil setting of Lopez Sound. This waterfront hillside cabin has an open concept floorplan with a sleeping loft for up to 5 and is a cozy place to relax and enjoy amazing panoramic water views and sunrises. This retreat features a new kitchen, a new bath with a spa-like shower, and beautiful hardwood flooring. Enjoy grilling and hot tubbing on the wrap-around deck, out door fire pit, and short walks to the private community beach.

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
4.86 out of 5 average rating, 155 reviews

Entire Guest Suite on Orcas Golf Course

Unwind in this private king-bedroom suite on Orcas Island Golf Course. Enjoy a range of thoughtful amenities for a comfortable stay: ✔ En-suite bath with large shower 🚿 ✔ Wi-Fi and smart TV 📺 ✔ Mini fridge ❄️ and microwave ✔ Coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the fairways ⛳ Close to Eastsound, Moran State Park, hiking 🥾 & whale watching 🐋. Quiet, serene, and perfect for a peaceful getaway or golf retreat. Book your stay now! 🏌️‍♂️

Top guest favorite
The exterior of a charming seaside bungalow is pictured, featuring a dark wood façade and a welcoming front door. A gravel pathway leads to the entrance, surrounded by lush greenery and flowers. Tall trees frame the property, with ocean views visible in the background.
Home in Eastsound
4.95 out of 5 average rating, 60 reviews

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Escape to this peaceful seaside bungalow with stunning views of Matia and Sucia Islands on the Salish Sea. Perfect for couples or solo travelers, it offers a hot tub, state-of-the-art kitchen, and a cozy Scandinavian gas fireplace. Enjoy privacy, quiet surroundings, and in-season whale sightings. Whether you’re relaxing indoors or taking in the views, this charming retreat provides everything you need for a memorable getaway. Rental agreement required. LANDUSE-21-0060

Top guest favorite
Home in Eastsound
4.99 out of 5 average rating, 120 reviews

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

Top guest favorite
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
5.0 out of 5 average rating, 67 reviews

Contemporary Home with Mountain and Valley Views

Newly built house in West Sound overlooking Crow Valley and Turtleback Mountain. Enjoy the indoor/outdoor design of the home and all its modern amenities while escaping the noise and the crowds. Two miles from the ferry and six miles from the shops of downtown Eastsound, this contemporary house allows you the peace and solitude you’re looking for while also providing easy access to all Orcas Island has to offer. Permit LANDUSE-22-0096

Guest favorite
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, 120 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.

Guest favorite
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.

Top guest favorite
A hot tub is situated on a stone patio, surrounded by lush trees. In the background, the treehouse is visible, with a deck that includes seating. The natural setting enhances a sense of privacy and tranquility.
Treehouse in Bellingham
4.95 out of 5 average rating, 481 reviews

Bellingham Treehouse w/ Waterfall, View, & Hot Tub

Our luxurious custom built treehouse includes a hot tub, home movie theater, a large deck with a fire table, and breathtaking 360 views. It's the perfect location for a romantic getaway, vacation with loved ones, or ultimate productivity among the peace of the forest & waterfall. Because of our unique location ALL guests must sign a waiver. No children or pets allowed.

Popular amenities for Deer Harbor vacation rentals