Holiday rentals in Deer Harbor

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Top-rated holiday rentals in Deer Harbor

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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.
Guest house in Eastsound
4.88 out of 5 average rating, 429 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 favourite
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.
Guest house in Eastsound
4.99 out of 5 average rating, 168 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.

Top guest favourite
Home in Eastsound
4.95 out of 5 average rating, 328 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 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, 175 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.

Superhost
A private deck offers views of the tranquil West Sound bay, framed by trees with leafy branches. A small potted plant rests on a glass-top table, accompanied by two chairs with cushioned seats, inviting moments of relaxation outdoors.
Flat in Eastsound
4.9 out of 5 average rating, 41 reviews

Charming West Sound Studio Apartment

The Crows Nest is a charming 2nd floor studio apartment with beach access in West Sound! Enjoy fabulous water views from your private deck. West Sound's public beach and county dock are just across the street. Stairs to the beach make for easy launching of kayaks and other water sports. The studio features a very comfortable queen bed, love seat, full bath, 32' flat screen tv with Directv and gas fireplace. There is a kitchenette w/small fridge, microwave & dining set.

Top guest favourite
Home in Eastsound
4.99 out of 5 average rating, 118 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!

Guest favourite
A serene view is captured, showcasing the mist over Lopez Sound, framed by tall Doug Fir trees. In the distance, Mt. Baker is visible, highlighted against a soft sunrise palette of pastel colors, reflecting the tranquility of the natural surroundings.
Cabin in Lopez Island
4.94 out of 5 average rating, 67 reviews

Water and mountain views in a cozy wooded retreat

Located in the center of Lopez Island, this tranquil and unique ten acre property overlooks Lopez Sound and Mt. Baker. Experience the natural surroundings with beautiful sunrises and giant Doug Fir trees. Marvel at the craftsmanship of the main house, with its beautiful post and beam construction. Take the short walkway to the bath house for a soak with a view. All of this seclusion is within 12 minutes of charming Lopez Village. Welcome!

Top guest favourite
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 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

Top guest favourite
The image shows a charming cottage featuring a sunroom with large windows, allowing natural light to fill the space. An American flag is displayed outside, while lush green bushes frame the entrance. The surrounding landscape is open and pastoral, creating a serene atmosphere.
Guest house in Friday Harbor
4.94 out of 5 average rating, 720 reviews

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

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, 119 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 favourite
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, 476 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.

Top guest favourite
The cozy guest cottage features a sloped roof with a green tin finish and multiple large windows allowing natural light. A deck with a round table and four chairs is adorned with thriving flowers, enhancing the inviting outdoor space.
Guest house in Eastsound
4.98 out of 5 average rating, 132 reviews

water view cottage above West Sound

Well-equipped cozy guest cottage with deck on Orcas Island, on sunny slope of Turtleback Mtn; lovely view south over West Sound to snow-capped Olympics; mountain & forest views to E & N. Secluded & affordable: owners’ house next door, no other houses in sight. San Juan County transient rental permit number 2000 0725017

Popular amenities for Deer Harbor holiday rentals