Holiday rentals in Deer Harbor

4.99 out of 5 average rating, 164 reviews

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

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.

5 out of 5 average rating, 309 reviews

A bright dining area features large windows that frame serene water views. A round table is set with two places, complemented by woven placemats. Natural light enhances the airy ambiance, while the surrounding greenery adds a touch of nature.

Cottage in Lopez Island

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

4.95 out of 5 average rating, 326 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

5 out of 5 average rating, 52 reviews

Waterfront Privacy, Hot Tub, Mooring, Gated Estate

Welcome to Grindstone Harbor House, your ultimate retreat for privacy and relaxation! 🌲 Set on five wooded acres with towering trees and beautiful private gardens, our exceptional waterfront home is perfect for families, couples, and special occasions with friends. Enjoy stunning views from the infinity deck, complete with a hot tub for the ultimate unwind. The gated gardens and expansive lawn enhance your outdoor experience. We’re excited for you to have a memorable getaway!

4.84 out of 5 average rating, 173 reviews

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

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.

4.99 out of 5 average rating, 116 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!

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.

5 out of 5 average rating, 66 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

4.89 out of 5 average rating, 116 reviews

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

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.

4.94 out of 5 average rating, 468 reviews

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

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.

5 out of 5 average rating, 182 reviews

A cozy living room features rich wooden walls and ceiling beams. A large sectional sofa is adorned with various cushions and a soft throw. A coffee table sits at the center, surrounded by potted plants, while a television is mounted on the wall opposite a large window allowing natural light.

Cabin in Eastsound

the Honey BnB

Just a few short miles from Eastsound, the Honey BnB perches on the shore of a small pond teeming with wildlife. From the house you might see ducks, herons, geese, kingfishers, eagles, otters, turkeys, and deer among many other types of birds and beasts. A quick walk to the beach and you'll find plenty of skipping stones and an excellent panoramic view across the water.

4.96 out of 5 average rating, 57 reviews

Lush greenery frames a tranquil body of water, reflecting a soft blue sky. Evergreen trees stand tall along the shore, while a cluster of vibrant purple flowers adds a pop of color to the foreground.

Home in Coupeville

La Sirène —Whidbey's Highest-Rated Coastal Retreat

La Sirène is a refined coastal retreat on Whidbey Island — the highest-rated stay on the island, set on a private stretch of Coupeville shoreline. Modern architecture, considered down to the last detail, opens directly to the water. Two bedrooms, three baths, designed for guests who notice the details. Arrive, slow down, stay longer than you planned.