Holiday houses in Deer Harbor

4.99 out of 5 average rating, 163 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.

Guesthouse 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.

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The vacation rental home sits peacefully by a pond, surrounded by greenery. Its modern design features large windows and a welcoming front porch. The reflection of the house can be seen in the calm waters, enhancing the serene atmosphere of the property.

4.89 out of 5 average rating, 259 reviews

Private Pond, Dog-Friendly, Peaceful, Golfing

Dragonfly Pond is a spacious, light-filled home with high ceilings and comfy furnishings. Sip coffee on the deck while ducks glide across your private pond. Enjoy total privacy with close proximity to hiking, paddle boarding, shopping and cafes. 🔹Dog and Kid Friendly with a big yard 🔹Fully stocked kitchen 🔹Fast WiFi 85 Mbps 🔹Large Dining and Living Room 🔹Pond views 🔹Private 7 acre wooded setting 🔹 4 min to Eastsound Village 🔹14 min to Orcas Ferry Landing 🔹 9 min to Moran State Park

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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!

FamilyLocationLong stay

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

LocationFamilyWi-Fi

4.84 out of 5 average rating, 169 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.

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4.91 out of 5 average rating, 243 reviews

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

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.

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 668 reviews

The interior features a tall Western Red Cedar tree integrated into the design, with warm wooden walls and flooring. A cozy chair is positioned beside a small table. Soft lighting illuminates the space, enhancing the open-concept flow towards the kitchen area in the background.

Treehouse in Ferndale

Sir Cedric's Cedar Treehouse

Sir Cedric Cedar Treehouse is a unique accommodation that will inspire you and form a lasting impression. Creative expression, hand-hewn craftsmanship, and functional design combine for a tranquil getaway. This 4-foot-wide Western Red Cedar passes directly through the middle of the Treehouse without a single bolt driven into it. The majestic presence of Sir Cedric and the quiet within this handcrafted-with-love-abode is truly amazing, all created with your comfort in mind.

LocationFamilyLaundry

4.87 out of 5 average rating, 132 reviews

A spacious room features a king-sized bed with a quilted grey cover, paired with a comfortable armchair and a wooden chest. A glass sliding door offers access to a grassy outdoor area, where a glimpse of greenery is visible. A wall-mounted television is positioned for easy viewing.

Guest suite in Eastsound

Entire Guest Suite on Orcas Island Golf Course

Enjoy peace and privacy in this cozy king-bedroom suite on Orcas Island Golf Course ⛳. With its own private entrance and beautiful fairway views, this space is perfect for relaxing or exploring nearby nature spots. ✔ En-suite bath with a shower 🚿 ✔ Wi-Fi, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the course Close to hiking 🥾, whale watching 🐋 & Eastsound charm. Book your escape! 🏌️‍♂️

FamilyLocationQuiet

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!

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4.89 out of 5 average rating, 115 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.

FamilyValueSolo travel

4.94 out of 5 average rating, 466 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.

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5 out of 5 average rating, 180 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.

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Popular amenities for Deer Harbor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Deer Harbor

4.97 out of 5 average rating, 67 reviews

Guest suite in Anacortes

Cliffside Villa-Hot Tub View! No cleaning fee.

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Large windows frame the view of the harbor, showcasing the water, sailboats, and lush greenery. A dining area with modern seating is visible in the foreground, while a patio umbrella adds a relaxed ambiance to the outdoor space beyond.

5 out of 5 average rating, 65 reviews

The Bungalow in West Sound

LocationFamilyNearby

Superhost

A charming vacation home is set on a spacious 140-acre estate, surrounded by natural landscapes. A deck extends from the house, inviting relaxation. Lush greenery frames the scene, with views of the water visible beyond the trees.

4.67 out of 5 average rating, 165 reviews

Quintessential Island Getaway

LocationFamilyView

5 out of 5 average rating, 50 reviews

Waterfront Privacy, Hot Tub, Mooring, Gated Estate

FamilyLocationGetting around

Two Adirondack chairs are positioned around a small table on a grassy area, offering views of the calm water and distant marina. Tall trees provide shade, while sunlight filters through the branches, creating dappled patterns on the ground.

4.92 out of 5 average rating, 39 reviews

Orcas Island, Marina View #201

LocationValueCleanliness

4.96 out of 5 average rating, 55 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

FamilyLocationHiking

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

LocationFamilyCheckout

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.