Vacation rentals in Deer Harbor

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Top-rated vacation rentals in Deer Harbor

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

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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, 167 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.

FamilyValueIndoor spaces

Top guest favorite

An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.

Home in Friday Harbor

4.98 out of 5 average rating, 180 reviews

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

LocationFamilyWifi

Top guest favorite

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

5.0 out of 5 average rating, 315 reviews

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!

LocationFamilyLaundry

Top guest favorite

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.

Home in Eastsound

5.0 out of 5 average rating, 67 reviews

The Bungalow in West Sound

Stunning views from a fresh and charming great room in gorgeous West Sound! Downstairs 2 bedrooms, 2 baths, large living, dining and kitchen area for everyone to enjoy together. Upstairs huge room with 2 queens, 2 roll-aways, high speed fiber (200MBPS) internet, desk and chair, sofas, game table & TV. BBQ, firepit, wrap-around deck, large yard, solar, power back up, EV charger & AC. Great for remote working or just relaxing and enjoying everything Orcas has to offer. Permit - PCUP00-11-0004

LocationFamilyLaundry

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, 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.

LocationFamilyWalkability

Guest favorite

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

4.98 out of 5 average rating, 673 reviews

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.

LocationValueHot tub

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.

Apartment 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.

LocationGetting aroundBackyard

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, 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

LocationFamilyLong stay

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, 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.

ValueLocationBathroom

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, 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.

FamilyValueBathroom

Top guest favorite

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.

Guesthouse 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

FamilyValueBreakfast

Guest favorite

A charming wooden cottage is nestled among tall trees, surrounded by lush greenery. The entrance features a flower box overflowing with colorful plants. A wheelbarrow rests nearby on moss-covered ground, adding to the rustic appeal of this tranquil setting.

Cabin in Eastsound

4.93 out of 5 average rating, 271 reviews

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77.

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