Holiday houses in Deer Harbor

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Top-rated holiday rentals in Deer Harbor

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Guest favourite

Farm stay in Eastsound

4.82 out of 5 average rating, 523 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

1–8 Oct

$268 NZD per night

Guest favourite

Guesthouse in Eastsound

4.99 out of 5 average rating, 103 reviews

Waterfront Guest Cabin on private beach estate

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 and kayaks for guests to use. Seals, otters, Eagles and deer are your neighbors. Walk to Turtleback Mountain hiking south trailhead. The secluded Hot Tub is spontaneously private for either cabin to use, but not at the same time. It has always worked out well for many years of guests enjoyment.... tucked under madrona trees 75 feet away from either cabin.

16–23 May

$716 NZD per night

Guest favourite

Guesthouse in Eastsound

4.89 out of 5 average rating, 373 reviews

Garden Cottage w/Pool at the Sunburnt Mermaid

Bright, colorful cottage online Sunburnt Mermaid Estate. Hot tub (year round) with views of sparkling waters of Westsound. Early arrival/late departure at $25/hour when available. Heated Pool (May 7-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, BBQ, internet and ROKU TV. Private exclusive hot tub use October through April 30. Max 2 adults.

28 Feb – 7 Mar

$338 NZD per night

Guest favourite

Cabin in Eastsound

4.93 out of 5 average rating, 214 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 leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

19–26 Mar

$503 NZD per night

Guest favourite

Apartment in Olga

4.99 out of 5 average rating, 362 reviews

Studio with Bath and Kitchenette

Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

8–15 Feb

$225 NZD per night

Guest favourite

Cottage in Eastsound, Washington, US

4.97 out of 5 average rating, 249 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking distance to restaurants, shopping, and the Eastsound Waterfront Park. Enjoy the sunrise and East Sound views from the deck, the sofa, and even the comfortable queen size bed in this lovely 300 sq. ft. cottage. This is the perfect solo or couple's 'getaway' cottage with all new appliances, quartz countertops, tile bathroom, comfy bedding and new flooring.

1–8 Nov

$503 NZD per night

Superhost

Home in Lopez Island

4.86 out of 5 average rating, 353 reviews

Ship Supply Cottage Lopez Village

Small 1900s farmhouse, not a tiny house, excellent for honeymoon, friends, or small families. Updated, cooking facilities, shower, 2 Queen beds, one upstairs and one down, plus a single mattress and pullout loveseat, dining table, kitchen table and small partially fenced yard. Private & unique--walk to everything, Medical Clinic, library, grocery, beach, fitness center, bicycle rental,4.3 miles to the ferry. wifi. Roku TV. High speed internet. PERMIT2005PROV006

7–14 May

$226 NZD per night

Guest favourite

Cottage in Eastsound, Washington, US

4.99 out of 5 average rating, 109 reviews

The Cottages at Twin Coves, Orcas Island (#1 of 2)

COMING IN SPRING OF 2024 - FULL, COVERED, OUTDOOR KITCHENS perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

24–31 Dec

$589 NZD per night

Guest favourite

Guesthouse in Eastsound, Washington, US

4.93 out of 5 average rating, 271 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

18–25 Jan

$272 NZD per night

Guest favourite

Home in Eastsound

4.95 out of 5 average rating, 203 reviews

Luxe Beach House, exceptional waterfront retreat

The Beach House is an exquisite beachfront home perfect for romantic getaways. With a beautiful fireplace in the center room, the gourmet kitchen and elegant living space overlook the water. Outside, relax under the stars with outdoor dining and a hot tub on decks connecting you to manicured grounds and a private trail to the beach. With rare waterfront access, you can enjoy sunset walks, kayaking, or swimming right outside your suite.

22–29 Nov

$954 NZD per night

Guest favourite

Guest suite in Eastsound

4.97 out of 5 average rating, 218 reviews

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, kayak launch, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability.

28 Sep – 5 Oct

$455 NZD per night

Guest favourite

Cabin in Eastsound

4.98 out of 5 average rating, 227 reviews

"Osprey Nest" on Magical Orcas Island, Eastsound!

The Osprey Nest is a fully appointed stand-alone guesthouse on 5 forested acres, (San Juan County permit PPROV0-18-0023). It is ideal for couples looking for a romantic getaway and families looking for solitude, comfort and easy access to all island amenities. The Osprey Nest has water, forest, and mountain views. It has a private driveway and your only neighbors are songbirds, osprey, eagle and deer.

5–12 Jun

$732 NZD per night