Holiday rentals in Oak Harbor

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Top-rated holiday rentals in Oak Harbor

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Guest favourite

Guest house in Anacortes

4.97 out of 5 average rating, 617 reviews

Relax in nature at Happy Valley Studio!

Happy Valley Studio rests in a lovely rural neighborhood, near 2800 acres of Community Forestlands hiking trails. It's ~15 minutes (3.6 Mi) from the Ferry to the San Juan Islands/Sidney BC, and an easy 5 minutes from downtown Anacortes. You will love the quiet neighborhood, and our lovely gardens and pond. Clean, cozy, roomy studio apartment with its own private balcony entry and skylights to keep it bright and cheery. Fully equipped kitchenette, with a microwave and refrigerator (no stove.)

Guest favourite

Guest house in Oak Harbor

4.97 out of 5 average rating, 184 reviews

Penn Cove Beach Studio

Welcome to our charming Beach Studio located on South facing no bank water front. Wake up to the sound of waves from right outside your door. A modern outdoor hot tub is available dedicated to the Beach Studio guests. The Beach Studio now has a brand new full kitchen. The walls are all covered by beautiful paintings. There is plenty to do on Whidbey Island, at the many parks, kayak in the cove, or stroll around historic Coupeville. This is the ideal location for people that love the water.

Guest favourite

Tiny home in Oak Harbor

4.93 out of 5 average rating, 336 reviews

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

Guest favourite

Guest house in Coupeville

4.99 out of 5 average rating, 148 reviews

Whispering Bamboo

Whispering Bamboo offers a unique and private guest cottage style accomodation situated within a private Japanese style garden. Please note there is not a full kitchen. There is a grill, microwave, toaster, fridge, coffee maker and electric tea kettle. The property also has several different outdoor living spaces including a bluff patio overlooking Penn Cove, brand new woodland hottub, and a covered gazebo with gas firepit, all near Historic Coupeville on Whidbey Island.

Guest favourite

Flat in Anacortes

5.0 out of 5 average rating, 217 reviews

Farmhouse Getaway

Welcome to this serene and spacious farmhouse get-away. Located on beautiful south Fidalgo island, you are 7 minutes to Deception Pass bridge, 13 minutes to downtown Anacortes, and 17 minutes to the ferry terminal to the San Juan islands. Curl up with a good book, watch a movie or just relax and enjoy our beautiful view of north Whidbey island and Deception Pass. Our gardens explode in summertime so feel free to wander and pick flowers, fruit or vegetables in season.

Guest favourite

Guest suite in Oak Harbor

4.98 out of 5 average rating, 184 reviews

Garden Retreat on Whidbey Island

A great place for artists, hikers, readers & writers, Whidwood On Whidbey Island is a two-acre garden retreat near historic Coupeville. We have two guest units on the property, each at opposite ends of our home. This unit features a library of books, a plant-filled sun-room, a cozy electric fireplace and a garden view. No pets, no exceptions. Not suitable for infants and children. Weekly discount. No extra cleaning fee. Read more about the space below...

Guest favourite

Flat in Anacortes

4.94 out of 5 average rating, 815 reviews

Anacortes Orchard Studio

Light, airy studio with private entrance, kitchenette, full bathroom. 1 mile to downtown Anacortes, 2.5 miles to San Juan Islands ferry terminal in a very quiet neighborhood, easy access. Relaxing guest area in the gardens with outdoor seating, old apple trees, sun-dappled shade, flowers, birds, pick your own apples in season! A quiet retreat that feels like being in the countryside yet right in town. Off-street parking, quiet, safe neighborhood.

Guest favourite

Guest suite in Anacortes

4.97 out of 5 average rating, 472 reviews

Deception Tree House-Great Views of Deception Pass

Our loft is the perfect spot for a relaxing stay, inside, practicing social distancing. The many windows display the captivating views of Deception Pass! An open floor plan equipped with a dining table, leather couch, full kitchen, and outdoor seating gives you the perfect space to relax. Come enjoy a cozy clean stay by the fireplace or refresh in the sun on the back or front deck! We recently added a carport, you can now park under cover,

Guest favourite

Home in Oak Harbor

5.0 out of 5 average rating, 122 reviews

The Acorn Cottage Oak Harbor

Relax at our peaceful island getaway in this quaint 2 bedroom 1 bathroom home. Enjoy a bbq dinner on the private patio in the summertime, or curl up with a book by the cozy gas fireplace in the winter. The Acorn Cottage is centrally located near dining and shopping on historic Pioneer Way in central Oak Harbor. The home is a 15-20 minute drive from Deception Pass State Park to the north and the historic Town of Coupeville to the south.

Guest favourite

Guest house in Oak Harbor

4.97 out of 5 average rating, 120 reviews

Cornet Bay Boat House (Deception Pass State Park)

This newly renovated studio layout boathouse is a perfect getaway for couples who want to wake up to the sounds of nature in the morning. Living room has an electric fireplace, a queen sized bed, recliners, smart tv w/ cable. Kitchen has a full size fridge, range, microwave, dishwasher, coffee maker, tea kettle, and bar seating. Bathroom has a toilet, sink, and stall shower. Access to a private dock. Kayaks&Paddle boards available.

Guest favourite

Cabin in Anacortes

4.98 out of 5 average rating, 1241 reviews

Eagles' Bluff

Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

Guest favourite

Cabin in Oak Harbor

4.97 out of 5 average rating, 266 reviews

Waterfront Beach Cabin on Whidbey Island

Come relax at our waterfront beach cabin located on the shores of West Beach. Enjoy unbelievable sunsets over the Salish Sea from the back deck with a view of the San Juan Islands to the right, Vancouver Island off in the distance, and the Olympic Peninsula to the left. Bring your furry companion to enjoy the scenary with! The cabin is very dog friendly, providing dog toys, bed, feeding bowls and even food!