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 Oak Harbor

4.97 out of 5 average rating, 197 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, 354 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

Cottage in Coupeville

4.93 out of 5 average rating, 708 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Guest favourite

Guest house in Greenbank

4.98 out of 5 average rating, 114 reviews

Whidbey Island Modern Cottage

Newly constructed modern cottage nestled in the stunning scenery of Whidbey Island. Come enjoy a slice of sanctuary and take a step away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

Guest favourite

Cottage in Oak Harbor

4.99 out of 5 average rating, 106 reviews

Suite-Spot for a Sweet Stay

Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

Guest favourite

Rental unit in Anacortes

5 out of 5 average rating, 235 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 Anacortes

4.97 out of 5 average rating, 476 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

Rental unit in Coupeville

4.96 out of 5 average rating, 181 reviews

Coupeville Coveland Suite #3

Water View Vacation Rental Studio - Fabulous location right in the heart of historic downtown Coupeville on beautiful Whidbey Island. A light, bright sunny suite with one king sized bed, a sitting area with couch, shower/tub, microwave, refrigerator, and a Keurig coffee maker. Close to state parks, beaches, shopping, fabulous restaurants, kayaking, boating, fishing, crabbing...anything your heart desires. High-speed WiFi and smart TV provided.

Guest favourite

Home in Oak Harbor

5 out of 5 average rating, 131 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, 129 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, 1,270 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

Guest house in Anacortes

4.98 out of 5 average rating, 102 reviews

Starfish Studio (No Cleaning Fee)

Welcome to the Starfish Studio, an elegant (totally detached) guest cottage featuring a stunning water view. The Studio is located in a quiet neighborhood on South Fidalgo Island, nearly equidistant from Oak Harbor and Anacortes proper. The Studio is everything you will need to launch a magical getaway to Anacortes or beyond. We are minutes from Deception Pass, the San Juan Island ferries, and Whidbey Island.