House holiday rentals in Oak Harbor

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Top-rated house rentals in Oak Harbor

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Top guest favourite
The living room features a high wood-beamed ceiling and large windows that provide ample natural light and views. A cozy seating area includes a queen sleeper sofa, recliner chairs, and a coffee table. A gas fireplace adds warmth, while a smart TV is positioned above a cabinet.
Home in Oak Harbor
4.93 out of 5 average rating, 114 reviews

Fabulous View * Harbor/CityView * King* Fire Pit!

Incredible and fantastic views from this special home located on beautiful Whidbey Island! The deck, kitchen, dining area, living room and bedroom all have incredible views of Mt. Baker, the Cascades, the harbor and city lights! Oak Harbor is small enough to be quaint but large enough for all of the conveniences! With a charming downtown area to satisfy everyone and many fun and entertaining events throughout the year you'll have lots of options not to mention the many sightseeing areas nearby!

Top guest favourite
A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.
Home in Oak Harbor
4.98 out of 5 average rating, 131 reviews

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

Top guest favourite
The exterior of a peaceful home is displayed, featuring blue siding and large windows that invite natural light. A vibrant hydrangea bush blooms in front of the house, surrounded by a grassy yard and stone pathway leading to outdoor seating options.
Home in Bow
4.98 out of 5 average rating, 138 reviews

Samish Island Cottage Getaway

Peaceful home on scenic and quiet Samish Island (no ferry required!) Creative artist vibes with a piano, eclectic decor, overflowing bookshelves, and a warm, cozy feel make this a creative escape from everyday life. A well-appointed kitchen, office with desk and reading chair, and green, private outdoor spaces ensure you have all you need to relax and take in nature. Perfect jump-off spot to island adventures, whale watching, or birding on the Samish flats. Well-behaved dogs and cats welcome.

Guest favourite
A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.
Home in Oak Harbor
4.91 out of 5 average rating, 170 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home stay has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

Top guest favourite
Two white Adirondack chairs are positioned on a wooden deck, facing the ocean. A vibrant sunset casts warm golden hues across the water, while gentle waves roll onto the shore. Rocky landscape is visible along the edge of the deck, enhancing the coastal view.
Home in Oak Harbor
4.97 out of 5 average rating, 384 reviews

West Beach Retreat

Welcome to West Beach Retreat, your perfect vacation rental destination! Located right on the beach, enjoy breathtaking views of the ocean and the Olympic Mountain range. Wake up to the sound of Eagles and Harbor Seals right outside your door. Take a stroll on the beach to witness some unbelievable sunsets. Our charming town of Coupeville is only 10 minutes away, where you can explore local shops, restaurants & cafes. Come make unforgettable memories with your loved ones at West Beach Retreat!

Guest favourite
The exterior of a modern home is showcased against a stunning sunset, with ocean views in the background. A well-maintained garden area features blooming plants near the entrance, with a gravel driveway leading to the garage. The structure has a metal roof and large windows.
Home in Oak Harbor
4.94 out of 5 average rating, 184 reviews

Breathtaking Oceanfront Home

This incredible high-bank property combines striking panoramic views of the mountains, ocean & islands with a modern and newly remodeled interior. Experience some of the best sunsets of your life from the large outside deck that includes a grill (May-September) and an outdoor dining area (fire pit currently unavailable). Enjoy the large 4-person sauna, in home gym, open floor concept, cozy living room and TV area, white brick gas fireplace, and 3 dedicated workspaces with high-speed Wifi.

Guest favourite
An aerial view captures a single-story house outlined in blue, situated among a mix of neighboring homes. The property features a grassy area and offers distant views of the water and mountains, highlighting its coastal location.
Home in Clinton
4.96 out of 5 average rating, 164 reviews

Beach Access Cottage: King Bed, Fast WiFi, AC

Escape to a cozy beach cottage just steps from Puget Sound! Built in a vintage fishing-cabin community, it’s updated with two bedrooms, one bath, and modern amenities. Located under two miles from the Clinton ferry, you can easily explore local shops and restaurants. The well-equipped kitchen and bright, open layout invite you to unwind. Enjoy a whimsical macramé swing and gigabit-speed Wi-Fi. Pet-friendly, tranquil, and perfect for families—experience island living at its best!

Superhost
A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.
Home in Coupeville
4.88 out of 5 average rating, 115 reviews

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

Top guest favourite
A comfortable living area is presented, featuring a light gray sofa adorned with blue accent pillows. A glass coffee table sits on a patterned rug. A rattan chair is positioned nearby, and a decorative mirror reflects light from an adjacent floor lamp.
Home in Anacortes
4.91 out of 5 average rating, 470 reviews

Contemporary Townhouse in Anacortes

A brand new, immaculate townhouse in Anacortes with plentiful amenities. 1000 sq.ft., 2 story, 2 bedrooms, 1 1/2 baths, driveway parking, fully equipped kitchen, wi-fi, smart TV, memory foam mattresses, beautifully landscaped backyard..... Convenient location: 3 blocks from the ocean, short walk from downtown restaurants and shops, 2 minute drive to ferries to the San Juan Islands and BC, 5 minute drive to Washington Park, located on the Skagit Transit bus route.

Top guest favourite
A bright, open living area features a modern kitchen with sleek appliances and a large island. Natural light floods through multiple windows, highlighting the polished hardwood floor. A cozy seating space is arranged with a dark sofa and decorative cushions, alongside a coffee table displaying a wooden tray.
Home in Oak Harbor
5 out of 5 average rating, 158 reviews

5 Star! Centrally Located Oak Harbor Home

Centrally located to downtown Oak Harbor and NAS Whidbey Island, this recently remodeled house offers all the comforts of home while eliminating any of the accompanying chores. Guests can relax by the fireplace or indulge in a good book on the back patio, which overlooks a peaceful, enclosed yard. Additionally, our optimal location makes it easy for guests to travel to any one of our Island's beautiful state parks. Come explore the legendary Whidbey Island!

Guest favourite
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.94 out of 5 average rating, 135 reviews

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Top guest favourite
A private patio area is showcased with a black metal table surrounded by matching chairs. A bright red umbrella provides shade, while a charcoal grill is positioned nearby. Colorful flowers can be seen along the wall of the blue house, creating a welcoming outdoor space.
Home in Oak Harbor
4.99 out of 5 average rating, 168 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.

Popular amenities for house rentals in Oak Harbor

When is the best time to visit Oak Harbor?

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Avg. price$167 SGD$153 SGD$144 SGD$156 SGD$169 SGD$174 SGD$189 SGD$201 SGD$181 SGD$160 SGD$158 SGD$157 SGD
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Quick stats about house rentals in Oak Harbor

  • Total holiday rentals

    Explore 30 holiday rentals in Oak Harbor

  • Nightly prices starting at

    Oak Harbor holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Oak Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Harbor rentals

  • 4.9 Average rating

    Oak Harbor stays are highly rated by guests – averaging 4.9 out of 5!

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