A person standing in front of a large steel bridge with a river below.

Oak Harbor holiday lettings

We found 597 holiday rentals — enter your dates for availability

Discover a selection of 93 homes, 10 apartments and other holiday rentals in Oak Harbor that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Oak Harbor

Showing deals for:19 Feb - 26 Feb

Welcome to The Good Place on Whidbey Island!

Living Room, swivel chairs.

Waterfront, hot tub, wildlife, quiet, sunsets.

Westerly view. New living furniture August 2025.

Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

Private kitchen

Double Bluff Beach & Deer Lagoon Whidbey Home

Living area

Year Round Beachfront Escape. Mountain Views, Hot Tub, Dedicated Retreat Room

view to the south

Peaceful Whidbey Island farmhouse by the beach and Deception Pass State Park

Property grounds

Beachfront, Water & Mountain Views, Epic Deck on Whidbey Island!

Outdoor shower

Luxurious Whidbey Beachfront Retreat

Terrace/patio

Wooded Island Retreat: Hot Tub, Spa-Like Shower & Ultimate Privacy Near Beach

Terrace/patio

Beachfront I Kayak I Fire pit I Shuffleboard I Pets OK

Terrace/patio

Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!

Living area

The Camano Beach House

Open living room with huge picture windows to fully enjoy the view.

LA CONNER BENTON STREET RETREAT - IN-TOWN - 3 BLOCKS TO EVERYTHING AND VIEWS! !

Modern Style - Dramatic Views

4 BR Beautiful House, stunning views, walk to Golf and Beach.

Yes, this really is the view!

3-bedroom waterfront house on beautiful Camano Island

Living area

The Fidalgo Overlook. Panoramic Puget Sound Views, Waterfront Bluff Retreat.

Property grounds

Puget Sound view - dogs welcome

Wall of windows

Tranquil, private Whidbey Island apt. Level 2 charging station, pet friendly.

Terrace/patio

Bright 2bd/1ba main level of home, partial water view, close to old town.

back deck area has 2-person bistro set

Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.

Living room.

Cornet Bay home at Deception Pass State Park, 100 ft to beach, huge yard pets ok

Morning fog shot of the marina across the street by Feb 2015 guest Patricia

The Perfect Jumping Off Point! Free WiFi and Great Location!

Living area

Amazing Sunset/Whale/Water Views/2 Fire Pits/AC/Lots of Games and more!

Terrace/patio

Whidbey Island Mid-Century Modern Waterfront Escape - JAW DROPPING VIEWS!!

Cocktails / Wine with a view. Fully equipped for outdoor / al fresco dining.

Find spaces that suit your style

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Find properties near top attractions in Oak Harbor

A wind turbine in a field of purple flowers.

1

Lavender Wind Farm

A sunset over a calm harbor with wooden posts and sailboats.

2

Flintstone Park

A sunset over a river with driftwood along the shore.

3

Ben Ure Island

A rocky shoreline with waves crashing against the rocks under a cloudy sky.

4

Libbey Beach County Park

Find the best place to stay - Oak Harbor

1. Stunning beachfront cabin a stones throw to the beach

Image of Stunning beachfront cabin a stones throw to the beach

Premier Host

Sleeps 4 · 1 bedroom · 0+ bathrooms

2. Oak Harbor View : Relaxing Setting : Fireplace : Beautiful Surroundings.

Image of Oak Harbor View :  Relaxing Setting : Fireplace : Beautiful Surroundings.

Premier Host

Sleeps 8 · 3 bedrooms · 2 bathrooms

3. Stunningly Beautiful High Bank Waterfront Property!

Image of Stunningly Beautiful High Bank Waterfront Property!

Premier Host

Sleeps 4 · 2 bedrooms · 2 bathrooms

4. Modern Mid-Century Cabin, on the beach, with views of the San Juan Islands!

Image of Modern Mid-Century Cabin, on the beach, with views of the San Juan Islands!

Premier Host

Sleeps 8 · 2 bedrooms · 1 bathroom

5. West Beach House - low bank waterfront, with 1 GB WIFI, WFH - NEW hot tub!

Image of West Beach House - low bank waterfront, with 1 GB WIFI, WFH - NEW hot tub!

Premier Host

Sleeps 10 · 4 bedrooms · 2 bathrooms

6. Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.

Image of Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.

Premier Host

Sleeps 4 · 2 bedrooms · 1 bathroom

Find out more about Oak Harbor

Why visit Oak Harbor

Popular types of accommodation in Oak Harbor

If you're contemplating a getaway to Oak Harbor, you'll find a delightful range of accommodation options to suit your needs. Our most sought-after choices include houses, charming cottages, and well-appointed apartments. Whether you're searching for Oak Harbor house rentals or cosy holiday homes, we have the perfect options to ensure a memorable stay. Discover the ideal rental in Oak Harbor for a relaxing holiday experience.

Top attractions in and around Oak Harbor

Oak Harbor is an ideal destination for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can explore a variety of attractions, including national and state parks, picturesque beaches, and vibrant urban parks. Whether you’re after cultural experiences or simply wish to enjoy the great outdoors, Oak Harbor offers something for everyone to enjoy during their stay.

Things to do recommended for couples

For a romantic getaway in Oak Harbor, indulge in a rejuvenating treatment at Native Springs, enjoy a delightful wine tasting at Hellams Vineyard, and embark on an adventurous outing with Jolly Mon Charters. Each experience promises relaxation, romance, and a touch of excitement for couples.

Things to do recommended for families

Families visiting Oak Harbor can experience the serene Mount Erie Park, just 8.1km away, perfect for relaxation. Closer to home, Libbey Beach County Park offers delightful beach fun, while Fir Island Farm Wildlife Area, situated 6.8km away, invites wildlife enthusiasts to explore its natural beauty.

Things to do recommended for groups

Groups visiting Oak Harbor can enjoy a captivating performance at the Whidbey Playhouse, indulge in unique finds at Roozengaarde, or catch a film at the charming Rose Theatre, offering a delightful mix of entertainment and romance just a short drive away.

What do I need to keep in mind when booking a vacation in 'Oak Harbor

If you're travelling with a group, family, pets, or seeking extended stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for Vrbo.

Where to stay near Oak Harbor

Oak Harbor, Washington, offers a delightful blend of outdoor adventure and scenic beauty, perfect for families and couples alike. Nearby, the stunning Olympic Peninsula beckons with its breathtaking landscapes, while charming towns like Ocean City and Orange Beach provide a friendly atmosphere for exploration. Whether you're seeking historical insights or simply wish to bask in nature, Oak Harbor and its surroundings promise a memorable getaway filled with warmth and adventure.

Best time to go to Oak Harbor

If you're planning a trip to Oak Harbor, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
March43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly CloudySlightly HighAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June57.2°F (14.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
July61.2°F (16.2°C)No Rain (Dry)SunnySlightly HighSlightly High
August61.9°F (16.6°C)No Rain (Dry)SunnyAverageSlightly High
September58.1°F (14.5°C)Light RainMostly SunnyAverageAverage
October51.8°F (11.0°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudySlightly LowAverage
December40.8°F (4.9°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next holiday? One effective way to do this is by being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient area for you to plan new trips, refine your existing arrangements, or manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Oak Harbor when booking a holiday rental?

When considering a holiday rental in Oak Harbor, Washington, the area around the city centre is particularly appealing. This neighbourhood provides easy access to a variety of local attractions and amenities, making it convenient for visitors. One of the highlights in this area is the scenic waterfront, where you can enjoy stunning views of the water and the surrounding landscapes. Additionally, the nearby Deception Pass State Park is a must-visit, offering breathtaking vistas, hiking trails, and opportunities for wildlife viewing.

In terms of holiday rentals, the city centre boasts a good selection of properties, suiting different preferences and budgets. Staying here not only puts you in proximity to charming shops and restaurants but also allows for easy exploration of the rich history and natural beauty of the region.

How much does it cost to rent a holiday home in Oak Harbor?

Prices for holiday rentals in Oak Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oak Harbor to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

Are there any discounts for Oak Harbor holiday house rentals?

You can find great discounts on house rentals in Oak Harbor on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Where are the best areas for renting a beach house in Oak Harbor?

For renting a beach house in Oak Harbor, the area around Whidbey Island offers some delightful options. The waterfront properties along the Oak Harbor waterfront and near Joseph Whidbey State Park provide stunning views of the Puget Sound. Many of these beach houses come equipped with amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully stocked kitchens for preparing fresh seafood from local markets.

Additionally, the nearby Fort Ebey State Park is an excellent location for those who enjoy outdoor activities. Rentals in this vicinity often feature direct access to hiking trails and beach access points, along with cozy interiors that may include fireplaces and large windows to capture the scenic beauty.

In the heart of Oak Harbor, visitors can expect a mix of charming cottages and modern homes, many of which offer family-friendly amenities such as multiple bedrooms, game rooms, and proximity to local shops and restaurants.

What is the most popular type of holiday rental accomodation in Oak Harbor?

In Oak Harbor, holiday houses are the most popular type of holiday rental, with around 252 available throughout the area. These properties often come equipped with multiple bedrooms, fully functional kitchens, and spacious living areas, making them suitable for families or groups looking for a comfortable stay. Many also feature outdoor spaces such as patios or gardens, ideal for relaxing after a day of exploring the beautiful landscapes of Whidbey Island.

Additionally, there are about 51 cottages, which provide a charming and cosy atmosphere, often with unique character and close proximity to local attractions. For those seeking smaller accommodations, approximately 21 apartments are available, typically offering modern amenities, kitchen facilities, and convenient access to the town's shops and restaurants. There are also several cabins and mobile homes, providing alternative options for travellers who prefer a more rustic or mobile experience.

Are there any family house rentals in Oak Harbor?

In Oak Harbor, Washington, there are numerous family-friendly house rentals available, with around 80 options to choose from. This charming coastal town offers a variety of properties that cater to families, featuring spacious living areas ideal for gathering, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and explore.

Many of the homes are conveniently located near attractions such as the scenic Deception Pass State Park, known for its breathtaking views and hiking trails, as well as the beautiful beaches along Whidbey Island. Families can also enjoy the local culture by visiting the Whidbey Island Naval Air Station or exploring the quaint shops and eateries in the downtown area.

Can I rent a holiday home with a pool or hot tub in Oak Harbor?

In Oak Harbor, there are several holiday homes available for rent that feature pools and hot tubs. This charming city, located on Whidbey Island in Washington, offers a variety of properties suitable for different group sizes. Many rentals come equipped with private pools, hot tubs, and outdoor spaces great for relaxation and entertainment.

Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and often outdoor patios or decks, providing an ideal setting for family gatherings or group holidays.

Can I find long-stay holiday rentals in Oak Harbor?

A long-stay holiday rental in Oak Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there pet-friendly house rentals in Oak Harbor?

In Oak Harbor, there are numerous pet-friendly house rentals available, offering a variety of amenities to suit different needs. Many of these homes feature fully equipped kitchens, spacious living areas, and outdoor spaces, such as patios or gardens, great for pets and their owners to enjoy.

The city's proximity to beautiful parks and natural areas enhances the experience for pet owners. Whidbey Island's scenic beaches and parks, such as the nearby Oak Harbor Waterfront Park, provide ample opportunities for walks and outdoor adventures with pets. The area is also known for its charming waterfront views and access to hiking trails, making it an excellent choice for those looking to explore the great outdoors with their furry companions. See all pet-friendly rentals in Oak Harbor.

Are there any remote work holiday rentals in Oak Harbor?

In Oak Harbor, Washington, there are numerous remote work holiday rentals available, with around 339 options to choose from. This charming town, located on Whidbey Island, offers a variety of properties that cater well to remote workers. Many rentals feature essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable seating areas, ensuring a productive environment even while away from home.

The scenic surroundings include beautiful waterfront views and easy access to local attractions, making it a pleasant place to work and unwind. Nearby points of interest include the picturesque Deception Pass State Park, ideal for outdoor activities during breaks, and the historic downtown area, where visitors can enjoy local shops and restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Oak Harbor holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Oak Harbor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

What are popular rental amenities in Oak Harbor?

In Oak Harbor, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces for relaxation and enjoying the views. Many rentals also feature onsite parking, making it convenient for those travelling by car. Additional comforts like fireplaces can be found in several properties, adding a cosy touch, especially during the cooler months.

When is the best time to visit Oak Harbor for a holiday rental?

The best time to visit Oak Harbor for a holiday rental is during the summer months, particularly in July. This peak season, which spans from June to August, offers visitors the chance to enjoy warm weather and a vibrant setting great for outdoor adventures. July brings long, sunny days, ideal for exploring the stunning beaches, hiking trails, and parks that Oak Harbor has to offer.

During this period, temperatures typically range from the mid-teens to low 20s Celsius, creating a comfortable climate for sightseeing and recreational activities. Families and friends flock to the area, relishing the opportunity to engage in water sports, visit local festivals, and take part in community events that showcase the charm of this coastal town.

For those looking to travel on a budget, October presents a wonderful alternative. This month, while quieter, still offers beautiful autumn scenery and a chance to enjoy serene walks along the waterfront without the summer crowds. The crisp air and fall foliage can make for a lovely backdrop for outdoor explorations.

How early should I book a Oak Harbor holiday rental?

Book your Oak Harbor holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Oak Harbor?

In Oak Harbor, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The scenic waterfront at Oak Harbor Marina offers stunning views and opportunities for boating and fishing. Nearby, the charming downtown area features unique shops, cafes, and restaurants, providing a taste of local flavours.

Nature enthusiasts can explore Deception Pass State Park, which is just a short drive away and boasts hiking trails, breathtaking views of the iconic bridge, and access to beautiful beaches. The park is superb for outdoor activities like kayaking and picnicking.

Additionally, the Whidbey Island Naval Air Station is significant in the area, offering the chance to learn about military history and aviation.

Can I change or cancel my Oak Harbor home rental booking on Vrbo?

To find Oak Harbor holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Are all fees included in the Oak Harbor holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Can I plan a group trip on Vrbo?

Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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