Oak Harbor holiday rentals

We found 610 holiday rentals — enter your dates for availability
Discover a selection of 95 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:18 Dec - 25 Dec

Interior
Living area
Living area
Dining
Exceptional
(26 reviews)

Double Bluff Beach & Deer Lagoon Whidbey Home

Freeland

7% off
AU$2,555
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Double Bluff Beach & Deer Lagoon Whidbey Home
open kitchen
view to the south
The heart of the house
spotting scope in the TV / Living Room comes in handy
Exceptional
(53 reviews)

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

Greenbank

8% off
AU$7,152
for 7 nights, 1 home
AU$1,022 per night
includes taxes & fees
Year Round Beachfront Escape. Mountain Views, Hot Tub, Dedicated Retreat Room
Living area
Westerly view. New living furniture August 2025.
Open living, dining, and kitchen.
New windows and floors. Fresh paint.
Exceptional
(360 reviews)

Waterfront, hot tub, wildlife, quiet, sunsets.

La Conner

8% off
AU$4,660
for 7 nights, 1 home
AU$666 per night
includes taxes & fees
Waterfront, hot tub, wildlife, quiet, sunsets.
Open concept living, dining and kitchen with fireplace.
fire pit and Adirondack chairs
From the front of the house looking up toward the parking area.
Front of the house as you arrive
Exceptional
(19 reviews)

Whidbey Island No-Bank Waterfront Beach House

Coupeville

12% off
AU$5,834
for 7 nights, 1 home
AU$833 per night
includes taxes & fees
Whidbey Island No-Bank Waterfront Beach House
Living area
Terrace/patio
Living area
Exterior detail
Exceptional
(54 reviews)

Cozy Camano Island Retreat & Gallery w/beach access.

Camano Island

7% off
AU$3,762
for 7 nights, 1 home
AU$537 per night
includes taxes & fees
Cozy Camano Island Retreat & Gallery w/beach access.
Interior
Outdoor dining
Living area
Exterior detail
Exceptional
(200 reviews)

Beautiful West Beach Waterfront Home - Spectacular Setting!

Oak Harbor

8% off
AU$4,216
for 7 nights, 1 home
AU$602 per night
includes taxes & fees
Beautiful West Beach Waterfront Home - Spectacular Setting!
Outdoor dining
Open living room with huge picture windows to fully enjoy the view.
Enjoy the view of the Saratoga Passage right from bed.
Our beautiful beach house perched right on Madrona beach
Exceptional
(20 reviews)

The Camano Beach House

Camano Island

8% off
AU$4,138
for 7 nights, 1 home
AU$591 per night
includes taxes & fees
The Camano Beach House
Living area
Outdoor shower
Room
2nd floor loft - bench, workspace, 2 wingback chairs.
Exceptional
(34 reviews)

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

Langley

8% off
AU$4,442
for 7 nights, 1 home
AU$635 per night
includes taxes & fees
Beachfront, Water & Mountain Views, Epic Deck on Whidbey Island!
Breakfast bar, looking out to ocean
Back deck, facing south
View of house from beach with seawall and stairs
Great room, reverse angle, from fireplace
Exceptional
(217 reviews)

Beachfront House on Private Sugar-Sand Beach - One of a Kind!

Langley

8% off
AU$3,676
for 7 nights, 1 home
AU$525 per night
includes taxes & fees
Beachfront House on Private Sugar-Sand Beach - One of a Kind!
Private kitchen
Morning fog shot of the marina across the street by Feb 2015 guest Patricia
Dining
Property grounds
Exceptional
(98 reviews)

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

Oak Harbor

8% off
AU$3,306
for 7 nights, 1 home
AU$472 per night
includes taxes & fees
Cornet Bay home at Deception Pass State Park, 100 ft to beach, huge yard pets ok
Living area
Living area
Exterior
Room
Exceptional
(32 reviews)

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

Coupeville

8% off
AU$3,438
for 7 nights, 1 home
AU$491 per night
includes taxes & fees
Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!
Fully stocked kitchen for entertaining
Terrace/patio
Full view of open living area with ocean views and direct access to beach
Living room with direct private access to the beach
Exceptional
(14 reviews)

Luxurious Whidbey Beachfront Retreat

Oak Harbor

11% off
AU$5,061
for 7 nights, 1 home
AU$723 per night
includes taxes & fees
Luxurious Whidbey Beachfront Retreat
Main entry
Exterior
Location of the television and step leading up and down. With overhead fan!
Lined curtains with a baton pull to open and close to make the room cozy-warm
Exceptional
(22 reviews)

Mount Baker and water view.

Anacortes

8% off
AU$1,385
for 7 nights, 1 cottage
AU$198 per night
includes taxes & fees
Mount Baker and water view.
Living area
Interior
Room
Interior
Exceptional
(6 reviews)

Amazing Waterfront Beach House - 4 bdrms, 4 bathroom, foosball, kayaks and more!

Camano Island

6% off
AU$4,570
for 7 nights, 1 home
AU$653 per night
includes taxes & fees
Amazing Waterfront Beach House - 4 bdrms, 4 bathroom, foosball, kayaks and more!
Interior
Terrace/patio
Interior
Room
Exceptional
(18 reviews)

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

Freeland

8% off
AU$1,469
for 7 nights, 1 cottage
AU$210 per night
includes taxes & fees
Tranquil, private Whidbey Island apt. Level 2 charging station, pet friendly.
side yard showing new fence and access for lower unit.
back deck area has 2-person bistro set
comfortable living area
Interior
Excellent
(18 reviews)

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

Oak Harbor

7% off
AU$1,852
for 7 nights, 1 home
AU$265 per night
includes taxes & fees
Bright 2bd/1ba main level of home, partial water view, close to old town.
Dining
Living area
Marina
Outdoor dining
Exceptional
(11 reviews)

Eagles Landing in La Conner Washington

La Conner

8% off
AU$4,096
for 7 nights, 1 home
AU$585 per night
includes taxes & fees
Eagles Landing in La Conner Washington
Exterior
Terrace/patio
Living area
Living room, with fireplace, TV and several seats/chairs
Exceptional
(109 reviews)

Serene, Relaxing & Dog Friendly

Oak Harbor

8% off
AU$1,742
for 7 nights, 1 room
AU$249 per night
includes taxes & fees
Serene, Relaxing & Dog Friendly
Apartment and balcony above owners garage
Bright, cozy living room space
Open concept living space
King size bed, ceiling fan, full closet and blackout shades
Exceptional
(50 reviews)

Cozy Sunrise Oasis one mile from downtown restaurants & shops

Anacortes

8% off
AU$1,603
for 7 nights, 1 home
AU$229 per night
includes taxes & fees
Cozy Sunrise Oasis one mile from downtown restaurants & shops
Front of cottage & surrounded by the protected Oak Trees.
Living room.
Natural gas range & microwave.
Back Bedroom-2 night stands, dresser & 5' closet
Exceptional
(109 reviews)

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

Oak Harbor

8% off
AU$1,874
for 7 nights, 1 cottage
AU$268 per night
includes taxes & fees
Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.
Living area
Yes, this really is the view!
wine tasting very close by
Open kitchen layout
Exceptional
(165 reviews)

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

Freeland

7% off
AU$3,994
for 7 nights, 1 home
AU$571 per night
includes taxes & fees
4 BR Beautiful House, stunning views, walk to Golf and Beach.
Living area
Exterior detail
Interior
Dining
Exceptional
(41 reviews)

LoveJoy Cottage in quaint historic Coupeville. views of Penn Cove - Pet friendly

Coupeville

8% off
AU$1,671
for 7 nights, 1 cottage
AU$239 per night
includes taxes & fees
LoveJoy Cottage in quaint historic Coupeville. views of Penn Cove - Pet friendly
Room
Living area
Private kitchen
Exterior
Exceptional
(102 reviews)

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

Anacortes

8% off
AU$3,129
for 7 nights, 1 home
AU$447 per night
includes taxes & fees
The Perfect Jumping Off Point! Free WiFi and Great Location!
Private kitchen
Terrace/patio
Exterior
Interior
Exceptional
(129 reviews)

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

Camano Island

8% off
AU$2,917
for 7 nights, 1 home
AU$417 per night
includes taxes & fees
Amazing Sunset/Whale/Water Views/2 Fire Pits/AC/Lots of Games and more!

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Oak Harbor

The area's museums and festivals are just some of the reasons to come on holiday to Oak Harbor. This city's island views, sporting events and bird watching draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Oak Harbor

Are you searching for attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Oak Harbor a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lavender Wind Farm (5.8 mi / 9.3 km)
  • Tulip Town (14.1 mi / 22.7 km)
  • Chimacum Corner Farmstand (19.9 mi / 32.1 km)
  • Lopez Island Vineyards and Winery (20.4 mi / 32.8 km)
  • Joseph Whidbey State Park (3.1 mi / 5 km)
  • Camaloch Golf Course (9.3 mi / 15 km)

Exploring the natural landscape of Oak Harbor

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Oak Harbor. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Ebey's Landing National Historical Reserve (6.3 mi / 10.1 km)
  • Skagit Bay (7.7 mi / 12.4 km)
  • Martha's Beach (8.4 mi / 13.5 km)
  • Fort Casey (8.7 mi / 13.9 km)
  • Rosario Beach (9 mi / 14.5 km)
  • Iverson Preserve (10.7 mi / 17.2 km)

Transport options to and around Oak Harbor

Fly into Lopez Island, WA (LPS), the closest airport, located 19 mi (30.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Friday Harbor, WA (FRD), which is 23.8 mi (38.3 km) away.

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.
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.
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 Stayz.
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.
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.
Are all fees included in the Oak Harbor holiday homes prices shown on Stayz?
Stayz 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.
Are there any Oak Harbor holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Oak Harbor holiday homes?
You can find great discounts on holiday homes in Oak Harbor on Stayz, 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.
Can I change or cancel my Oak Harbor holiday home booking on Stayz?
To find Oak Harbor holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oak Harbor?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Oak Harbor holiday home?
Book your Oak Harbor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oak Harbor?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oak Harbor to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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