Discover a selection of 391 vacation rentals in Oak Harbor, WA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $100 per night, and houses and cottages are popular options for a stay in Oak Harbor. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Oak Harbor
Destination guide

Island living in the heart of the Pacific Northwest

Set along the northeast coast of Whidbey Island, in the sparkling blue waters of Puget Sound, Oak Harbor is a cozy little town with enough natural beauty to last a lifetime. Located just 90 minutes north of Seattle, and just east of the Olympic Peninsula, the picturesque village offers sweeping views of the Pacific Northwest's famed peaks, including the North Cascades, Mount Rainier, and the Olympic Mountains. Your Oak Harbor vacation rental will place you near the town's mixture of pristine parks and unique attractions, offering a little bit of something for everyone to enjoy.

Things to do

Parks, playhouses, and PBYs—an island for everyone

There's no shortage of parks in Oak Harbor, including the 28.5-acre Windjammer Park, a waterfront space with sports facilities, playgrounds, walking trails, picnic facilities, and a beach with a dock and slide. Nearby Joseph Whidbey State Park also features hiking trails and a beach. History is on display at the PBY-Naval Air Museum, which explores the World War II-era amphibious aircraft. Kids and adults of all ages will love the chance to play pilot with the interactive flight simulator. For a change of pace, embrace the town's thriving cultural landscape and enjoy a night of drama at the Whidbey Playhouse.


Farmers' markets, festivals, and fun on the water

For a truly memorable experience, take a boat ride through Deception Pass, the rocky strait that connects Fidalgo Island with Whidbey Island. Most tours travel under Deception Pass Bridge, the structure that connects the 2 points. If you booked an Oak Harbor vacation rental with outdoorsy types, they might enjoy exploring the waters by kayak, canoe, or paddleboard. For those who prefer less strenuous activity, special summer events include a weekly farmers' market, and the Oak Harbor Music Festival, a Labor Day weekend event featuring live performances, beer gardens, and local vendors.


Packed your umbrella and galoshes? Not so fast…

Your Oak Harbor vacation rental is looking mighty cozy in the winter when daytime highs are in the 40s, but lows drop near freezing. Winter is also the rainiest season, but it's not as wet as you might expect for the Pacific Northwest. November and December are the wettest months but only 2.5 to 3 inches of rain accumulate each month. Spring and fall offer very comfortable conditions with highs in the 50s and 60s. Oak Harbor is made for summer days, when the sun shines, little rain falls, and daytime temperatures head toward the 80s.

Natural features

Get ready to have a whale of a good time!

There's nothing quite like seeing gray whales or orcas up close. Thankfully, many area companies offer whale-watching tours in March and April, when these magnificent marine creatures can be seen in the waters surrounding Whidbey Island. And it's quite the watery landscape, as Puget Sound gives way to bays and coves, while small ponds, lakes, creeks, and wetlands are found throughout the island. Further inland, Whidbey Island also features lush forests made up of Douglas fir, alder, maple, and cedar trees, which are sometimes surrounded by sweeping prairies.

How to get there

Traveling to and around Oak Harbor

Fly into Lopez Island, WA (LPS), the closest airport, located 19 mi (30.5 km) from the city center. 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.

How many vacation rentals are available around Oak Harbor, WA?

Our 2021 property listings offer a large selection of 391 vacation rentals around Oak Harbor. From 336 house rentals to 61 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Oak Harbor?

Yes, of course. Vrbo has 336 Houses in Oak Harbor. Our other popular types of vacation rentals in Oak Harbor include:

  • Cottages: 61 rentals available
  • Cabins: 61 rentals available
  • Condos/Apartments: 33 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Oak Harbor?

Yes, you can select your preferred vacation rental with pool among our 21 vacation rentals with pool available in Oak Harbor. Please use our search bar to access the selection of vacation rentals available.