Oak Harbor Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Oak Harbor holiday rentals

10.0 out of 10, Exceptional, (82)
"This is the perfect house for a weekend getaway. Close to hiking, shopping and great restaurants. Super clean, comfortable beds, great backyard for dogs and a well-stocked kitchen. "
United States
Melissa M.
Stunningly Beautiful High Bank Waterfront Property!
8.4 out of 10, Very good, (41)
"The location was great. Loved the view!!!! The house was clean, however hasn’t been kept up as much as I had hoped based on the photos. "
United States
Brant H.
The price is NZ$1,041
includes taxes & fees
5 Jan - 6 Jan 2026
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!
9.2 out of 10, Wonderful, (16)
"Great view."
United States
Colleen A.
The price is NZ$533
includes taxes & fees
5 Jan - 6 Jan 2026
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
10.0 out of 10, Exceptional, (225)
"Perfect in every way! We swam right in front of the house, cooked, hiked, relaxed, explored. Wonderful place, wonderful hosts."
United States
Abigail K.
Sunset Beach Haven; Seriously Waterfront-"It's Like Living on a Boat", Whidbey
2.0 star property
10.0 out of 10, Exceptional, (7)
"Thank you so much for letting us stay at your beautiful Mount Baker view home! We had such a wonderful time and really enjoyed the comfortable bed, the great deck, and especially the amazing views of the mountain. It was the perfect escape, and I can't wait to visit again."
United States
David B.
The price is NZ$611
includes taxes & fees
4 Jan - 5 Jan 2026
Mt. Baker View * Harbor * King Bed * Fire Pit!
9.8 out of 10, Exceptional, (24)
"Lovely location and very comfortable home for a large group."
United States
Paul B.
Grand Waterfront Getaway Olympic Views & amenities
9.8 out of 10, Exceptional, (51)
"Great location, lovely beach walks "
United States
Nathan S.
Gorgeous, newly remodeled West Beach Cabin. The wall of window's are stunning!
Seacliff Haven Waterfront Luxury, Stunning Views, Hot Tub & Game Room

Aparthotel in Arlington

Medallion Inn & Suites
3.5 star property
8.6 out of 10, Excellent, (2407)
"Clean hotel, nice breakfast "
United States
Lanorah
The price is NZ$194
includes taxes & fees
4 Jan - 5 Jan 2026
Medallion Inn & Suites
9.4 out of 10, Exceptional, (47)
"We had an amazing time here! It’s very clean and everything has been prepared for us. The stuffs are nice, communication is easy, reply super quick. We will definitely come back, highly recommended! "
Canada
Tianqi
The price is NZ$266
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Skagit Valley, Outdoor Collection by Marriott Bonvoy
7.6 out of 10, Good, (48)
"What a beautiful sensational vacation. We loved the views and accommodations. Want to come again "
United States
Kerry I.
The price is NZ$492
includes taxes & fees
18 Jan - 19 Jan 2026
Waterfront cottage - Free Wi-Fi - fully fenced backyard
10.0 out of 10, Exceptional, (571)
"Amazing place to stay, we will be back!"
United States
Melissa S.
Come Relax at Mountain Springs Cabin
10.0 out of 10, Exceptional, (457)
"Very clean and well stocked with cleaning, kitchen and bathroom supplies. The view and sun room were amazing. Very quiet and peaceful. We will definitely stay here again."
United States
Sonya
Charming Cottage in Stunning Waterfront Setting
10.0 out of 10, Exceptional, (17)
"Great house. Beautiful lake. Will definitely stay again!"
United States
Ryan H.
Lakefront House with dock and lots of toys!
9.8 out of 10, Exceptional, (102)
"Perfect weekend escape. Had lots of fun. "
United States
Celia G.
The Perfect Rustic Luxurious Getaway Cabin
9.0 out of 10, Wonderful, (75)
"Amazing view!"
United States
philipp v.
Beachfront home with firepit & breathtaking water views
9.8 out of 10, Exceptional, (329)
"Great place!"
United States
Amber M.
Waterfront, hot tub, wildlife, quiet, sunsets.
9.4 out of 10, Exceptional, (14)
"awesome place "
United States
kim w.
The price is NZ$353
includes taxes & fees
19 Dec - 20 Dec
Hidden Gem! Our brand new space in the heart of Skagit Valley!

Cottage in Port Townsend

Valley View Motel
3.0 star property
7.8 out of 10, Good, (276)
"I liked that it was inexpensive and close to Port Townsend."
United States
Mike
The price is NZ$123
includes taxes & fees
28 Dec - 29 Dec
Valley View Motel
9.6 out of 10, Exceptional, (34)
"We really liked the property. Easy to find, very clean. We would stay there again."
United States
Dave W.
Enchanting cottage perfect for a romantic getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Oak Harbor Hotel Reviews

Find out more about Oak Harbor

Everything you need to know about Oak Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Harbor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oak Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Harbor holiday rentals we have selected for you start as low as NZ$123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oak Harbor rentals

At Expedia, we put the best Oak Harbor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oak Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Harbor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oak Harbor?

Yes, there are holiday rentals in Oak Harbor close to Lavender Wind Farm, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Oak Harbor is known for its waterfront. Make sure you have time to check out the sporting events and museums during your trip.

What are some of the best holiday rentals that Oak Harbor has to offer?

Charming Cottage in Stunning Waterfront Setting: This holiday home rental outside of Oak Harbor is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Oak Harbor?

Choose from 93 Expedia holiday rentals in Oak Harbor for a memorable holiday.

What can I see and do in Oak Harbor?

Cultural attractions include Whidbey Playhouse and Garry Oak Gallery, whereas Windjammer Park and Skagit Bay are a couple of picturesque spots to enjoy the outdoors. While here, Lavender Wind Farm and Fort Ebey State Park are other places worth a visit.

What are holiday rentals like in Oak Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Harbor. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.