A bridge spanning a river over a forested island.

Oak Harbor Holiday Rentals

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Our top choices for Oak Harbor holiday rentals

1. Welcome to Tranquility Place, Whidbey Island

Welcome to Tranquility Place, Whidbey Island
Oak Harbor
9.8 out of 10, Exceptional, (18 reviews)
"We had a great stay! The bathroom is really nice and the view from the bed was lovely."
United States
Kerry K.
The price is NZ$274
includes taxes & fees
17 Nov - 18 Nov
Welcome to Tranquility Place, Whidbey Island

2. 2 BR Unit w/ Mesmerizing Water View @Oak Harbor

2 BR Unit w/ Mesmerizing Water View @Oak Harbor
Oak Harbor
8.0 out of 10, Very good, (3 reviews)
"You could not get a better view and the sound of the water splashing against the seawall at night was wonderful !! Really enjoyed the boats traveling by and the sunsets were mesmerizing. The home was well equipped and had everything we needed. Easy access to Oak Harbor, Anacortes and Coopeville."
United States
Debby B.
The price is NZ$694
includes taxes & fees
18 Nov - 19 Nov
2 BR Unit w/ Mesmerizing Water View @Oak Harbor

3. Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Oak Harbor
9.2 out of 10, Wonderful, (30 reviews)
"The view of the water was outstanding The accommodations were clean and comfortable. We would definitely stay again"
United States
Johanna R.
The price is NZ$665
includes taxes & fees
18 Nov - 19 Nov
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

4. Perch - Balda Getaway: Spacious family friendly rambler with harbor view

Perch - Balda Getaway: Spacious family friendly rambler with harbor view
Oak Harbor
9.0 out of 10, Wonderful, (42 reviews)
"Nice size and location"
United States
Andrew V.
The price is NZ$639
includes taxes & fees
11 Nov - 12 Nov
Perch - Balda Getaway: Spacious family friendly rambler with harbor view

5. Cabin * Hot tub * Fire pit * View * Getaway!

Cabin * Hot tub * Fire pit * View * Getaway!
Oak Harbor
9.8 out of 10, Exceptional, (28 reviews)
"Quaint home on quiet cul-de-sac with great views of Oak Harbor. The home was comfortable and had everything needed for a nice stay with easy access to town."
United States
Michael S.
The price is NZ$852
includes taxes & fees
8 Nov - 9 Nov
Cabin * Hot tub * Fire pit * View * Getaway!

6. @ Marbella Lane - Seas the Bay sanctuary

@ Marbella Lane - Seas the Bay sanctuary
Oak Harbor
6.6 out of 10, (17 reviews)
"We had a very enjoyable time. The view was amazing and the house was very spacious! The only think I would say otherwise is the yard needs some work. Otherwise, we had a great stay there."
United States
Heidi M.
The price is NZ$1,001
includes taxes & fees
8 Nov - 9 Nov
@ Marbella Lane - Seas the Bay sanctuary

7. @ Marbella Lane Wave HS W/ev Charger, Oceanfront!

@ Marbella Lane Wave HS W/ev Charger, Oceanfront!
3.0 star property
Oak Harbor
The price is NZ$1,087
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane Wave HS W/ev Charger, Oceanfront!

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

Oak Harbor View : Relaxing Setting : Fireplace : Beautiful Surroundings.
Oak Harbor
10.0 out of 10, Exceptional, (95 reviews)
"The place was clean and well maintained. Ideal location"
United States
Usha V.
The price is NZ$747
includes taxes & fees
7 Nov - 8 Nov
Oak Harbor View : Relaxing Setting : Fireplace : Beautiful Surroundings.

9. Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views
Oak Harbor
9.0 out of 10, Wonderful, (31 reviews)
"Great home with amazing views."
United States
Kimberly B.
The price is NZ$927
includes taxes & fees
10 Nov - 11 Nov
Island Hideaway with Stunning Ocean Views

10. Waterfront Getaway on Cornet Bay Deception Pass. Relaxing Retreat Whidbey Island

Waterfront Getaway on Cornet Bay Deception Pass. Relaxing Retreat Whidbey Island
Oak Harbor
10.0 out of 10, Exceptional, (27 reviews)
"This property was gorgeous - incredibly clean and the host thought of every detail! It was a delightful stay!!! Communication was excellent and I would absolutely stay here again!"
United States
Anonymous traveller
The price is NZ$628
includes taxes & fees
7 Nov - 8 Nov
Waterfront Getaway on Cornet Bay Deception Pass. Relaxing Retreat Whidbey Island

11. @ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!
Oak Harbor
8.4 out of 10, Very good, (46 reviews)
"There was a snafu with check in and needing additional information which made it really late. When we finally got into the building one of the bathroom doors was locked. Overall, not a huge deal. The beds are very comfortable, the view is amazing, the neighborhood is great. Very close to Oak Harbor."
United States
Megan T.
The price is NZ$1,040
includes taxes & fees
9 Nov - 10 Nov
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

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

Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort
Coupeville
9.6 out of 10, Exceptional, (28 reviews)
"We had a great time with our family renting this house! We loved the views and the location is great for doing things across the island."
United States
Adam B.
The price is NZ$904
includes taxes & fees
9 Nov - 10 Nov
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

13. Perch - West Beach Point: Panoramic view home w/Hot Tub!

Perch - West Beach Point: Panoramic view home w/Hot Tub!
Oak Harbor
9.2 out of 10, Wonderful, (27 reviews)
"Home was very clean. Hosts communicated well. Great location and views along West Beach."
United States
Amy A.
The price is NZ$665
includes taxes & fees
1 Dec - 2 Dec
Perch - West Beach Point: Panoramic view home w/Hot Tub!

14. Beachfront Hot Tub Retreat for Two

Beachfront Hot Tub Retreat for Two
Oak Harbor
10.0 out of 10, Exceptional, (21 reviews)
"Great place with great hosts."
United States
Robb M.
The price is NZ$1,059
includes taxes & fees
9 Nov - 10 Nov
Beachfront Hot Tub Retreat for Two

15. Oceanfront Beach House w/ Hot Tub & Sunset Views

Oceanfront Beach House w/ Hot Tub & Sunset Views
Oak Harbor
9.8 out of 10, Exceptional, (101 reviews)
"Beautiful home located right on the water."
United States
Carey K.
The price is NZ$2,427
includes taxes & fees
9 Nov - 10 Nov
Oceanfront Beach House w/ Hot Tub & Sunset Views

16. Beachfront retreat on Sunset Beach

Beachfront retreat on Sunset Beach
Oak Harbor
The price is NZ$1,140
includes taxes & fees
8 Nov - 9 Nov
Beachfront retreat on Sunset Beach

17. @ Marbella Lane - Seas the Bay Sanctuary

@ Marbella Lane - Seas the Bay Sanctuary
3.0 star property
Oak Harbor
8.0 out of 10, Very good, (3 reviews)
"Yes place was very nice "
United States
Luke
The price is NZ$1,034
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane - Seas the Bay Sanctuary

18. Home Away From Home… for you and for your pets!

Home Away From Home… for you and for your pets!
Oak Harbor
9.0 out of 10, Wonderful, (18 reviews)
"Beautiful place and gorgeous view. I would like to stay there again next year"
United States
Ina T.
The price is NZ$1,053
includes taxes & fees
15 Nov - 16 Nov
Home Away From Home… for you and for your pets!
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.
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Top Oak Harbor Hotel Reviews

Find out more about Oak Harbor

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oak Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oak Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oak Harbor. Seeing all the best attractions is bound to make you fall in love with Oak Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oak Harbor short-term rentals, that won’t be hard to do.

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?

This is truely a Million Dollar View with incredible sunsets and wildlife.: This highly rated holiday home rental in Oak Harbor is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Some other top choices in Oak Harbor are Stunningly Beautiful High Bank Waterfront Property! and Seacliff Haven | Waterfront Luxury, Stunning Views & Game Room.

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.