Oak Harbor Holiday Rentals

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Holiday Rentals in Oak Harbor

Our top choices for Oak Harbor holiday rentals

@ Marbella Lane - Seas the Bay Sanctuary

3.0 star property
The price is AU$734
includes taxes & fees
9 Sept - 10 Sept
@ Marbella Lane - Seas the Bay Sanctuary

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

3.0 star property
The price is AU$849
includes taxes & fees
14 Sept - 15 Sept
@ Marbella Lane Wave HS W/ev Charger, Oceanfront!

Chalet overlooking quiet bay, surrounded by Deception Pass state park

10.0 out of 10, Exceptional, (59)
"We only stayed for one night but it was great. Beautiful house and a wonderful area to explore."
The price is AU$532
includes taxes & fees
16 Sept - 17 Sept
Chalet overlooking quiet bay, surrounded by Deception Pass state park

This is truely a Million Dollar View with incredible sunsets and wildlife.

9.8 out of 10, Exceptional, (171)
"I loved coming back to the place of my former home"
This is truely a Million Dollar View with incredible sunsets and wildlife.

View * Harbor * Downtown * R & R!

2.0 star property
10.0 out of 10, Exceptional, (14)
"Plenty of room, great location, had everything we needed. Communication with hostess was great."
The price is AU$446
includes taxes & fees
15 Sept - 16 Sept
View * Harbor * Downtown * R & R!

Lodge Trails, Hot Tub, Walk to Cornet Bay

3.0 star property
Lodge Trails, Hot Tub, Walk to Cornet Bay

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

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great place to stay on our way to ferry"
The price is AU$641
includes taxes & fees
5 Oct - 6 Oct
Cabin * Hot tub * Fire pit * View * Getaway!

Medallion Inn & Suites

3.5 star property
8.4 out of 10, Very good, (2281)
"Nice place good breakfast"
The price is AU$189
includes taxes & fees
1 Oct - 2 Oct
Medallion Inn & Suites

Postcard Cabins Skagit Valley

2.0 star property
9.4 out of 10, Exceptional, (35)
"It was very clean, peaceful and a great get away!"
The price is AU$259
includes taxes & fees
5 Oct - 6 Oct
Postcard Cabins Skagit Valley

Valley View Motel

3.0 star property
7.8 out of 10, Good, (264)
"I liked that it was inexpensive and close to Port Townsend."
The price is AU$109
includes taxes & fees
28 Sept - 29 Sept
Valley View Motel

Memorable Forest Stay with Hot Tubs + Beaches nearby

1.0 star property
8.8 out of 10, Excellent, (3)
"Super remote (almost no cell service, which was nice), comfortable bed. Cute basic little spot"
The price is AU$229
includes taxes & fees
1 Oct - 2 Oct
Memorable Forest Stay with Hot Tubs + Beaches nearby

Come Relax at Mountain Springs Cabin

10.0 out of 10, Exceptional, (559)
"Very serene and beautiful!"
Come Relax at Mountain Springs Cabin

Waterfront cottage - Free Wi-Fi - fully fenced backyard

7.6 out of 10, Good, (44)
"Great water view across inlet. Saw eagles and otters. Rental was well equipped and clean. Good location. Would book again."
The price is AU$417
includes taxes & fees
9 Sept - 10 Sept
Waterfront cottage - Free Wi-Fi - fully fenced backyard

Island "Eco" Retreat with Wood Fired Hot Tubs

8.4 out of 10, Very good, (13)
"Very well equipped for an off grid experience. Peaceful, beautiful, in the middle of the woods on an island. Super cool!"
Island "Eco" Retreat with Wood Fired Hot Tubs

Dog-friendly beachfront home with firepit & breathtaking water views

9.0 out of 10, Wonderful, (73)
"We spent the month at this wonderful home and it was extraordinary. "
Dog-friendly beachfront home with firepit & breathtaking water views

Downtown Friday Harbor! Newly Built! (HB)

2.0 star property
9.4 out of 10, Exceptional, (10)
"Is a really clean and organized place, we enjoyed our stay."
Downtown Friday Harbor! Newly Built! (HB)

Cozy hidden gem tucked away where the mountains meet the sea.

10.0 out of 10, Exceptional, (19)
"Host has a very nice and cozy spot. Well maintained and instructions were very helpful. It is set up nicely with lots of amenities provided generously by the host. The hot tub was clean and very relaxing too! Would definitely recommend and visit again!"
The price is AU$441
includes taxes & fees
9 Sept - 10 Sept
Cozy hidden gem tucked away where the mountains meet the sea.

Lakefront House with dock and lots of toys!

10.0 out of 10, Exceptional, (15)
"This place is perfect. So glad we stayed here"
Lakefront House with dock and lots of toys!

Luxury 2BR Yacht • Marina Views • WiFi

10.0 out of 10, Exceptional, (1)
Luxury 2BR Yacht • Marina Views • WiFi

Waterfront, hot tub, wildlife, quiet, sunsets.

9.8 out of 10, Exceptional, (318)
"Enjoyed our stay "
Waterfront, hot tub, wildlife, quiet, sunsets.
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

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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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?

Waterfront, hot tub, wildlife, quiet, sunsets.: 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. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Oak Harbor?

Choose from 87 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 Skagit Bay and Windjammer Park 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.