Book Holiday Homes in Oak Harbor

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Featured Holiday Homes in Oak Harbor

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

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

Freeland
Located in Freeland, this vacation home is by the sea, a 1-minute drive from Holmes Harbor and 7 minutes from Blooms.
Opens in a new window 4 BR Beautiful House, stunning views, walk to Golf and Beach.
Newer, dog-friendly home at the forest's edge with patio & WiFi - near downtown

Newer, dog-friendly home at the forest's edge with patio & WiFi - near downtown

Port Townsend
The price is AU$400 per night from 18 Nov to 19 Nov
AU$400
18 Nov - 19 Nov
includes taxes & fees
Located in Port Townsend, this vacation home is a 5-minute drive from Port Townsend Aero Museum and 5 minutes from Fort Townsend State Park.
Opens in a new windowNewer, dog-friendly home at the forest's edge with patio & WiFi - near downtown
Waterfront cottage - Free Wi-Fi - fully fenced backyard

Waterfront cottage - Free Wi-Fi - fully fenced backyard

Freeland
The price is AU$430 per night from 16 Nov to 17 Nov
AU$430
16 Nov - 17 Nov
includes taxes & fees
With a stay at this vacation home in Freeland, you'll be on the waterfront, just steps from Holmes Harbor and a 3-minute drive from Blooms.
Opens in a new windowWaterfront cottage - Free Wi-Fi - fully fenced backyard
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Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville.

Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville.

Coupeville
Located in Coupeville, this vacation home is within a 5-minute drive of Island County Historical Society and Patmore Park.
Opens in a new windowCustom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville.
Hope Island Suite: Water-Mountain-Island view.  Couples, Girls Getaway!

Hope Island Suite: Water-Mountain-Island view. Couples, Girls Getaway!

La Conner
A stay at this vacation home places you in the heart of La Conner, within a 5-minute drive of Hope Island State Park and Kukutali Preserve.
Opens in a new windowHope Island Suite: Water-Mountain-Island view. Couples, Girls Getaway!
Historic Coupeville 6BR/5BA near Waterfront/Wharf

Historic Coupeville 6BR/5BA near Waterfront/Wharf

Coupeville
With a stay at this vacation home in Coupeville, you'll be by the sea, just a 5-minute walk from Island County Historical Society and 7 minutes by foot from ...
Opens in a new windowHistoric Coupeville 6BR/5BA near Waterfront/Wharf
Beautiful West Beach Waterfront Home - Spectacular Setting!

Beautiful West Beach Waterfront Home - Spectacular Setting!

Oak Harbor
Located in Oak Harbor, this vacation home is by the ocean, a 3-minute drive from Lavender Wind Farm and 6 minutes from Libbey Beach County Park.
Opens in a new windowBeautiful West Beach Waterfront Home - Spectacular Setting!
Sauna, Beach, Sunset, Game Room, Peace and Quiet, Fun!

Sauna, Beach, Sunset, Game Room, Peace and Quiet, Fun!

Oak Harbor
Located in Oak Harbor, this vacation home is a 3-minute drive from Joseph Whidbey State Park and 7 minutes from Gallery Driving Range.
Opens in a new windowSauna, Beach, Sunset, Game Room, Peace and Quiet, Fun!
Waterfront, hot tub, wildlife, quiet, sunsets.

Waterfront, hot tub, wildlife, quiet, sunsets.

La Conner
A stay at this vacation home places you in the heart of La Conner, a 1-minute drive from Skagit Bay and 8 minutes from Swinomish Cedar Hats.
Opens in a new windowWaterfront, hot tub, wildlife, quiet, sunsets.
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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.

Oak Harbor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oak Harbor vacation homes are the perfect way for you to wing it.

Holiday houses in Oak Harbor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oak Harbor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oak Harbor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oak Harbor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oak Harbor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oak Harbor Holiday Homes essential information

Accommodation
702 Holiday Homes
Lowest Price
AU$134
Highest Price
AU$430
Popular accommodation
4 BR Beautiful House, stunning views, walk to Golf and Beach. , Newer, dog-friendly home at the forest's edge with patio & WiFi - near downtown, Waterfront cottage - Free Wi-Fi - fully fenced backyard, Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville., Hope Island Suite: Water-Mountain-Island view. Couples, Girls Getaway! , Historic Coupeville 6BR/5BA near Waterfront/Wharf, Beautiful West Beach Waterfront Home - Spectacular Setting!, Sauna, Beach, Sunset, Game Room, Peace and Quiet, Fun!, Waterfront, hot tub, wildlife, quiet, sunsets.

Top trending hotels in Oak Harbor

Coachman Inn & Suites

Coachman Inn & Suites

2.5 out of 5
32959 Highway 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 14 Nov to 15 Nov
AU$221
14 Nov - 15 Nov
includes taxes & fees
With a stay at Coachman Inn & Suites in Oak Harbor, you'll be within a 5-minute drive of Whidbey Playhouse and Technical Drive Dog Park.
Opens in a new windowCoachman Inn & Suites
Best Western Plus Oak Harbor Hotel & Conference Center

Best Western Plus Oak Harbor Hotel & Conference Center

2.5 out of 5
33175 State Route 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 20 Nov to 21 Nov
AU$232
20 Nov - 21 Nov
includes taxes & fees
Located in Oak Harbor, Best Western Plus Oak Harbor Hotel & Conference Center is within a 15-minute drive of Skagit Bay and Deception Pass State Park.
Opens in a new windowBest Western Plus Oak Harbor Hotel & Conference Center
Auld Holland Inn

Auld Holland Inn

2.5 out of 5
33575 State Route 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 17 Nov to 18 Nov
AU$148
17 Nov - 18 Nov
includes taxes & fees
With a stay at Auld Holland Inn in Oak Harbor, you'll be within a 5-minute drive of Flintstone Park and Windjammer Park.
Opens in a new windowAuld Holland Inn
Save an average of 15% on thousands of hotels when you're signed in
Acorn Motor Inn

Acorn Motor Inn

2.5 out of 5
31530 State Route 20, Oak Harbor, WA
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 14 Nov to 15 Nov
AU$134
14 Nov - 15 Nov
includes taxes & fees
With a stay at Acorn Motor Inn in Oak Harbor, you'll be near the beach, just a 5-minute walk from PBY Memorial Foundation PBY-Naval Air Museum and 6 minutes ...
Opens in a new windowAcorn Motor Inn
Don't see what you're looking for?
See all available properties in Oak Harbor
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.