Book Holiday Homes in Oak Harbor

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oak Harbor

Historic 1927 Craftsman in Downtown Sequim – Walk to Everything!

Historic 1927 Craftsman in Downtown Sequim – Walk to Everything!

Sequim
The price is AU$408 per night from 1 Oct to 2 Oct
AU$408
1 Oct - 2 Oct
includes taxes & fees
With a stay at this vacation home in Sequim, you'll be a 3-minute walk from Museum and Art Center and within a 5-minute drive of Carrie Blake Park.
Opens in a new windowHistoric 1927 Craftsman in Downtown Sequim – Walk to Everything!
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK

Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK

Lopez Island
Located in Lopez Island, this vacation home is by the ocean, within a 15-minute drive of Iceberg Point and Watmough Head.
Opens in a new windowCharming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Friday Harbor
Located in Friday Harbor, this vacation home is on the waterfront, a 1-minute drive from San Juan Golf & Tennis Club and 6 minutes from San Juan Island National ...
Opens in a new windowCharming waterfront 4 br gated estate on 8 acres with private beach and buoy.
Save an average of 15% on thousands of hotels when you're signed in
Amenity-Packed Waterfront Island Retreat

Amenity-Packed Waterfront Island Retreat

Lopez Island
Located in Lopez Island, this vacation home is by the ocean, within a 10-minute drive of Lopez Island Golf Club and Shark Reef Park.
Opens in a new windowAmenity-Packed Waterfront Island Retreat
Perch - Ellie's Secret Gnome Cabin

Perch - Ellie's Secret Gnome Cabin

Coupeville
The price is AU$406 per night from 30 Sept to 1 Oct
AU$406
30 Sept - 1 Oct
includes taxes & fees
Located in Coupeville, this vacation home is a 3-minute drive from Holmes Harbor and 6 minutes from Meerkerk Rhododendron Gardens.
Opens in a new windowPerch - Ellie's Secret Gnome Cabin
Beautiful Oceanview Retreat 2 Bedroom Home

Beautiful Oceanview Retreat 2 Bedroom Home

Port Hadlock-Irondale
The price is AU$270 per night from 16 Oct to 17 Oct
AU$270
16 Oct - 17 Oct
includes taxes & fees
With a stay at this vacation home in Port Hadlock, you'll be within a 10-minute drive of Chimacum Corner Farmstand and Finnriver Farm and Cidery.
Opens in a new windowBeautiful Oceanview Retreat 2 Bedroom Home
Light-filled home with fenced yard - two dogs welcome - walk everywhere

Light-filled home with fenced yard - two dogs welcome - walk everywhere

Anacortes
The price is AU$618 per night from 5 Oct to 6 Oct
AU$618
5 Oct - 6 Oct
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Anacortes, within a 15-minute drive of Deception Pass State Park and The Apothecary Spa.
Opens in a new windowLight-filled home with fenced yard - two dogs welcome - walk everywhere
Northwest-style cabin with stunning ocean views & nearby beach access

Northwest-style cabin with stunning ocean views & nearby beach access

Coupeville
A stay at this vacation home places you in the heart of Coupeville, a 5-minute drive from Patmore Park and 7 minutes from Island County Historical Society.
Opens in a new windowNorthwest-style cabin with stunning ocean views & nearby beach access
Waterfront cottage - Free Wi-Fi - fully fenced backyard

Waterfront cottage - Free Wi-Fi - fully fenced backyard

Freeland
The price is AU$421 per night from 30 Sept to 1 Oct
AU$421
30 Sept - 1 Oct
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
Don't see what you're looking for?
See all available properties in Oak Harbor
View all properties
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$143
Highest Price
AU$618
Popular accommodation
Historic 1927 Craftsman in Downtown Sequim – Walk to Everything!, Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK, Charming waterfront 4 br gated estate on 8 acres with private beach and buoy., Amenity-Packed Waterfront Island Retreat, Perch - Ellie's Secret Gnome Cabin, Beautiful Oceanview Retreat 2 Bedroom Home, Light-filled home with fenced yard - two dogs welcome - walk everywhere, Northwest-style cabin with stunning ocean views & nearby beach access, Waterfront cottage - Free Wi-Fi - fully fenced backyard

Top trending hotels in Oak Harbor

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$166 per night from 1 Oct to 2 Oct
AU$166
1 Oct - 2 Oct
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
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$192 per night from 6 Oct to 7 Oct
AU$192
6 Oct - 7 Oct
includes taxes & fees
With a stay at Coachman Inn & Suites in Oak Harbor, you'll be within a 15-minute drive of Deception Pass State Park and Whidbey Playhouse.
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$261 per night from 5 Oct to 6 Oct
AU$261
5 Oct - 6 Oct
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
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$143 per night from 8 Oct to 9 Oct
AU$143
8 Oct - 9 Oct
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
View all properties
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.