Book Holiday Homes in Oak Harbor

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Featured Holiday Homes in Oak Harbor

Charming Cottage in Stunning Waterfront Setting

Charming Cottage in Stunning Waterfront Setting

Sequim WA
Located in Sequim, this vacation home is on the waterfront, within a 10-minute drive of Purple Haze Lavender Farm and Carrie Blake Park.
Opens in a new windowCharming Cottage in Stunning Waterfront Setting
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

Oak Harbor WA
When you stay at this vacation home in Oak Harbor, you'll be on the beach, within a 5-minute drive of Libbey Beach County Park and Fort Ebey State Park.
Opens in a new windowSandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC
Charming 2-bedroom house in downtown Langley.

Charming 2-bedroom house in downtown Langley.

Langley WA
With a stay at this vacation home in Langley, you'll be near the beach, just a 4-minute walk from Langley Whale Center and 5 minutes by foot from Clyde ...
Opens in a new windowCharming 2-bedroom house in downtown Langley.
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*Dyer House* Min fees, 5br/2ba Near Downtown/Beach, Family and Dog Friendly

*Dyer House* Min fees, 5br/2ba Near Downtown/Beach, Family and Dog Friendly

Oak Harbor WA
When you stay at this vacation home in Oak Harbor, you'll be by the sea, within a 10-minute walk of Windjammer Park and Garry Oak Gallery.
Opens in a new window*Dyer House* Min fees, 5br/2ba Near Downtown/Beach, Family and Dog Friendly
Westside Waterfront View Home - AvantStay | Hottub

Westside Waterfront View Home - AvantStay | Hottub

Greenbank WA
With a stay at this vacation home in Greenbank (Lagoon Point), you'll be within a 10-minute drive of Holmes Harbor and Meerkerk Rhododendron Gardens.
Opens in a new windowWestside Waterfront View Home - AvantStay | Hottub
Historic Inn near Port Townsend

Historic Inn near Port Townsend

Port Townsend WA
Located in Port Townsend, this vacation home is within a 5-minute drive of Kelly Art Deco Light Museum and Fort Townsend State Park.
Opens in a new windowHistoric Inn near Port Townsend
Waterfront Escape with Hot Tub

Waterfront Escape with Hot Tub

Friday Harbor WA
Located in Friday Harbor, this vacation home is by the ocean, within a 5-minute drive of San Juan Golf & Tennis Club and San Juan Islands Museum of Art.
Opens in a new windowWaterfront Escape with Hot Tub
Bayfront Dog-Friendly Cottage with Porch, Gas Grill, WiFi & Beach Access

Bayfront Dog-Friendly Cottage with Porch, Gas Grill, WiFi & Beach Access

Port Townsend WA
Located in Port Townsend, this vacation home is by the ocean, within a 5-minute drive of Discovery Bay Wildlife Area and Snow and Salmon Creek Estuary ...
Opens in a new windowBayfront Dog-Friendly Cottage with Porch, Gas Grill, WiFi & Beach Access
Cozy Camano Island Retreat & Gallery w/beach access.

Cozy Camano Island Retreat & Gallery w/beach access.

Camano WA
When you stay at this vacation home in Camano Island, you'll be near the beach and 9 minutes by car from Cama Beach State Park.
Opens in a new windowCozy Camano Island Retreat & Gallery w/beach access.
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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
721 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$254
Popular accommodation
Charming Cottage in Stunning Waterfront Setting, Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC, Charming 2-bedroom house in downtown Langley., *Dyer House* Min fees, 5br/2ba Near Downtown/Beach, Family and Dog Friendly, Westside Waterfront View Home - AvantStay | Hottub, Historic Inn near Port Townsend, Waterfront Escape with Hot Tub, Bayfront Dog-Friendly Cottage with Porch, Gas Grill, WiFi & Beach Access, Cozy Camano Island Retreat & Gallery w/beach access.

Top trending hotels in Oak Harbor

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$254 per night from 3 Jan to 4 Jan
AU$254
3 Jan - 4 Jan 2026
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$144 per night from 4 Jan to 5 Jan
AU$144
4 Jan - 5 Jan 2026
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$215 per night from 29 Dec to 30 Dec
AU$215
29 Dec - 30 Dec
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
Save an average of 15% on thousands of hotels when you're signed in
Candlewood Suites Oak Harbor by IHG

Candlewood Suites Oak Harbor by IHG

2.5 out of 5
33221 State Route 20 Oak Harbor WA
Fully refundable
The price is AU$215 per night from 16 Jan to 17 Jan
AU$215
16 Jan - 17 Jan 2026
includes taxes & fees
Located in Oak Harbor, Candlewood Suites Oak Harbor by IHG is in a rural location, within a 15-minute drive of Skagit Bay and Deception Pass State Park.
Opens in a new windowCandlewood Suites Oak Harbor by IHG
Don't see what you're looking for?
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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.