Book Holiday Homes in Whidbey Island

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Featured Holiday Homes in Whidbey Island

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.
*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
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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
Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7

Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7

Freeland WA
The price is AU$490 per night from 8 Jan to 9 Jan
AU$490
8 Jan - 9 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Freeland, a 3-minute drive from Holmes Harbor and 5 minutes from Blooms.
Opens in a new windowWhidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7
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 WA
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.
Harborview Getaway by AvantStay | Walk to Beach

Harborview Getaway by AvantStay | Walk to Beach

Langley WA
Located in Langley, this vacation home is by the sea, a 2-minute drive from Holmes Harbor and 8 minutes from Goss Lake.
Opens in a new windowHarborview Getaway by AvantStay | Walk to Beach
 4 BR Beautiful House, stunning views, walk to Golf and Beach.

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

Freeland WA
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.
Stunningly Beautiful High Bank Waterfront Property!

Stunningly Beautiful High Bank Waterfront Property!

Oak Harbor WA
Located in Oak Harbor, this vacation home is by the ocean, a 5-minute drive from Joseph Whidbey State Park and 6 minutes from Lavender Wind Farm.
Opens in a new windowStunningly Beautiful High Bank Waterfront Property!
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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.

Whidbey Island 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 Whidbey Island vacation homes are the perfect way for you to wing it.

Holiday houses in Whidbey Island 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 Whidbey Island 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 Whidbey Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Whidbey Island 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 Whidbey Island 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.

Whidbey Island Holiday Homes essential information

Accommodation
432 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$490
Popular accommodation
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, Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7, Custom estate with 6 bedrooms, 4+baths, private beach in enchanting Coupeville., Harborview Getaway by AvantStay | Walk to Beach, 4 BR Beautiful House, stunning views, walk to Golf and Beach. , Stunningly Beautiful High Bank Waterfront Property!

Top trending hotels in Whidbey Island

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 5 Jan to 6 Jan
AU$254
5 Jan - 6 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 30 Dec to 31 Dec
AU$215
30 Dec - 31 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
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Saratoga Inn

Saratoga Inn

3.5 out of 5
201 Cascade Ave Langley WA
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 4 Jan to 5 Jan
AU$263
4 Jan - 5 Jan 2026
includes taxes & fees
Saratoga Inn is centrally located in Langley, a 5-minute walk from South Whidbey Harbor at Langley and 6 minutes by foot from Whidbey Island Center for the ...
Opens in a new windowSaratoga Inn
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.