Book Holiday Homes in Whidbey Island

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Featured Holiday Homes in Whidbey Island

Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

Oak Harbor
Located in Oak Harbor, this vacation home is in a rural location, a 3-minute drive from Joseph Whidbey State Park and 7 minutes from Gallery Driving Range.
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Waterfront cottage - Free Wi-Fi - fully fenced backyard

Waterfront cottage - Free Wi-Fi - fully fenced backyard

Freeland
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.
Waterfront cottage - Free Wi-Fi - fully fenced backyard
Beautiful No Bank West Beach Waterfront Home

Beautiful No Bank West Beach Waterfront Home

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.
Beautiful No Bank West Beach Waterfront Home
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Charming 2-bedroom house in downtown Langley.

Charming 2-bedroom house in downtown Langley.

Langley
With a stay at this property in Langley, you'll be a 4-minute walk from Langley Whale Center and 5 minutes by foot from Clyde Theatre.
Charming 2-bedroom house in downtown Langley.
Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi

Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi

Oak Harbor
Located in Oak Harbor, this vacation home is by the sea, within a 10-minute drive of PBY Memorial Foundation PBY-Naval Air Museum and Windjammer Park.
Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi
Stunningly Beautiful High Bank Waterfront Property!

Stunningly Beautiful High Bank Waterfront Property!

Oak Harbor
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.
Stunningly Beautiful High Bank Waterfront Property!
This is truely a Million Dollar View with incredible sunsets and wildlife.

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

Coupeville
Located in Oak Harbor, this vacation home is on the waterfront, within a 15-minute walk of Libbey Beach County Park and Fort Ebey State Park.
This is truely a Million Dollar View with incredible sunsets and wildlife.
Waterfront getaway with beautiful patio, wifi and W/D

Waterfront getaway with beautiful patio, wifi and W/D

2 out of 5
Langley
Located in Langley, this vacation home is by the ocean, within a 10-minute drive of Goss Lake and Langley Whale Center.
Waterfront getaway with beautiful patio, wifi and W/D
Harbor Home Base

Harbor Home Base

3.5 out of 5
Oak Harbor
With a stay at this vacation home in Oak Harbor, you'll be within a 15-minute drive of Deception Pass State Park and Technical Drive Dog Park.
Harbor Home Base
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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
444 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!, Waterfront cottage - Free Wi-Fi - fully fenced backyard, Beautiful No Bank West Beach Waterfront Home, Charming 2-bedroom house in downtown Langley., Updated Water View Gem with Deck, BBQ/Outdoor Dining, Hot Tub, Fireplace, & WiFi, Stunningly Beautiful High Bank Waterfront Property!, This is truely a Million Dollar View with incredible sunsets and wildlife., Waterfront getaway with beautiful patio, wifi and W/D, Harbor Home Base

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
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.
Best 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
With a stay at Auld Holland Inn in Oak Harbor, you'll be within a 5-minute drive of Flintstone Park and Windjammer Park.
Auld 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
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.
Coachman Inn & Suites
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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
Located in Oak Harbor, Candlewood Suites Oak Harbor by IHG is in a rural location, within a 5-minute drive of Whidbey Playhouse and Technical Drive Dog ...
Candlewood Suites Oak Harbor by IHG
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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.

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^Subject to availability and chosen travel dates.