Book Holiday Homes in Whidbey Island

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 Whidbey Island

 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.
4 BR Beautiful House, stunning views, walk to Golf and Beach.
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

Oak Harbor
Located in Oak Harbor, this vacation home is by the ocean, within a 5-minute drive of Lavender Wind Farm and Libbey Beach County Park.
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly
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
The price is AU$566 per night from 21 Feb to 22 Feb
AU$566
includes taxes & fees
21 Feb - 22 Feb
Located in Freeland, this vacation home is by the sea, a 3-minute drive from Holmes Harbor and 5 minutes from Blooms.
Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7
Save an average of 15% on thousands of hotels when you're signed in
West Beach Retreat Whidbey Island!

West Beach Retreat Whidbey Island!

Oak Harbor
The price is AU$540 per night from 23 Feb to 24 Feb
AU$540
includes taxes & fees
23 Feb - 24 Feb
Located in Oak Harbor, this vacation home is on the waterfront, a 1-minute drive from Joseph Whidbey State Park and 5 minutes from Gallery Driving Range.
West Beach Retreat Whidbey Island!
Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony

Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony

Freeland
When you stay at this vacation home in Freeland, you'll be by the sea, within a 5-minute drive of Mutiny Bay and Holmes Harbor.
Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

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

Oak Harbor
With a stay at this vacation home in Oak Harbor, you'll be on the beach, within a 15-minute drive of Olympic Peninsula and Libbey Beach County Park.
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC
Puget Sound/Mtn Sunrise View - NO CLEANING FEE- *PLEASE READ FULL DESCRIPTION *

Puget Sound/Mtn Sunrise View - NO CLEANING FEE- *PLEASE READ FULL DESCRIPTION *

Langley
Located in Langley, this vacation home is by the ocean, within a 10-minute drive of Whidbey Island Center for the Arts and Callahan's Firehouse.
Puget Sound/Mtn Sunrise View - NO CLEANING FEE- *PLEASE READ FULL DESCRIPTION *
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

Oak Harbor
A stay at this vacation home places you in the heart of Oak Harbor, a 3-minute drive from Lavender Wind Farm and 5 minutes from Libbey Beach County Park.
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
Dog-Friendly Home with Peaceful Location Near Lake and Town

Dog-Friendly Home with Peaceful Location Near Lake and Town

Langley
With a stay at this vacation home in Langley, you'll be on a lake, just steps from Goss Lake and a 4-minute drive from Holmes Harbor.
Dog-Friendly Home with Peaceful Location Near Lake and Town
Don't see what you're looking for?
See all available properties in Whidbey Island
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.

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
368 Holiday Homes
Lowest Price
AU$171
Highest Price
AU$566
Popular accommodation
4 BR Beautiful House, stunning views, walk to Golf and Beach. , High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly, Whidbey House 3 BR 2 BA Porch & Patio: Walk to Golf & Beach Sleeps 6-7, West Beach Retreat Whidbey Island!, Log-style mountain and bay-view retreat with hot tub, game rooms, & balcony, Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC, Puget Sound/Mtn Sunrise View - NO CLEANING FEE- *PLEASE READ FULL DESCRIPTION *, Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit, Dog-Friendly Home with Peaceful Location Near Lake and Town

Top trending hotels in Whidbey Island

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$245 per night from 20 Feb to 21 Feb
AU$245
includes taxes & fees
20 Feb - 21 Feb
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.
Coachman Inn & Suites
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$171 per night from 20 Feb to 21 Feb
AU$171
includes taxes & fees
20 Feb - 21 Feb
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
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$522 per night from 22 Mar to 23 Mar
AU$522
includes taxes & fees
22 Mar - 23 Mar
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 ...
Saratoga Inn
Save an average of 15% on thousands of hotels when you're signed in
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$269 per night from 26 Feb to 27 Feb
AU$269
includes taxes & fees
26 Feb - 27 Feb
With a stay at Best Western Plus Oak Harbor Hotel & Conference Center in Oak Harbor, you'll be within a 5-minute drive of Whidbey Playhouse and Technical Drive ...
Best Western Plus Oak Harbor Hotel & Conference Center
Don't see what you're looking for?
See all available properties in Whidbey Island
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.