Book Holiday Homes in Friday Harbor

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Featured Holiday Homes in Friday Harbor

3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger

3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger

Eastsound
Located in Eastsound, this vacation home is by the ocean, within a 5-minute drive of Crescent Beach and Darvill's Bookstore.
3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger
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!
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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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.
Secluded dog-friendly home with mountain views & gas fireplace

Secluded dog-friendly home with mountain views & gas fireplace

2 out of 5
Orcas Island
Located in Eastsound, this vacation home is by the sea, within a 5-minute drive of Moran State Park and Cascade Lake.
Secluded dog-friendly home with mountain views & gas fireplace
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
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

Anacortes
With a stay at this vacation home in Anacortes, you'll be by the sea, within a 15-minute drive of Deception Pass State Park and John Storvik Playground.
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
  Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Friday Harbor
Located in Friday Harbor, this vacation home is on the beach, within a 5-minute walk of Wescott Bay and San Juan Islands Sculpture Park.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
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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.

Friday 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 Friday Harbor vacation homes are the perfect way for you to wing it.

Holiday houses in Friday 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 Friday 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 Friday Harbor adventures, obvs.

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

Friday Harbor Holiday Homes essential information

Accommodation
376 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger, Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!, Beautiful No Bank West Beach Waterfront Home, Stunningly Beautiful High Bank Waterfront Property!, This is truely a Million Dollar View with incredible sunsets and wildlife., Secluded dog-friendly home with mountain views & gas fireplace, Harbor Home Base, Cute cottage, peek-a-boo view close to everything Anacortes has to offer. , Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Top trending hotels in Friday Harbor

Friday Harbor Suites

Friday Harbor Suites

2.5 out of 5
680 Spring Street, Friday Harbor, WA
When you a stay at Friday Harbor Suites in Friday Harbor, you'll be near the airport, within a 5-minute walk of San Juan Historical Society and Museum and San ...
Friday Harbor Suites
The Orca Inn

The Orca Inn

2 out of 5
770 Mullis St., Friday Harbor, WA
Located in Friday Harbor, The Orca Inn is a 4-minute walk from San Juan Islands Museum of Art and 12 minutes by foot from Whale Museum.
The Orca Inn
Inn to the Woods B&B

Inn to the Woods B&B

3.5 out of 5
46 Elena Drive, Friday Harbor, WA
Located in Friday Harbor, Inn to the Woods B&B is in a national park, within a 10-minute drive of Whale Museum and Wescott Bay.
Inn to the Woods B&B
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Earthbox Inn & Spa

Earthbox Inn & Spa

2.5 out of 5
410 Spring Street, Friday Harbor, WA
A stay at Earthbox Inn & Spa places you in the heart of Friday Harbor, a 1-minute drive from Whale Museum and 6 minutes from San Juan Golf & Tennis Club.
Earthbox Inn & Spa
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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.