Search Vacation Homes in Friday Harbor

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Homes in Friday Harbor

Outdoor dining
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Friday Harbor
10.0 out of 10, Exceptional, (193)
"Had a great week in the San Juan’s. House was perfect for our group and would rent again!"
United States
Matt E.
$657 nightly
The price is $717
Jan 3 - Jan 4, 2026
Total with taxes and fees
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Dining
Lookout @ SeaAcres -Beach Access

Lookout @ SeaAcres -Beach Access

San Juan County
10.0 out of 10, Exceptional, (3)
"Beautiful home with great views! We particularly appreciated how thoughtfully stocked the kitchen was and how the home had a high chair and porta-crib! "
United States
Katie H.
$383 nightly
The price is $414
Dec 6 - Dec 7
Total with taxes and fees
Lookout @ SeaAcres -Beach Access
Outdoor dining
Mt. Baker View * Harbor * King Bed * Fire Pit!

Mt. Baker View * Harbor * King Bed * Fire Pit!

2.0 star property
Oak Harbor
10.0 out of 10, Exceptional, (7)
"Wonderful place to stay! Very convenient to the store and restaurants in the area! The host was also very kind booking was easy and fast! "
United States
Cheryl L.
$341 nightly
The price is $368
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mt. Baker View * Harbor * King Bed * Fire Pit!
TV, books, stereo
Light-filled home with fenced yard - two dogs welcome - walk everywhere

Light-filled home with fenced yard - two dogs welcome - walk everywhere

Anacortes
9.2 out of 10, Wonderful, (61)
"The house was perfect for our family"
United States
Janice M.
$360 nightly
The price is $395
Dec 7 - Dec 8
Total with taxes and fees
Light-filled home with fenced yard - two dogs welcome - walk everywhere
Interior
The Best Beach Cabin EVER

The Best Beach Cabin EVER

Anacortes
10.0 out of 10, Exceptional, (23)
"Loved this property! I could have spent our whole trip sitting and watching the bay. "
United States
Terrie S.
$460 nightly
The price is $503
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Best Beach Cabin EVER
Fridge, microwave, oven, stovetop
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Eastsound
9.4 out of 10, Exceptional, (70)
"We loved the forest views and the home was very clean and comfortable. The location was very convenient, close to town and water. Highly recommend for a stay on Orcas."
United States
Annie T.
$324 nightly
The price is $353
Dec 8 - Dec 9
Total with taxes and fees
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Dining
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

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

Oak Harbor
9.4 out of 10, Exceptional, (23)
"We loved the place, most especially the view! Spacious and great location! "
United States
Alita T.
$266 nightly
The price is $293
Dec 8 - Dec 9
Total with taxes and fees
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Fridge, microwave, oven, stovetop
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound
10.0 out of 10, Exceptional, (15)
"It was a great home base for our island stay. "
United States
Rachel D.
$399 nightly
The price is $445
Dec 6 - Dec 7
Total with taxes and fees
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Beach
Perch - La Fiesta 47: Sunset ocean view home, close to town

Perch - La Fiesta 47: Sunset ocean view home, close to town

Coupeville
9.6 out of 10, Exceptional, (21)
"Nice house w great views and very quiet neighborhood. "
United States
Jennifer S.
$278 nightly
The price is $305
Dec 8 - Dec 9
Total with taxes and fees
Perch - La Fiesta 47: Sunset ocean view home, close to town
Fridge, microwave, oven, stovetop
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

Anacortes
8.8 out of 10, Excellent, (82)
"The house is perfectly located for Cap Sante Marina. It was very clean and in a quiet neighborhood. "
United States
Lesley B.
$389 nightly
The price is $426
Dec 7 - Dec 8
Total with taxes and fees
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Beach
Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views

Oak Harbor
9.2 out of 10, Wonderful, (23)
"Great house beautiful views and excellent location! The owner was helpful and always fast to reply. Loved our stay here and will probably be back!"
United States
Jennifer B.
$455 nightly
The price is $506
Dec 21 - Dec 22
Total with taxes and fees
Island Hideaway with Stunning Ocean Views
Outdoor spa tub
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!

Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!

Oak Harbor
9.2 out of 10, Wonderful, (15)
"Great view."
United States
Colleen A.
$252 nightly
The price is $277
Dec 8 - Dec 9
Total with taxes and fees
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
Exterior
Cheerful woodsy cabin w gas fireplace, sleeps 6.

Cheerful woodsy cabin w gas fireplace, sleeps 6.

Lopez Island
10.0 out of 10, Exceptional, (4)
"Beautiful property. Great kitchen. "
United States
Carol B.
$504 nightly
The price is $526
Dec 9 - Dec 10
Total with taxes and fees
Cheerful woodsy cabin w gas fireplace, sleeps 6.
Smart TV, books, offices
Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate

Eastsound
10.0 out of 10, Exceptional, (24)
"Enjoyed our stay, great host. "
United States
Janet J.
$463 nightly
The price is $505
Dec 7 - Dec 8
Total with taxes and fees
Hot Tub/Central/Modern/Well Appointed/Immaculate
Terrace/patio
Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub

Oak Harbor
9.8 out of 10, Exceptional, (12)
"Beautiful views, cozy place & close to local shopping. "
United States
Shelley R.
$451 nightly
The price is $494
Dec 15 - Dec 16
Total with taxes and fees
Lux Coastal Retreat & Hot Tub
Exterior
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

Oak Harbor
8.4 out of 10, Very Good, (40)
"The location was great. Loved the view!!!! The house was clean, however hasn’t been kept up as much as I had hoped based on the photos. "
United States
Brant H.
$530 nightly
The price is $601
Dec 14 - Dec 15
Total with taxes and fees
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!
Fridge, microwave, oven, stovetop
HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

Eastsound
10.0 out of 10, Exceptional, (5)
"Great location. "
Canada
danielle
$454 nightly
The price is $496
Dec 7 - Dec 8
Total with taxes and fees
HEART OF EASTSOUND - ENTIRE HOME, IN TOWN
Fridge, microwave, oven, stovetop
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

Coupeville
9.8 out of 10, Exceptional, (21)
"Beautiful home and fantastic view. Close to many activities."
United States
Raquelle J.
$498 nightly
The price is $545
Dec 7 - Dec 8
Total with taxes and fees
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort
Smart TV, table tennis, books
Cedar Orchard Cabin.

Cedar Orchard Cabin.

Eastsound
9.8 out of 10, Exceptional, (35)
"We enjoyed our 4 days on Orcas Island - hiking and relaxing. John provided useful information on activities across the island and responded rapidly to our questions."
United States
Pamela F.
$574 nightly
The price is $626
Dec 6 - Dec 7
Total with taxes and fees
Cedar Orchard Cabin.
Outdoor dining
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Eastsound
10.0 out of 10, Exceptional, (12)
"This was a great family holiday thanks to the location and quality of the house. Kristen, the property manager, exceeded our expectations and responded quickly and professionally when we had questions. We hope to visit again next summer! "
United States
Rena H.
$631 nightly
The price is $688
Dec 6 - Dec 7
Total with taxes and fees
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
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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Top Friday Harbor Hotel Reviews

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

10/10 Excellent
"Highly recommended for an offseason getaway! We stayed over a gray weekend in November., the house was very cozy and still a lot to see and do. This is a great location, loved being right on the water with great views from the living room even. Property even more impressive than the photos. "
Sarah W. 2-night trip
Posted 3 days ago
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Find out more about Friday Harbor

Friday Harbor Vacation Homes information

Number of reviews
587
Accommodation
390 Vacation Homes
Lowest Price
$277
Highest Price
$717

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