A marina with numerous boats docked, a wooden pier, and a forested hill in the background.

Friday Harbor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Friday Harbor vacation homes

A red house with a porch and a staircase leading to the front door.

1. Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Friday Harbor
9.2 out of 10, Wonderful, (192 reviews)
"The house is great. Charming older home close to everything. The host was great….left us fresh eggs from her coop! Very spacious. The house is tidy and well equipped."
United States
Luke B
The price is CA $721
CA $902 total
includes taxes & fees
Nov 8 - Nov 9
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

2. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is CA $210
CA $615 total
includes taxes & fees
Oct 27 - Oct 28
Emily's Cottage at Cayou Channel - Orcas Island
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

3. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
"Very clean and comfortable! Beautiful view as well. Kitchen also had all the equipment to be able to cook meals at home."
United States
Lucy H.
The price is CA $265
CA $536 total
includes taxes & fees
Oct 27 - Oct 28
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

4. 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 reviews)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is CA $330
CA $777 total
includes taxes & fees
Nov 2 - Nov 3
Cheerful woodsy cabin w gas fireplace, sleeps 6.
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

5. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 reviews)
"Charming cedar cottage with lovely water view from the sunroom. Great hot tub and fire table. Laundry available. Well stocked kitchen. Lots of fun on ping pong table. Will definitely be back!"
United States
Loree C.
The price is CA $498
CA $882 total
includes taxes & fees
Oct 27 - Oct 28
Cedar Orchard Cabin.
A modern kitchen with wooden cabinets, a large island, and a view of the outdoors.

6. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is CA $135
CA $529 total
includes taxes & fees
Nov 2 - Nov 3
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

7. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is CA $345
CA $637 total
includes taxes & fees
Oct 27 - Oct 28
WATER VIEWS! WOOD STOVE! PRIVATE!
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

8. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is CA $372
CA $807 total
includes taxes & fees
Oct 27 - Oct 28
Goldeneye Farm - Orchard & Ponds
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

9. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (40 reviews)
"We loved the place and would definitely check availability for it on our next trip."
United States
Tyler and Briana D.
The price is CA $306
CA $668 total
includes taxes & fees
Oct 27 - Oct 28
Hot Tub/Central/Modern/Well Appointed/Immaculate
Property grounds

10. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is CA $246
CA $279 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront King Room with Ocean Views
A two-story residential house with a front porch, a mailbox, and a blue door.

11. Downtown 3BR Dog Friendly - Patio

Downtown 3BR Dog Friendly - Patio
Anacortes
8.8 out of 10, Excellent, (90 reviews)
"Great property. We stayed for a sailing regatta at the marina very close by. This accommodation is close to down town. You can stay here, go on a whale watching tour, hike close by and grab cookies at The Store."
United States
Rachel S.
The price is CA $202
CA $619 total
includes taxes & fees
Oct 27 - Oct 28
Downtown 3BR Dog Friendly - Patio
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

12. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property close to everything the island has to offer. The view was incredible! We loved everything about our stay."
United States
Rananda S.
The price is CA $569
CA $1,034 total
includes taxes & fees
Oct 28 - Oct 29
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A room with a large window overlooking a forested lake.

13. Cottage at Doe Bay - Entire Home (New Listing)

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is CA $416
CA $519 total
includes taxes & fees
Oct 27 - Oct 28
Cottage at Doe Bay - Entire Home (New Listing)
A modern two-story house with a patio area featuring outdoor furniture.

14. Heart Of Eastsound, Family & Small-Dog Friendly

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Our stay couldn’t have been better! Such a great place in the best location. Would absolutely stay here again!"
United States
Debra P.
The price is CA $316
CA $749 total
includes taxes & fees
Oct 27 - Oct 28
Heart Of Eastsound, Family & Small-Dog Friendly
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

15. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (383 reviews)
"Such a special place!"
United States
Kathleen R.
The price is CA $420
CA $855 total
includes taxes & fees
Oct 27 - Oct 28
Modern Home with Stunning Water View
Two private decks with 180° water views, lounge seating, and a new gas BBQ.

16. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
The price is CA $507
CA $1,018 total
includes taxes & fees
Oct 27 - Oct 28
Sweeping Sound Views, Pet friendly, 3 Bedroom
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

17. 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, (18 reviews)
"Everything we needed was provided. Great stay!"
United States
Monty and Michelle d.
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
A stone patio with outdoor furniture, a wooden deck, and a view of a forested mountain range.

18. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of East Sound. Enjoyed coffee and the birds chirping on the patio. Great weekend getaway. "
United States
David C.
The price is CA $431
CA $740 total
includes taxes & fees
Oct 27 - Oct 28
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

19. The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful house and amazing location! Accommodated our group of 6 easily. Walk to town. Quick response and support from the host. We would totally stay here again."
United States
Matt M.
The price is CA $434
CA $1,063 total
includes taxes & fees
Nov 16 - Nov 17
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A wooden deck with outdoor furniture overlooking a body of water and forested hills.

20. INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!
San Juan County
9.0 out of 10, Wonderful, (2 reviews)
"The view was stunning, and the cabin itself is really picturesque, especially the old fire stove."
United States
Vlada K.
The price is CA $604
CA $909 total
includes taxes & fees
Oct 27 - Oct 28
INSANE VIEWS! HOT TUB!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Friday Harbor Hotel Reviews

Friday Harbor Suites

Friday Harbor Suites

10/10 Excellent
"We had a separate room in ours which was very nice for our 10 month old to get some uninterrupted sleep!"
Jadeen 2-night trip
Posted 7 hours ago
Friday Harbor Suites

Find out more about Friday Harbor

Friday Harbor Vacation Homes information

Number of reviews
879
Accommodation
361 Vacation Homes
Lowest Price
CA $279
Highest Price
CA $1,063

Explore a world of travel with Expedia