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

Holiday Homes in Friday Harbor

  • 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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Friday Harbor holiday homes

A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

1. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (106 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
The price is NZ$949
includes taxes & fees
23 Sept - 24 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
A lakeside wooden structure with a balcony, likely a guesthouse or lodge, overlooking a calm lake with trees in the background.

2. Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (144 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is NZ$1,011
includes taxes & fees
24 Sept - 25 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island
A two-story house with a covered patio, a small deck, and a front yard with landscaping.

3. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! Such a fun place to stay! "
United States
Colin B.
The price is NZ$1,711
includes taxes & fees
10 Sept - 11 Sept
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
A cabin with a gravel driveway, surrounded by tall trees.

4. 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
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A stone patio with outdoor furniture, a wooden deck, and a view of a forested mountain range.

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

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
The price is NZ$1,033
includes taxes & fees
2 Sept - 3 Sept
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

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

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (6 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is NZ$734
includes taxes & fees
14 Sept - 15 Sept
Emily's Cottage at Cayou Channel - Orcas Island
A deck with a picnic table and umbrella, overlooking a marina with boats.

7. 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 NZ$938
includes taxes & fees
2 Sept - 3 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

8. 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 NZ$1,065
includes taxes & fees
15 Sept - 16 Sept
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.

9. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is NZ$1,044
includes taxes & fees
8 Sept - 9 Sept
Cedar Orchard Cabin.
A marina with boats, a stone bridge, and a well-maintained grassy area.

10. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
6.0 out of 10, (1 review)
"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 NZ$334
includes taxes & fees
2 Sept - 3 Sept
Bayside Waterfront King_Ocean Views_King Bed_Pool
A room with a large window overlooking a forested lake.

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

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is NZ$1,137
includes taxes & fees
2 Sept - 3 Sept
Cottage at Doe Bay - Entire Home (New Listing)
A modern two-story house with a patio area featuring outdoor furniture.

12. Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (20 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 NZ$1,010
includes taxes & fees
20 Sept - 21 Sept
Central/Modern/Immaculate/Family Friendly
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

13. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is NZ$1,102
includes taxes & fees
29 Sept - 30 Sept
Goldeneye Farm - Orchard & Ponds
A garden pathway leading to a house with a garage.

14. Cozy Loft on an Organic Flower Farm

Cozy Loft on an Organic Flower Farm
Lummi Island
The price is NZ$689
includes taxes & fees
2 Sept - 3 Sept
Cozy Loft on an Organic Flower Farm
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

15. North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
The price is NZ$1,179
includes taxes & fees
8 Sept - 9 Sept
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

16. 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, (28 reviews)
"The view of the water was outstanding The accommodations were clean and comfortable. We would definitely stay again"
United States
Johanna R.
The price is NZ$743
includes taxes & fees
7 Sept - 8 Sept
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

17. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (381 reviews)
"Wonderful play to stay on Orcas Island. Clean space, great kitchen, and beautiful views. The host was incredibly communicative throughout and a pleasure to correspond with. We will definitely be returning!"
United States
Brett N.
The price is NZ$1,095
includes taxes & fees
28 Sept - 29 Sept
Modern Home with Stunning Water View
A modern kitchen with white cabinetry, a central island with bar stools, and a view of the ocean through large windows.

18. 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, (24 reviews)
"Beautiful home and fantastic view. Close to many activities."
United States
Raquelle J.
The price is NZ$850
includes taxes & fees
9 Sept - 10 Sept
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

19. 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)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is NZ$1,299
includes taxes & fees
8 Sept - 9 Sept
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (37 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
The price is NZ$997
includes taxes & fees
7 Sept - 8 Sept
Hot Tub/Central/Modern/Well Appointed/Immaculate
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 House

Friday Harbor House

10/10 Excellent
"Great hotel. Great staff."
Jim 2-night trip
Posted 1 hour ago
Friday Harbor House

Find out more about Friday Harbor

Friday Harbor Holiday Homes information

Number of reviews
851
Accommodation
352 Holiday Homes
Lowest Price
NZ$334
Highest Price
NZ$1,711