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 wooden cabin with a stone pathway leading to the entrance, surrounded by lush greenery and tall trees.

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

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (374 reviews)
"Great location with breathtaking views on Westcott Bay. The house was sparkling clean and check in was a breeze."
United States
Sylvain R.
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

2. 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 AU$791
includes taxes & fees
23 Sept - 24 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

3. Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (215 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A two-story house with a covered patio, a small deck, and a front yard with landscaping.

4. 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 AU$1,402
includes taxes & fees
10 Sept - 11 Sept
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
A lakeside wooden structure with a balcony, likely a guesthouse or lodge, overlooking a calm lake with trees in the background.

5. 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 AU$836
includes taxes & fees
24 Sept - 25 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

6. 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 AU$863
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.

7. 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 AU$854
includes taxes & fees
8 Sept - 9 Sept
Cedar Orchard Cabin.
A deck with a picnic table and umbrella, overlooking a marina with boats.

8. 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 AU$819
includes taxes & fees
7 Sept - 8 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

9. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is AU$701
includes taxes & fees
1 Sept - 2 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!
A room with a wooden staircase, a bench with pillows, a sofa, and a large window with a view of a lake and trees.

10. Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (18 reviews)
"This was such an amazing place to stay! The views were gorgeous, we loved the hot tub and outside space, and the home was so charming and comfortable. Would highly recommend and can’t wait to stay again in the future."
United States
Stephanie R.
The price is AU$1,254
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

11. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is AU$917
includes taxes & fees
29 Sept - 30 Sept
Goldeneye Farm - Orchard & Ponds
A marina with boats, a stone bridge, and a well-maintained grassy area.

12. 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 AU$280
includes taxes & fees
28 Sept - 29 Sept
Bayside Waterfront King_Ocean Views_King Bed_Pool
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

13. 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 AU$835
includes taxes & fees
7 Sept - 8 Sept
Hot Tub/Central/Modern/Well Appointed/Immaculate
A room with a large window overlooking a forested lake.

14. 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 AU$957
includes taxes & fees
2 Sept - 3 Sept
Cottage at Doe Bay - Entire Home (New Listing)
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, (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.
Modern Home with Stunning Water View
A modern two-story house with a patio area featuring outdoor furniture.

16. 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 AU$853
includes taxes & fees
20 Sept - 21 Sept
Central/Modern/Immaculate/Family Friendly
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

17. 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 AU$955
includes taxes & fees
8 Sept - 9 Sept
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

18. 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, (28 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 AU$1,184
includes taxes & fees
30 Sept - 1 Oct
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A snow-covered landscape with a building featuring a large window and a door.

19. HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5 reviews)
"Great location. "
Canada
danielle
The price is AU$986
includes taxes & fees
1 Oct - 2 Oct
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
An outdoor patio with a table and chairs, overlooking a scenic view of the ocean and trees.

20. 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, (28 reviews)
"We had a lovely stay. The house had everything we could have needed and looked better than the listing! Loved the beach, where we saw otters, seals, herons, starfish, and more. "
United States
Julie T.
The price is AU$1,051
includes taxes & fees
28 Sept - 29 Sept
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.
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

Discovery Inn

Discovery Inn

10/10 Excellent
"Well appointed and friendly hotel. Conveniently located, minutes from the main commercial area of Friday Harbor. Alexis (owner) is very friendly and hospitable. Highly recommended."
Diego 2-night trip
Posted less than an hour ago
Discovery Inn

Find out more about Friday Harbor

Friday Harbor Holiday Homes information

Number of reviews
6,071
Accommodation
364 Holiday Homes
Lowest Price
AU$140
Highest Price
AU$638