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
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Friday Harbor holiday homes

Outdoor dining

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, (205 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is NZ$762
includes taxes & fees
8 June - 9 June
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Exterior

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

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (44 reviews)
"Great secluded spot if you’re looking for a relaxing stay on San Juan! "
United Kingdom
Bret N.
The price is NZ$1,386
includes taxes & fees
3 June - 4 June
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Dining

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, (98 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is NZ$934
includes taxes & fees
25 June - 26 June
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Terrace/patio

Rose Mountain Lodge - Friday Harbor

Rose Mountain Lodge - Friday Harbor
Friday Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the home, enjoyed the surroundings. "
United States
barani008
The price is NZ$2,773
includes taxes & fees
17 June - 18 June
Rose Mountain Lodge - Friday Harbor
Exterior

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, (169 reviews)
"The house location is amazing! It’s a great older home with eclectic antique charm. We loved the sunroom nook. We had a group of 6 and the house was a great setting for friends to catch up and relax, play card games, and hang out. We all agreed we agreed we will stay here again. The host was great!"
United States
Hollie
The price is NZ$1,233
includes taxes & fees
12 June - 13 June
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Interior

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, (25 reviews)
"Excellent. I normally have everything prepared and planned before I arrive at a rental property, however the host here anticipates all of the guests needs before they even make it to the island. The app only gives 5 stars but it was above and beyond. I cant wait to come again!"
United States
James
The price is NZ$1,429
includes taxes & fees
3 June - 4 June
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Exterior

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, (74 reviews)
"Very comfortable home away from home"
United States
Lynn
The price is NZ$677
includes taxes & fees
8 June - 9 June
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Smart TV, fireplace

Deception Pass home with forest and bay views

Deception Pass home with forest and bay views
Oak Harbor
10.0 out of 10, Exceptional, (29 reviews)
"Super cute place. Great for the family "
United States
Heidi M.
Deception Pass home with forest and bay views
Terrace/patio

Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub
Oak Harbor
9.8 out of 10, Exceptional, (16 reviews)
"Incredible place. Stone’s throw from the ocean, with a beautiful beach to walk forever. Saw gray whales which was incredible. House is great, with beautiful views from bedroom of ocean and the lights of Victoria in the distance. Hot tub perfect. Loved watching the fighter jets take off and land. If you want to get away and really disconnect, this is the spot. "
United States
Scott
The price is NZ$949
includes taxes & fees
9 June - 10 June
Lux Coastal Retreat & Hot Tub
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, (22 reviews)
"Beautiful home and fantastic view. Close to many activities."
United States
Raquelle J.
The price is NZ$863
includes taxes & fees
8 June - 9 June
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort
TV, fireplace, table football, offices

@ Marbella Lane - Seas the Bay sanctuary

@ Marbella Lane - Seas the Bay sanctuary
Oak Harbor
The price is NZ$1,327
includes taxes & fees
15 June - 16 June
@ Marbella Lane - Seas the Bay sanctuary
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, (66 reviews)
"We came into a clean home with lots of light and beautiful gardens. My dog loved the backyard to play fetch in. Very quiet, well equipped kitchen. Cooked almost every meal there because we felt no need to go anywhere else. So very relaxing!!!"
United States
Ann
The price is NZ$714
includes taxes & fees
4 June - 5 June
Light-filled home with fenced yard - two dogs welcome - walk everywhere
Outdoor dining

Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (35 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$1,040
includes taxes & fees
3 June - 4 June
Cedar Orchard Cabin.
Interior

Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views
Oak Harbor
9.0 out of 10, Wonderful, (27 reviews)
"View was incredible and enjoyed watching and Bald Eagles and Whales that visited. "
United States
Russell
The price is NZ$841
includes taxes & fees
8 June - 9 June
Island Hideaway with Stunning Ocean Views
Smart TV, books

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, (16 reviews)
"Cute little house for a quiet stay. Loved the hot tub!!"
United States
Matt B.
The price is NZ$535
includes taxes & fees
8 June - 9 June
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
Interior

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, (21 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is NZ$1,164
includes taxes & fees
3 June - 4 June
Cottage at Doe Bay - Entire Home (New Listing)
TV, fireplace, video games, books

Oceanfront Family Retreat

Oceanfront Family Retreat
Oak Harbor
10.0 out of 10, Exceptional, (52 reviews)
"It was a wonderful stay for my family! We had a great time in the area and the place was so clean and cute! Will definitely stay here again!"
United States
Thatcher B.
The price is NZ$1,190
includes taxes & fees
3 June - 4 June
Oceanfront Family Retreat
Exterior

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay and the place was exactly what we were looking for — cozy, private, and relaxing. The hot tub and natural surroundings made it feel like a true retreat. Would definitely love to come back."
United States
Naveen G.
The price is NZ$1,237
includes taxes & fees
7 June - 8 June
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Property grounds

Cute cottage, close to everything Anacortes has to offer. Discounts available

Cute cottage, close to everything Anacortes has to offer. Discounts available
Anacortes
10.0 out of 10, Exceptional, (198 reviews)
"The perfect house for our stay. It's in a great location, very clean, comfortable beds, and well equipped. "
United States
Katherine P.
The price is NZ$626
includes taxes & fees
3 June - 4 June
Cute cottage, close to everything Anacortes has to offer. Discounts available
Terrace/patio

Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay for two nights. The home was very clean, comfortable, and well-organized, with everything we needed. The location is great — right in the center, surrounded by shops, restaurants, and cafés, which is very convenient. The property manager was easy to communicate with and very responsive, making our stay smooth and enjoyable. We would definitely stay here again. Highly recommended!"
United States
Lada
The price is NZ$898
includes taxes & fees
3 June - 4 June
Central/Modern/Immaculate/Family 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

Earthbox Inn & Spa

Earthbox Inn & Spa

2/10 Terrible
"I arrived late due to the ferry being behind schedule, so it was dark. I could not see the room numbers or even locate the building because they were not well illuminated. The instructions were not helpful from the hotel via email. There was no one on staff at the hotel to help me. Front desk was closed. Parking lot was narrow/full/dark. I found the room by going back to the front and parking then walking. Once I found the room and a parking spot. I had to walk back to my truck/drive to the room. I was so tired and it was late so I did not get to use any of the amenities which was disappointing since this is why I chose this hotel. On the positive side, room was nice with a deck overlooking the woods. Best of all, the bed was so comfortable with quality linens and pillows. Just prepare in case you also arrive after dark. I hope this helps someone to have a lovely experience."
stacie 1-night trip
Posted 4 hours ago
Earthbox Inn & Spa

Find out more about Friday Harbor

Friday Harbor Holiday Homes information

Number of reviews
11,022
Accommodation
381 Holiday Homes
Lowest Price
NZ$165
Highest Price
NZ$813