Holiday Homes in San Juan Island

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Our top choices for San Juan Island holiday homes

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, (204 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is NZ$770
includes taxes & fees
27 May - 28 May
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

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$1,415
includes taxes & fees
17 May - 18 May
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

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, (95 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is NZ$946
includes taxes & fees
12 June - 13 June
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

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
Rose Mountain Lodge - Friday Harbor

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, (168 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$1,244
includes taxes & fees
4 June - 5 June
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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$879
includes taxes & fees
18 May - 19 May
Lux Coastal Retreat & Hot Tub

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, (65 reviews)
"Great location "
United States
Carole C.
The price is NZ$681
includes taxes & fees
17 May - 18 May
Light-filled home with fenced yard - two dogs welcome - walk everywhere

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$709
includes taxes & fees
22 May - 23 May
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views
Oak Harbor
9.0 out of 10, Wonderful, (26 reviews)
"View was incredible and enjoyed watching and Bald Eagles and Whales that visited. "
United States
Russell
The price is NZ$819
includes taxes & fees
8 June - 9 June
Island Hideaway with Stunning Ocean Views

Oceanfront Family Retreat

Oceanfront Family Retreat
Oak Harbor
10.0 out of 10, Exceptional, (52 reviews)
"Amazing host and a great communicator. Very responsive! The house was perfect with amazing views of the Puget Sound. Very clean and had everything you need for a worry free relaxing time. The game room was a huge bonus."
United States
Joe D.
Oceanfront Family Retreat

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$866
includes taxes & fees
17 May - 18 May
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

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

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$1,172
includes taxes & fees
1 June - 2 June
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

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, (27 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$541
includes taxes & fees
20 May - 21 May
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

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, (196 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$613
includes taxes & fees
18 May - 19 May
Cute cottage, close to everything Anacortes has to offer. Discounts available

Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (13 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$913
includes taxes & fees
17 May - 18 May
Central/Modern/Immaculate/Family Friendly

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, (25 reviews)
"Incredibly warm feeling home. Everything we needed was there. Will definitely be back"
United States
Lenne
The price is NZ$569
includes taxes & fees
27 May - 28 May
Perch - La Fiesta 47: Sunset ocean view home, close to town

Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (26 reviews)
"Great location!"
United States
Karen M.
Hot Tub/Central/Modern/Well Appointed/Immaculate

Perch - Balda Getaway: Spacious family friendly rambler with harbor view

Perch - Balda Getaway: Spacious family friendly rambler with harbor view
Oak Harbor
9.2 out of 10, Wonderful, (36 reviews)
"This was the perfect place for my two sisters and me to stay for a short trip to Whidbey Island! It was convenient to Oak Harbor and very comfortable with everthing we needed. Would definitely stay again! "
United States
Sharon Foraker
The price is NZ$607
includes taxes & fees
20 May - 21 May
Perch - Balda Getaway: Spacious family friendly rambler with harbor view

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, (85 reviews)
"The location was fantastic, just a short walk to downtown shops and restaurants. Very pet-friendly with a great, fully fenced backyard for our pups. "
United States
Asif Z.
The price is NZ$742
includes taxes & fees
17 May - 18 May
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
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 San Juan Island Hotel Reviews

Find out more about San Juan Island

San Juan Island Holiday Homes information

Number of reviews
1,195
Accommodation
356 Holiday Homes
Lowest Price
NZ$541
Highest Price
NZ$1,415

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