Holiday Homes in San Juan Island

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Our top choices for San Juan Island holiday homes

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 €484
includes taxes & fees
10 Jul - 11 Jul
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

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, (206 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is €669
includes taxes & fees
8 Jul - 9 Jul
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)
"Perfect property for time with family."
United States
Lucien T.
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

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, (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 €646
includes taxes & fees
30 Jun - 1 Jul
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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, (86 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 €406
includes taxes & fees
17 Jun - 18 Jun
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

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 €607
includes taxes & fees
21 Jun - 22 Jun
Island Hideaway with Stunning Ocean Views

The Best Beach Cabin EVER

The Best Beach Cabin EVER
Anacortes
10.0 out of 10, Exceptional, (27 reviews)
"This is the perfect little cabin! Very cozy and homey. It’s right on the beach with an incredible view and only a 10 minute drive into town. Will definitely be back!"
United States
Amanda G.
The price is €494
includes taxes & fees
18 Jun - 19 Jun
The Best Beach Cabin EVER

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.
The price is €442
includes taxes & fees
28 Jun - 29 Jun
Deception Pass home with forest and bay views

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 €494
includes taxes & fees
30 Jun - 1 Jul
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

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 €323
includes taxes & fees
25 Jun - 26 Jun
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub
Oak Harbor
9.8 out of 10, Exceptional, (16 reviews)
"The space was beautiful and comfortable, the amenities were top notch, and the view was incredible "
United States
Sarah P.
The price is €583
includes taxes & fees
14 Jul - 15 Jul
Lux Coastal Retreat & Hot Tub

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 €547
includes taxes & fees
17 Jun - 18 Jun
Cedar Orchard Cabin.

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!

@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!
Oak Harbor
8.4 out of 10, Very good, (42 reviews)
"This is a great place for a family unit of adults. The view was amazing. My only negative issue is all of the paper work required prior to check in, I assume this will be a normal in all future use of VRBO, but it just wasn’t that convenient. "
United States
jane t.
The price is €798
includes taxes & fees
12 Jul - 13 Jul
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (28 reviews)
"Great location!"
United States
Karen M.
The price is €534
includes taxes & fees
25 Jun - 26 Jun
Hot Tub/Central/Modern/Well Appointed/Immaculate

Deception Pass Getaway AMAZING SUNSETS, EAGLES GALORE, BEACHFRONT, HUGE FIRE PIT

Deception Pass Getaway AMAZING SUNSETS, EAGLES GALORE, BEACHFRONT, HUGE FIRE PIT
Oak Harbor
9.6 out of 10, Exceptional, (46 reviews)
"Absolutely loved this property. Excellent location, beautiful view and comfortable accommodations. "
United States
Elina M.
The price is €810
includes taxes & fees
17 Jun - 18 Jun
Deception Pass Getaway AMAZING SUNSETS, EAGLES GALORE, BEACHFRONT, HUGE FIRE PIT

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 €710
includes taxes & fees
22 Jun - 23 Jun
Cottage at Doe Bay - Entire Home (New Listing)

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.
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
10.0 out of 10, Exceptional, (1 review)
"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 €663
includes taxes & fees
7 Jul - 8 Jul
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
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

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