Search Vacation Homes in San Juan Island

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Juan Island vacation homes

Outdoor dining
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Friday Harbor
10.0 out of 10, Exceptional, (193)
"Had a great week in the San Juan’s. House was perfect for our group and would rent again!"
United States
Matt E.
The price is AED 1,285
AED 2,632 total
includes taxes & fees
3 Jan - 4 January 2026
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Interior
The Best Beach Cabin EVER

The Best Beach Cabin EVER

Anacortes
10.0 out of 10, Exceptional, (23)
"Loved this property! I could have spent our whole trip sitting and watching the bay. "
United States
Terrie S.
The price is AED 826
AED 1,847 total
includes taxes & fees
31 Dec - 1 January 2026
The Best Beach Cabin EVER
Outdoor dining
Mt. Baker View * Harbor * King Bed * Fire Pit!

Mt. Baker View * Harbor * King Bed * Fire Pit!

2.0 star property
Oak Harbor
10.0 out of 10, Exceptional, (7)
"Wonderful place to stay! Very convenient to the store and restaurants in the area! The host was also very kind booking was easy and fast! "
United States
Cheryl L.
The price is AED 532
AED 1,351 total
includes taxes & fees
4 Jan - 5 January 2026
Mt. Baker View * Harbor * King Bed * Fire Pit!
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, (61)
"The house was perfect for our family"
United States
Janice M.
The price is AED 459
AED 1,449 total
includes taxes & fees
14 Dec - 15 Dec
Light-filled home with fenced yard - two dogs welcome - walk everywhere
Outdoor spa tub
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, (15)
"Great view."
United States
Colleen A.
The price is AED 424
AED 1,055 total
includes taxes & fees
10 Dec - 11 Dec
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
Fridge, microwave, oven, stovetop
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, (70)
"We loved the forest views and the home was very clean and comfortable. The location was very convenient, close to town and water. Highly recommend for a stay on Orcas."
United States
Annie T.
The price is AED 294
AED 1,301 total
includes taxes & fees
11 Dec - 12 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Fridge, microwave, oven, stovetop
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, (82)
"The house is perfectly located for Cap Sante Marina. It was very clean and in a quiet neighborhood. "
United States
Lesley B.
The price is AED 459
AED 1,564 total
includes taxes & fees
14 Dec - 15 Dec
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Beach
Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views

Oak Harbor
9.2 out of 10, Wonderful, (23)
"Great house beautiful views and excellent location! The owner was helpful and always fast to reply. Loved our stay here and will probably be back!"
United States
Jennifer B.
The price is AED 580
AED 1,857 total
includes taxes & fees
5 Jan - 6 January 2026
Island Hideaway with Stunning Ocean Views
Dining
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, (23)
"We loved the place, most especially the view! Spacious and great location! "
United States
Alita T.
The price is AED 401
AED 1,115 total
includes taxes & fees
10 Dec - 11 Dec
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Beach
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, (21)
"Nice house w great views and very quiet neighborhood. "
United States
Jennifer S.
The price is AED 382
AED 1,119 total
includes taxes & fees
17 Dec - 18 Dec
Perch - La Fiesta 47: Sunset ocean view home, close to town
Terrace/patio
Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub

Oak Harbor
9.8 out of 10, Exceptional, (12)
"Beautifully appointed house for two. Luxury accommodations right on the beach with views for miles. Fire pit, hot tub and grill steps away outside. Quiet, cozy, and wonderful!"
United States
Will S.
The price is AED 918
AED 1,815 total
includes taxes & fees
14 Dec - 15 Dec
Lux Coastal Retreat & Hot Tub
Fridge, microwave, oven, stovetop
Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly

Eastsound
10.0 out of 10, Exceptional, (10)
"Beautiful, clean property in a great location. "
United States
Anonymous traveler
The price is AED 746
AED 1,884 total
includes taxes & fees
12 Dec - 13 Dec
Central/Modern/Immaculate/Family Friendly
Smart TV, books, offices
Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate

Eastsound
10.0 out of 10, Exceptional, (24)
"Enjoyed our stay, great host. "
United States
Janet J.
Hot Tub/Central/Modern/Well Appointed/Immaculate
Dining
Lookout @ SeaAcres -Beach Access

Lookout @ SeaAcres -Beach Access

San Juan County
10.0 out of 10, Exceptional, (3)
"Beautiful home with great views! We particularly appreciated how thoughtfully stocked the kitchen was and how the home had a high chair and porta-crib! "
United States
Katie H.
Lookout @ SeaAcres -Beach Access
Smart TV, foosball, books
Perch - Balda Getaway: Spacious family friendly rambler with harbor view

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

Oak Harbor
9.6 out of 10, Exceptional, (32)
"Wonderful, comfortable place to stay with my family! Nice to have a quiet and scenic place so close to stores for convenience as well."
United States
Matt L.
The price is AED 536
AED 1,298 total
includes taxes & fees
14 Dec - 15 Dec
Perch - Balda Getaway: Spacious family friendly rambler with harbor view
Terrace/patio
Oceanfront Family Retreat

Oceanfront Family Retreat

Oak Harbor
10.0 out of 10, Exceptional, (50)
"Amazing fantastic ocean views. The view from the living room is breathtaking. Easy checkin and communications. "
United States
Karen S.
The price is AED 949
AED 2,078 total
includes taxes & fees
10 Dec - 11 Dec
Oceanfront Family Retreat
Exterior
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)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is AED 823
AED 1,977 total
includes taxes & fees
6 Jan - 7 January 2026
Cheerful woodsy cabin w gas fireplace, sleeps 6.
Exterior
@ 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, (40)
"The location was great. Loved the view!!!! The house was clean, however hasn’t been kept up as much as I had hoped based on the photos. "
United States
Brant H.
The price is AED 551
AED 2,202 total
includes taxes & fees
14 Dec - 15 Dec
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!
Outdoor dining
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, (12)
"This was a great family holiday thanks to the location and quality of the house. Kristen, the property manager, exceeded our expectations and responded quickly and professionally when we had questions. We hope to visit again next summer! "
United States
Rena H.
The price is AED 1,146
AED 2,860 total
includes taxes & fees
29 Dec - 30 Dec
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
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, (21)
"Beautiful home and fantastic view. Close to many activities."
United States
Raquelle J.
The price is AED 540
AED 2,007 total
includes taxes & fees
10 Dec - 11 Dec
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort
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

Auld Holland Inn

Auld Holland Inn

10/10 Excellent
"The room was very clean and cozy. Bed was comfy. Staff was very friendly. Older heating units, though. You set the level of heat, not the temp, so I had to get up in the night to turn it down. An upgrade to those would be nice. But it warmed up the room, which is the whole point. Would definitely stay there again."
kendra 2-night trip
Posted 7 days ago
Auld Holland Inn