Holiday Homes in San Juan Island

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Featured Holiday Homes in San Juan Island

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 AU$1,097
includes taxes & fees
3 Jan - 4 Jan 2026
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

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 AU$770
includes taxes & fees
31 Dec - 1 Jan 2026
The Best Beach Cabin EVER

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 AU$604
includes taxes & fees
7 Dec - 8 Dec
Light-filled home with fenced yard - two dogs welcome - walk everywhere

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 AU$563
includes taxes & fees
4 Jan - 5 Jan 2026
Mt. Baker View * Harbor * King Bed * Fire Pit!

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 AU$423
includes taxes & fees
8 Dec - 9 Dec
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!

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 AU$446
includes taxes & fees
8 Dec - 9 Dec
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!

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 AU$540
includes taxes & fees
8 Dec - 9 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

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 AU$651
includes taxes & fees
7 Dec - 8 Dec
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

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.
The price is AU$634
includes taxes & fees
6 Dec - 7 Dec
Lookout @ SeaAcres -Beach Access

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 AU$467
includes taxes & fees
8 Dec - 9 Dec
Perch - La Fiesta 47: Sunset ocean view home, close to town

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 AU$774
includes taxes & fees
21 Dec - 22 Dec
Island Hideaway with Stunning Ocean Views

Lux Coastal Retreat & Hot Tub

Oak Harbor
9.8 out of 10, Exceptional, (12)
"Beautiful views, cozy place & close to local shopping. "
United States
Shelley R.
The price is AU$756
includes taxes & fees
15 Dec - 16 Dec
Lux Coastal Retreat & Hot Tub

Oceanfront Family Retreat

Oak Harbor
10.0 out of 10, Exceptional, (49)
"Amazing fantastic ocean views. The view from the living room is breathtaking. Easy checkin and communications. "
United States
Karen S.
The price is AU$860
includes taxes & fees
8 Dec - 9 Dec
Oceanfront Family Retreat

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound
10.0 out of 10, Exceptional, (15)
"It was a great home base for our island stay. "
United States
Rachel D.
The price is AU$680
includes taxes & fees
6 Dec - 7 Dec
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Hot Tub/Central/Modern/Well Appointed/Immaculate

Eastsound
10.0 out of 10, Exceptional, (24)
"Enjoyed our stay, great host. "
United States
Janet J.
The price is AU$745
includes taxes & fees
6 Dec - 7 Dec
Hot Tub/Central/Modern/Well Appointed/Immaculate

@ 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 AU$918
includes taxes & fees
14 Dec - 15 Dec
@ Marbella Lane – Wave HS w/EV Charger, Oceanfront!

HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

Eastsound
10.0 out of 10, Exceptional, (5)
"Great location. "
Canada
danielle
The price is AU$759
includes taxes & fees
7 Dec - 8 Dec
HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

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 AU$834
includes taxes & fees
7 Dec - 8 Dec
Perch - La Fiesta 34: Luxe Retreat w/ Serenity View & Firelit Comfort

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 AU$806
includes taxes & fees
9 Dec - 10 Dec
Cheerful woodsy cabin w gas fireplace, sleeps 6.

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

Oak Harbor
9.6 out of 10, Exceptional, (31)
"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 AU$544
includes taxes & fees
16 Dec - 17 Dec
Perch - Balda Getaway: Spacious family friendly rambler with harbor view
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
614
Accommodation
377 Holiday Homes
Lowest Price
AU$423
Highest Price
AU$1,097

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