Search Vacation Homes in San Juan Islands

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in San Juan Islands

3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger

9.8 out of 10, Exceptional, (158)
"House and location were wonderful. Owners were amazingly accommodating. "
3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

10.0 out of 10, Exceptional, (211)
"Great location and easy to get around the island. The view is amazing. Three out of the four beds were king size and one of them were full size. It was great having a large and clean space. I would love to stay here again in the future. "
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Waterfront! Hot Tub! Dog Friendly! (TSB)

9.2 out of 10, Wonderful, (54)
"Overall great house with an unbeatable view and quiet location. "
Waterfront! Hot Tub! Dog Friendly! (TSB)

Historic bayfront home with amazing view, fireplaces, & large yard - 2 dogs OK

8.8 out of 10, Excellent, (31)
"A wonderful location with beautiful views. Our family was comfortable and felt at home. We would highly recommend this stay and we would come back again. The island is wonderful and peaceful."
Historic bayfront home with amazing view, fireplaces, & large yard - 2 dogs OK

Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK

8.0 out of 10, Very Good, (163)
"Great location and view. Home could use a little bit of love."
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK

Newly renovated 1929 cottage near Roche Harbor with modern updates (PLC)

10.0 out of 10, Exceptional, (13)
"This is the 2nd time my family and I have stayed at this beautiful home! "
Newly renovated 1929 cottage near Roche Harbor with modern updates (PLC)

Downtown Friday Harbor! Adults Only (CCS# 3)

8.6 out of 10, Excellent, (55)
"I really liked how clean it was. The property was in a great location, near the main street, the brewry, and the harbor. And the hosts communicated everything I needed to know."
Downtown Friday Harbor! Adults Only (CCS# 3)

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

10.0 out of 10, Exceptional, (38)
"Great place"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

Waterfront Escape with Hot Tub

9.6 out of 10, Exceptional, (29)
"Super quirky and interesting home, with gorgeous views and a group of harbor seals living in the cove right outside!"
Waterfront Escape with Hot Tub

Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach

8.0 out of 10, Very Good, (90)
"We stayed here for a few days the house was clean,comfortable and quiet. Perfect for a weekend getaway"
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach

Comfortable waterfront home with stunning views

8.4 out of 10, Very Good, (122)
"Great location, house needs a lot of work."
Comfortable waterfront home with stunning views

Paradise in Forest setting w/ Ocean views, hot tub, close to town & Hiking

10.0 out of 10, Exceptional, (2)
"Very nice and comfortable. Kitchen was well equiped. Close to town as well as parks etc. Enjoyed our visit very much. Recommend this property."
Paradise in Forest setting w/ Ocean views, hot tub, close to town & Hiking

Waterfront! Beach Access! (HBH)

9.8 out of 10, Exceptional, (37)
"I loved every minute of our stay. The home is perfectly set up. We had such a good time."
Waterfront! Beach Access! (HBH)

Unique home in the treetops with 360-degree deck & walkable location

9.8 out of 10, Exceptional, (13)
"This house was a nice oasis on a beautiful island."
Unique home in the treetops with 360-degree deck & walkable location

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (344)
"Spectacular views. Feeling of being on top of a mountain. Close to town. Didn't like the driveway area Need to create a little more space on the other side of road and some tall yellow poles in front of electrical boxes Need to add hand rail on side of steps. I am surprised inspector allowed that to pass."
The price is ¥68,875
¥117,631 total
includes taxes & fees
Jun 28 - Jun 29
Modern Home with Stunning Water View

Peaceful Island Retreat with Water View

9.0 out of 10, Wonderful, (100)
"Truly a "peaceful retreat"--cozy too! We had a lovely stay."
Peaceful Island Retreat with Water View

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

2.0 star property
The price is ¥44,225
¥100,381 total
includes taxes & fees
Jun 22 - Jun 23
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

10.0 out of 10, Exceptional, (69)
"Great stay for a small family. "
The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

Private & Beautiful Custom Orcas Island Vacation Home Eastsound

9.6 out of 10, Exceptional, (107)
"Great stay, beautiful house"
Private & Beautiful Custom Orcas Island Vacation Home Eastsound

Hot Tub/Central/Modern/Well Appointed/Immaculate

10.0 out of 10, Exceptional, (9)
"Amazing location, very clean, enormous bed"
The price is ¥36,105
¥74,088 total
includes taxes & fees
Jun 29 - Jun 30
Hot Tub/Central/Modern/Well Appointed/Immaculate
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.
Save an average of 15% on thousands of hotels when you're signed in