Search Vacation Homes in San Juan Islands

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Juan Islands vacation homes

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

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.
$368 nightly
The price is $409
Jan 4 - Jan 5, 2026
Total with taxes and fees
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Huckleberry House - New Listing!

Huckleberry House - New Listing!
2.0 star property
Eastsound
10.0 out of 10, Exceptional, (1)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
$464 nightly
The price is $507
Jan 4 - Jan 5, 2026
Total with taxes and fees
Huckleberry House - New Listing!

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.
$400 nightly
The price is $433
Jan 14 - Jan 15, 2026
Total with taxes and fees
Lookout @ SeaAcres -Beach Access

Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (11)
"Great location and quiet"
United States
Patricia P.
$470 nightly
The price is $513
Dec 23 - Dec 24
Total with taxes and fees
Central/Modern/Immaculate/Family Friendly

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.
$513 nightly
The price is $536
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cheerful woodsy cabin w gas fireplace, sleeps 6.

Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (24)
"Great location!"
United States
Karen M.
$449 nightly
The price is $492
Dec 23 - Dec 24
Total with taxes and fees
Hot Tub/Central/Modern/Well Appointed/Immaculate

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5)
"Great location. "
Canada
danielle
$497 nightly
The price is $543
Jan 4 - Jan 5, 2026
Total with taxes and fees
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

Cottage at Doe Bay - Entire Home (New Listing)

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
9.8 out of 10, Exceptional, (18)
"We had a great experience at this property! Beautiful and everything you need."
United States
Carole Ann M.
$448 nightly
The price is $489
Jan 14 - Jan 15, 2026
Total with taxes and fees
Cottage at Doe Bay - Entire Home (New Listing)

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, (194)
"This house provided EVERYTHING we needed for our vacation!! "
United States
Jessica N.
$617 nightly
The price is $673
Jan 3 - Jan 4, 2026
Total with taxes and fees
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
$229 nightly
The price is $250
Jan 12 - Jan 13, 2026
Total with taxes and fees
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

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

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
2.0 star property
Eastsound
9.8 out of 10, Exceptional, (11)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
$579 nightly
The price is $631
Dec 23 - Dec 24
Total with taxes and fees
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

Heart of Eastsound-For couples!

Heart of Eastsound-For couples!
Eastsound
$367 nightly
The price is $401
Jan 4 - Jan 5, 2026
Total with taxes and fees
Heart of Eastsound-For couples!

INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!
San Juan County
8.0 out of 10, Very Good, (1)
"The view was stunning, and the cabin itself is really picturesque, especially the old fire stove."
United States
Vlada K.
$353 nightly
The price is $353
Jan 4 - Jan 5, 2026
Total with taxes and fees
INSANE VIEWS! HOT TUB!

Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (363)
"Beautiful home in a great location. We loved our stay!"
United States
Maya R.
$539 nightly
The price is $588
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern Home with Stunning Water View

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
2.0 star property
Eastsound
10.0 out of 10, Exceptional, (19)
"We had a fantastic time, thank you."
United States
Louise F.
$720 nightly
The price is $786
Jan 10 - Jan 11, 2026
Total with taxes and fees
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

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, (13)
"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.
$677 nightly
The price is $739
Dec 23 - Dec 24
Total with taxes and fees
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Goldeneye Farm Retreat with Private Orchard & Ponds

Goldeneye Farm Retreat with Private Orchard & Ponds
San Juan County
$401 nightly
The price is $438
Jan 11 - Jan 12, 2026
Total with taxes and fees
Goldeneye Farm Retreat with Private Orchard & Ponds

Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (35)
"The home is on a nice piece of property with a large patio with a fire pit and hot tub and BBQ. The two bedroom home has one bathroom, a sun room, living room and well equipped kitchen. John, the owner is very responsive if there are issues. That’s a ping pong table and washer dryer. It’s about 12 minutes from the ferry."
United States
Nancy m.
$574 nightly
The price is $626
Dec 23 - Dec 24
Total with taxes and fees
Cedar Orchard Cabin.

Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
$416 nightly
The price is $416
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sweeping Sound Views, Pet friendly, 3 Bedroom

Cliffhouse At Rosario Village_Ocean Front_Whales

Cliffhouse At Rosario Village_Ocean Front_Whales
Eastsound
10.0 out of 10, Exceptional, (1)
"The ocean view and the location was fantastic. It was clean with the exception of rhe screen on the bathroom widow which had a very thick layers of dust and the deck railing was really needed cleaning... included numerous spider wed and green slime. And the one long chair pillow was wet and had bird poop. And the screens on both sliding doors need replacing as those are ripped. Though I would still rent it again."
United States
Alex d.
$202 nightly
The price is $202
Dec 24 - Dec 25
Total with taxes and fees
Cliffhouse At Rosario Village_Ocean Front_Whales
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

Top San Juan Islands Hotel Reviews

Find out more about San Juan Islands

San Juan Islands Vacation Homes information

Number of reviews
643
Accommodation
278 Vacation Homes
Lowest Price
$202
Highest Price
$786

Explore a world of travel with Expedia