Holiday Homes in San Juan Islands

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Featured Holiday Homes in San Juan Islands and around

Fridge, microwave, oven, stovetop
Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly

Eastsound
10.0 out of 10, Exceptional, (8)
"This place was close to downtown and very walkable. I enjoyed my stay very much. "
United States
Bertram B.
Central/Modern/Immaculate/Family 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 €311
includes taxes & fees
22 Nov - 23 Nov
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Fridge, microwave, oven, stovetop
HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

HEART OF EASTSOUND - ENTIRE HOME, IN TOWN

Eastsound
10.0 out of 10, Exceptional, (5)
"Great location. "
Canada
danielle
The price is €401
includes taxes & fees
19 Nov - 20 Nov
HEART OF EASTSOUND - ENTIRE HOME, IN TOWN
Fridge, microwave, oven, stovetop
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.
The price is €502
includes taxes & fees
1 Dec - 2 Dec
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
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, (23)
"Enjoyed our stay, great host. "
United States
Janet J.
The price is €437
includes taxes & fees
19 Nov - 20 Nov
Hot Tub/Central/Modern/Well Appointed/Immaculate
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 €608
includes taxes & fees
20 Nov - 21 Nov
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Interior
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.
The price is €557
includes taxes & fees
19 Nov - 20 Nov
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden 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 €446
includes taxes & fees
9 Dec - 10 Dec
Cheerful woodsy cabin w gas fireplace, sleeps 6.
Interior
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, (16)
"We had a great experience at this property! Beautiful and everything you need."
United States
Carole Ann M.
The price is €430
includes taxes & fees
19 Nov - 20 Nov
Cottage at Doe Bay - Entire Home New Listing
Fridge, microwave, oven, stovetop
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.
The price is €719
includes taxes & fees
1 Dec - 2 Dec
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Smart TV, ping pong, books
Cedar Orchard Cabin.

Cedar Orchard Cabin.

Eastsound
9.8 out of 10, Exceptional, (35)
"We enjoyed our 4 days on Orcas Island - hiking and relaxing. John provided useful information on activities across the island and responded rapidly to our questions."
United States
Pamela F.
The price is €556
includes taxes & fees
1 Dec - 2 Dec
Cedar Orchard Cabin.
Interior
Heart of Eastsound-For couples!

Heart of Eastsound-For couples!

Eastsound
The price is €407
includes taxes & fees
19 Nov - 20 Nov
Heart of Eastsound-For couples!
Property grounds
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.
The price is €175
includes taxes & fees
1 Dec - 2 Dec
Cliffhouse At Rosario Village_Ocean Front_Whales
Interior
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Deer Harbor
The price is €387
includes taxes & fees
1 Dec - 2 Dec
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Interior
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.
The price is €512
includes taxes & fees
1 Dec - 2 Dec
Modern Home with Stunning Water View
Terrace/patio
WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!

San Juan County
WATER VIEWS! WOOD STOVE! PRIVATE!
Terrace/patio
Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom

San Juan County
Sweeping Sound Views, Pet friendly, 3 Bedroom
Terrace/patio
INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!

San Juan County
INSANE VIEWS! HOT TUB!
Property grounds
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Eastsound
10.0 out of 10, Exceptional, (4)
"My husband and I had a lovely stay for our 10 year wedding anniversary. The house was cute and clean, and the view was amazing! We saw seals, otters, bald eagles, and deer. The location was so quiet and peaceful, and it was just a quick drive to town. "
United States
Amy B.
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Fridge, microwave, oven, stovetop
Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

Eastsound
The price is €578
includes taxes & fees
19 Nov - 20 Nov
Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Juan Islands Hotel Reviews

Outlook Inn

Outlook Inn

10/10 Excellent
"Communication was amazing, had the room ready for our late arrival, our little dog was so cute on the dog bed and all the cool snacks. It was a wonderful and lovely stay and I wish it wasn't a business trip. We would have stayed another evening."
Victoria 1-night trip
Posted 1 day ago
Outlook Inn

Find out more about San Juan Islands

San Juan Islands Holiday Homes information

Number of reviews
Accommodation
 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia