San Juan Islands Holiday Rentals

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for San Juan Islands holiday rentals

Cabin in Eastsound

West Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (107)
"The employee was very kind, she guided us very well and the room was clean and tidy."
United States
Rosalina
The price is HK$1,315
HK$1,451 total
includes taxes & fees
24 Dec - 25 Dec
West Beach Resort
10.0 out of 10, Exceptional, (2)
"My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. "
United States
ivana f.
The price is HK$1,595
HK$2,375 total
includes taxes & fees
24 Dec - 25 Dec
2BR Beachfront Cabin on epic west-facing sand and pebble beach!
10.0 out of 10, Exceptional, (1)
"The setting was peaceful and the cabin was well-maintained. The staff is incredibly friendly and it was so nice to have some food options available on site. Would love to come stay again."
United States
Karen H.
The price is HK$1,836
HK$2,648 total
includes taxes & fees
20 Dec - 21 Dec
2BR Classic+ Beachfront Cabin on world class west-facing beach!
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay! The cabin was cozy, clean, and well-kept with great linens and reliable WiFi. The location couldn’t have been better—just a short walk to the pier. Everything about it made for a relaxing and comfortable getaway."
United States
Sadjo S.
The price is HK$891
HK$2,059 total
includes taxes & fees
24 Dec - 25 Dec
Little Stuga - Cozy, Private, Walk to water w/views
9.6 out of 10, Exceptional, (8)
"We booked last minute and are so lucky there was an opening! This is such a serene spot and the staff goes out of their way to make your stay the best it can be. We rented the e-bikes and toured the island. Highly recommend!Thank you everyone!"
United States
Sarah W.
The price is HK$1,782
HK$2,227 total
includes taxes & fees
5 Jan - 6 Jan 2026
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
8.4 out of 10, Very good, (62)
"It was a great homebase for us while we explored the island. We ate out most of the time so we didn't use the kitchen. It appeared to be stocked with anything you might need though. It was clean and comfortable. I'd stay again. "
United States
Cecalie B.
Cozy & Quiet Cabin w/ Natural beauty - Prime Locale on Southern Lopez Island
10.0 out of 10, Exceptional, (11)
"Great location and quiet"
United States
Patricia P.
The price is HK$1,580
HK$3,844 total
includes taxes & fees
21 Dec - 22 Dec
Central/Modern/Immaculate/Family Friendly

Holiday Home in San Juan County

Lookout @ SeaAcres -Beach Access
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 HK$966
HK$3,114 total
includes taxes & fees
20 Dec - 21 Dec
Lookout @ SeaAcres -Beach Access
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 HK$778
HK$3,214 total
includes taxes & fees
20 Dec - 21 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
9.2 out of 10, Wonderful, (75)
"A very cozy studio in the forest. Loved the art in the yard!"
United States
Raul A.
The price is HK$685
HK$2,182 total
includes taxes & fees
20 Dec - 21 Dec
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
10.0 out of 10, Exceptional, (24)
"Great location!"
United States
Karen M.
The price is HK$1,836
HK$3,774 total
includes taxes & fees
21 Dec - 22 Dec
Hot Tub/Central/Modern/Well Appointed/Immaculate

Holiday Home in Eastsound

Modern Home with Stunning Water View
10.0 out of 10, Exceptional, (363)
"Beautiful home in a great location. We loved our stay!"
United States
Maya R.
Modern Home with Stunning Water View
9.6 out of 10, Exceptional, (191)
"Most well appointed VRBO we've ever stayed in! Perfect for the two of us for a 3 day visit to Orcas."
United States
Kathleen S.
The price is HK$1,906
HK$2,836 total
includes taxes & fees
28 Dec - 29 Dec
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
10.0 out of 10, Exceptional, (2)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
The price is HK$1,922
HK$2,665 total
includes taxes & fees
22 Dec - 23 Dec
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

Holiday Home in San Juan County

Cottage at Doe Bay - Entire Home (New Listing)
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.
The price is HK$1,050
HK$3,703 total
includes taxes & fees
20 Dec - 21 Dec
Cottage at Doe Bay - Entire Home (New Listing)

Holiday Home in Eastsound

Huckleberry House - New Listing!
2.0 star property
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.
The price is HK$2,353
HK$5,360 total
includes taxes & fees
30 Dec - 31 Dec
Huckleberry House - New Listing!
10.0 out of 10, Exceptional, (15)
"It was a great home base for our island stay. "
United States
Rachel D.
The price is HK$966
HK$3,196 total
includes taxes & fees
20 Dec - 21 Dec
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
10.0 out of 10, Exceptional, (4)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is HK$1,813
HK$4,274 total
includes taxes & fees
22 Dec - 23 Dec
Cheerful woodsy cabin w gas fireplace, sleeps 6.
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 HK$1,883
HK$4,895 total
includes taxes & fees
21 Dec - 22 Dec
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
10.0 out of 10, Exceptional, (3)
"Absolutely love staying here."
United States
Heather V.
The price is HK$1,782
HK$2,227 total
includes taxes & fees
20 Dec - 21 Dec
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
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

Search for holiday rentals in San Juan Islands on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan Islands using one of the methods below:

  • View our selection of featured holiday rentals in San Juan Islands
  • Use the map to find apartments and other holiday homes in the San Juan Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan Islands while they last

Look no further and take a look at our great range of rental properties in San Juan Islands!