San Juan County Holiday Rentals

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Top Holiday Rentals Destinations in San Juan County

West Beach Resort

3.5 star property
Eastsound
9.4 out of 10, Exceptional, (106)
"What a great spot! Popular, so just book your next stay before you leave! Pet friendly cabins mean the puppers get a vacation too! Can't wait to go back to this little slice of low-key, peaceful paradise. "
United States
Kimberley
The price is NZ$311
includes taxes & fees
8 Dec - 9 Dec
West Beach Resort

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Orcas Island
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 NZ$381
includes taxes & fees
7 Dec - 8 Dec
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly wood cabin with full kitchen & free WiFi near the water

Eastsound
7.6 out of 10, Good, (50)
"I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! "
United States
Dr. Susan
The price is NZ$434
includes taxes & fees
7 Dec - 8 Dec
Dog-friendly wood cabin with full kitchen & free WiFi near the water

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 NZ$613
includes taxes & fees
8 Dec - 9 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2.0 star property
Eastsound
10.0 out of 10, Exceptional, (2)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
The price is NZ$617
includes taxes & fees
8 Dec - 9 Dec
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Eastsound
10.0 out of 10, Exceptional, (127)
"Wonderful stay!"
United States
nancy n.
The price is NZ$612
includes taxes & fees
7 Dec - 8 Dec
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

2BR Beachfront Cabin on epic west-facing sand and pebble beach!

Eastsound
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 NZ$532
includes taxes & fees
8 Dec - 9 Dec
2BR Beachfront Cabin on epic west-facing sand and pebble beach!

2BR Classic+ Beachfront Cabin on world class west-facing beach!

Eastsound
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 NZ$595
includes taxes & fees
8 Dec - 9 Dec
2BR Classic+ Beachfront Cabin on world class west-facing beach!

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 NZ$1,086
includes taxes & fees
7 Dec - 8 Dec
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Deer Harbor
The price is NZ$468
includes taxes & fees
7 Dec - 8 Dec
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

2.0 star property
Eastsound
The price is NZ$417
includes taxes & fees
8 Dec - 9 Dec
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

'The Leeward Studio' at SeaStar Lofts on the Waterfront!

Eastsound
9.8 out of 10, Exceptional, (161)
"Quaint, clean, and has everything you need. A beautiful patio overlooking the water and steps away from all the shops and restaurants.Would stay here again!!! "
United States
Kelly M.
The price is NZ$610
includes taxes & fees
8 Dec - 9 Dec
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

Wonderful escape with water access, three balconies, W/D, & gas fireplace

Eastsound
9.4 out of 10, Exceptional, (38)
"Peaceful and quiet location with nice views"
United States
Curtis H.
The price is NZ$834
includes taxes & fees
7 Dec - 8 Dec
Wonderful escape with water access, three balconies, W/D, & gas fireplace

1BR Beachfront Cabin directly on world class west-facing beach!

2.0 star property
Eastsound
The price is NZ$531
includes taxes & fees
6 Jan - 7 Jan 2026
1BR Beachfront Cabin directly on world class west-facing beach!

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 NZ$875
includes taxes & fees
7 Dec - 8 Dec
Hot Tub/Central/Modern/Well Appointed/Immaculate

2BR Ocean View Cabin - 1 min walk to world class beach!

2.0 star property
Eastsound
The price is NZ$596
includes taxes & fees
8 Dec - 9 Dec
2BR Ocean View Cabin - 1 min walk to world class beach!

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Eastsound
9.6 out of 10, Exceptional, (190)
"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 NZ$635
includes taxes & fees
7 Dec - 8 Dec
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

2BR Beachfront Cabin w/ loft - steps from prime west-facing beach!

2.0 star property
Eastsound
The price is NZ$598
includes taxes & fees
8 Dec - 9 Dec
2BR Beachfront Cabin w/ loft - steps from prime west-facing beach!

Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

2.0 star property
Eastsound
The price is NZ$630
includes taxes & fees
5 Jan - 6 Jan 2026
Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

Eastsound
10.0 out of 10, Exceptional, (2)
"Cabin was so cute and very clean. The views were amazing. Loved the hot tub. Definitely gonna be coming back !! "
United States
franz o.
The price is NZ$487
includes taxes & fees
8 Dec - 9 Dec
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
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 County Hotel Reviews

Find out more about San Juan County

Everything you need to know about San Juan County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan County holiday rentals we have selected for you start as low as NZ$311 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan County rentals

At Expedia, we put the best San Juan County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.