A sunset over a calm sea with scattered clouds and distant landforms.

San Juan County Holiday Rentals

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Our top choices for San Juan County holiday rentals

A balcony with a view of a waterfront, an American flag, and a sign reading 'Hiu.'

1. New Suite! Downtown! (CS-Hiyu)

New Suite! Downtown! (CS-Hiyu)
Friday Harbor
9.8 out of 10, Exceptional, (6 reviews)
"Amazing location, clean space, would highly recommend."
United States
Rhett
The price is NZ$507
includes taxes & fees
25 Oct - 26 Oct
New Suite! Downtown! (CS-Hiyu)
A residential property with a red door, a covered porch, and a view of a waterfront.

2. New Suite! Water View! (CS-Yakima)

New Suite! Water View! (CS-Yakima)
Friday Harbor
9.4 out of 10, Exceptional, (6 reviews)
"Comfortable and spacious room with hostel/hotel feel. Appreciated the small kitchenette and incredibly convenient location right across from the ferry. You can’t do better than that! A little impersonal but that’s fine if you are expecting it."
United States
Ann
The price is NZ$571
includes taxes & fees
25 Oct - 26 Oct
New Suite! Water View! (CS-Yakima)
A hotel room with two beds, large windows with a view of a lake, and a flat-screen TV mounted on the wall.

3. New Suite! Harbor View! (CS-Kaleetan)

New Suite! Harbor View! (CS-Kaleetan)
Friday Harbor
8.0 out of 10, Very good, (5 reviews)
"Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The unit is clean, newly remodeled and spacious. I would suggest to put in a sofa or a couple of chairs so guesss can sit there and enjoy the view. And a small table with chairs near the kitchenette.On Friday evening the sky wine bar...
United States
Lingyun P.
The price is NZ$560
includes taxes & fees
25 Oct - 26 Oct
New Suite! Harbor View! (CS-Kaleetan)
A wooden deck with a railing, a sign for a wine bar, and a caution sign for a slippery floor.

4. New Suite! Downtown! (CS-Tillikum)

New Suite! Downtown! (CS-Tillikum)
Friday Harbor
8.0 out of 10, Very good, (2 reviews)
"We stayed at this location when visiting Friday Harbor, and it in a perfect location. Right off the ferry and everything you need is in walking distance. Parking is a little difficult with the time limits, but this is just the town rules in general. We parked by the courthouse to help maximize our time, and felt like this was the best and easiest. Overall a great place to stay. It was clean and comfortable. Highly recommend."
United States
Jennifer R.
The price is NZ$495
includes taxes & fees
25 Oct - 26 Oct
New Suite! Downtown! (CS-Tillikum)
A wooden deck with a grill, chairs, and a cabin with a turquoise door.

5. Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
Eastsound
9.2 out of 10, Wonderful, (77 reviews)
"The little house was a comfortable and clean stay."
United States
Lyn W.
The price is NZ$460
includes taxes & fees
25 Oct - 26 Oct
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A corridor with a view of the water, a sign for 'Elwha & Kaletana Rooms,' and a door with a numeric keypad.

6. New Suite! Downtown! (CS-Elwha)

New Suite! Downtown! (CS-Elwha)
Friday Harbor
10.0 out of 10, Exceptional, (1 review)
"Very clean room, great location!"
United States
David J.
The price is NZ$547
includes taxes & fees
25 Oct - 26 Oct
New Suite! Downtown! (CS-Elwha)
A wooden deck with a table and grill, overlooking a lake with a distant bridge.

7. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
The price is NZ$360
includes taxes & fees
9 Nov - 10 Nov
West Beach Resort
A corridor with a wooden deck, a door with a glass panel, and a brick wall.

8. New Suite! Downtown Friday Harbor! (CS- Chelan)

New Suite! Downtown Friday Harbor! (CS- Chelan)
Friday Harbor
6.0 out of 10, (2 reviews)
"Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: This location was great! But there were several things that weren't so great. The Florescent lights right outside the windows,in fact directed at the windows was over the top. The front of the building had nice soft lighting, these were not...
United States
Michael R.
The price is NZ$520
includes taxes & fees
25 Oct - 26 Oct
New Suite! Downtown Friday Harbor! (CS- Chelan)
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

9. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is NZ$762
includes taxes & fees
4 Nov - 5 Nov
Emily's Cottage at Cayou Channel - Orcas Island
A two-story building with a covered porch and a staircase.

10. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (22 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is NZ$452
includes taxes & fees
22 Nov - 23 Nov
Tahlequah's Place Condo in Downtown Friday Harbor
A two-story house with a porch, a deck, and a view of the water.

11. Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (218 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
The price is NZ$693
includes taxes & fees
6 Nov - 7 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A wooden deck with two chairs and a table, overlooking a forested area.

12. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is NZ$659
includes taxes & fees
2 Nov - 3 Nov
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

13. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
9.0 out of 10, Wonderful, (2 reviews)
"Really cool place to stay, only stayed one night but wish I had spent a week. The cabin was very nice and the property and accommodations are great. Would definitely stay here again!"
United States
Brian T.
The price is NZ$464
includes taxes & fees
23 Nov - 24 Nov
Deluxe Garden Studio w/ Bunk House
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

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

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Eastsound
The price is NZ$416
includes taxes & fees
23 Nov - 24 Nov
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Beautiful light all year long.

15. Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (28 reviews)
"My husband and I had a lovely stay. The property is beautiful and quiet. Jodi was communicative and accommodating."
United States
Heather H.
The price is NZ$673
includes taxes & fees
1 Nov - 2 Nov
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A wooden deck with a table and chairs, overlooking a lake.

16. 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Everyone we encountered was welcoming and friendly…we enjoyed our stay!"
United States
Mari S.
The price is NZ$483
includes taxes & fees
23 Nov - 24 Nov
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
A wooden deck with a grill and tables overlooking a lake.

17. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is NZ$529
includes taxes & fees
9 Nov - 10 Nov
1BR Beachfront Cabin directly on world class west-facing beach!
A wooden deck with a table and chairs, overlooking a lake.

18. 1BR Ocean View steps to prime west-facing beach and on-site cafe!

1BR Ocean View steps to prime west-facing beach and on-site cafe!
Eastsound
The price is NZ$483
includes taxes & fees
23 Nov - 24 Nov
1BR Ocean View steps to prime west-facing beach and on-site cafe!
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

19. 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Friday Harbor
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time staying at this VRBO with our two young children and dog! Very centrally located and well laid out for a family stay."
United States
Juliette P.
The price is NZ$547
includes taxes & fees
28 Oct - 29 Oct
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

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

'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (171 reviews)
"Everything was great with this centrally-located property in Eastsound. Well-furnished with a very comfortable bed. The kitchen was nicely stocked. The only negative was that the TV didn’t work."
United States
Webb H.
The price is NZ$780
includes taxes & fees
6 Nov - 7 Nov
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
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

Outlook Inn

Outlook Inn

10/10 Excellent
"Cozy and Memorable Stay! ⭐⭐⭐⭐⭐ I had such a wonderful stay at Outlook Inn! The room was spacious, cozy, and thoughtfully equipped with everything I needed. I especially loved the fireplace and the little balcony with a beautiful view. It was the perfect place to relax and unwind. The room also had a refrigerator, microwave, coffee, and even dishes, which made the stay extra convenient. What really stood out to me was the exceptional customer service and attention to detail. I was welcomed with snacks and a little gratitude book, which I thought was such a sweet and thoughtful gesture! And just when I thought it couldn’t get any better, I received a little goodie bag at checkout! It’s those small, personal touches that make a place feel special. The entire experience was warm, welcoming, and relaxing. I truly enjoyed my stay and would absolutely return on my next visit to Orcas Island. Highly recommend!"
Vanessa 2-night trip
Posted 2 days ago
Outlook Inn

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$360 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.