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

Holiday Rentals in San Juan County

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Our top choices for San Juan County holiday rentals

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

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Orcas Island
9.2 out of 10, Wonderful, (76 reviews)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

2. 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 €392
includes taxes & fees
12 Aug - 13 Aug
West Beach Resort

3. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (104 reviews)
"Clean, comfortable, great location"
United States
Kari B.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

4. Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (141 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
Perfect location to relax, unwind, renew and enjoy San Juan Island

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

Wonderful escape with water access, three balconies, W/D, & gas fireplace
Eastsound
9.4 out of 10, Exceptional, (40 reviews)
"I booked this rental for an end-of-year retreat to get away from the city, and it was absolutely worth it! The lakefront views were incredible. The sound of the waterfall nearby was extremely soothing at night. The entire space was much spacious than we expected, and we had a relaxing stay. Would definitely recommend it!"
United States
Felix A.
Wonderful escape with water access, three balconies, W/D, & gas fireplace

6. 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)
"Place was nice and cozy good view and hosts were great to interact with will definitely book if in area again "
United States
Alejandro F.
The price is €370
includes taxes & fees
24 Aug - 25 Aug
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

7. Glamping Tent with Partial Ocean Views - 1 min walk to beach!

Glamping Tent with Partial Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"Terrific property and location. Really enjoyed fire pit across from the cabin and right on the beach. Loved it! Would definitely stay again!"
United States
Robert L.
The price is €251
includes taxes & fees
26 Aug - 27 Aug
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

8. Glamping Tent 2 min walk to west-facing beach at popular resort

Glamping Tent 2 min walk to west-facing beach at popular resort
Eastsound
10.0 out of 10, Exceptional, (1 review)
The price is €229
includes taxes & fees
23 Aug - 24 Aug
Glamping Tent 2 min walk to west-facing beach at popular resort

9. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is €554
includes taxes & fees
13 Aug - 14 Aug
Cedar Orchard Cabin.

10. 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
9.6 out of 10, Exceptional, (45 reviews)
"Great place, very clean and cozy! Everything we needed. We needed something close to the ferry which was great."
United States
Rhonda M.
The price is €535
includes taxes & fees
2 Sept - 3 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

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

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Eastsound
10.0 out of 10, Exceptional, (136 reviews)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

12. Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"Busy resort during our stay, but the overall energy was good. Don’t stay in the glamping tents if nighttime noise disturbs your sleep. Despite quiet hours, we had to politely ask tent neighbors to keep their noise down at 11:00 pm"
United States
Jenni G.
The price is €273
includes taxes & fees
31 Aug - 1 Sept
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

13. 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, (212 reviews)
"Beautiful setting!"
United States
Sean H.
The price is €658
includes taxes & fees
6 Sept - 7 Sept
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

14. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (164 reviews)
"The location was great, we had everything we needed! It was very clean and well furnished. "
United States
Angela D.
The 'Spinnaker Studio' at Sea Star Lofts

15. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is €450
includes taxes & fees
9 Sept - 10 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!

16. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (21 reviews)
"The property was in a great location and well stocked. We loved finding sea glass on the property's beach."
United States
Megan W.
Waterfront cottage with tidelands, creek and waterfall!

17. Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (17 reviews)
"This was such an amazing place to stay! The views were gorgeous, we loved the hot tub and outside space, and the home was so charming and comfortable. Would highly recommend and can’t wait to stay again in the future."
United States
Stephanie R.
The price is €811
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!

18. Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Friday Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
The price is €520
includes taxes & fees
16 Aug - 17 Aug
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

19. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
Heart of Deer Harbor - Harbormaster House

20. Forest Grove on Orcas: A Cozy Naturalist Retreat

Forest Grove on Orcas: A Cozy Naturalist Retreat
Orcas
The price is €198
includes taxes & fees
27 Aug - 28 Aug
Forest Grove on Orcas: A Cozy Naturalist Retreat
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

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Holiday Homes in San Juan County

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