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 wooden deck with a table and grill, overlooking a lake with a distant bridge.

1. 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 HK$2,148
HK$2,371 total
includes taxes & fees
28 Sept - 29 Sept
West Beach Resort
A lakeside cabin with a dock, surrounded by dense forest and a clear sky.

2. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (23 reviews)
"It is a great place to stay. The host has exquisite taste. The house is meticulously organized."
United States
Dipayan
The price is HK$3,493
HK$6,254 total
includes taxes & fees
11 Sept - 12 Sept
Waterfront cottage with tidelands, creek and waterfall!
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

3. 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 HK$3,406
HK$4,254 total
includes taxes & fees
21 Sept - 22 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A two-story house with a covered patio, a small deck, and a front yard with landscaping.

4. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! Such a fun place to stay! "
United States
Colin B.
The price is HK$4,030
HK$7,738 total
includes taxes & fees
10 Sept - 11 Sept
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
A lakeside wooden structure with a balcony, likely a guesthouse or lodge, overlooking a calm lake with trees in the background.

5. 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, (144 reviews)
"My family and I had an amazing time at this property. It’s beautiful, clean and had everything we needed and more. I will definitely be recommending this Vrbo to my friends of family!"
United States
Amy G.
Perfect location to relax, unwind, renew and enjoy San Juan Island
A cozy cabin interior with a large window overlooking a lake, a fireplace, and a television.

6. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Friday Harbor
10.0 out of 10, Exceptional, (6 reviews)
"This spot was amazing and we will definitely return! Accomodations were clean, comfortable, the view was amazing!"
United States
Stephanie G.
The price is HK$3,912
HK$4,883 total
includes taxes & fees
6 Oct - 7 Oct
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
A two-story building with a covered porch and a staircase.

7. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (20 reviews)
"Nice place very close to town. I didn’t see the unit number listed and had to contact host. The host was always very quick to reply as well as helpful"
United States
Karen M.
The price is HK$1,247
HK$2,186 total
includes taxes & fees
1 Oct - 2 Oct
Tahlequah's Place Condo in Downtown Friday Harbor

8. 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 HK$2,078
HK$3,173 total
includes taxes & fees
5 Oct - 6 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

9. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (41 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 HK$2,788
HK$4,939 total
includes taxes & fees
20 Sept - 21 Sept
Cedar Orchard Cabin.
A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

10. 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, (106 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
The price is HK$1,647
HK$4,498 total
includes taxes & fees
23 Sept - 24 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

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

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.6 out of 10, Exceptional, (7 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is HK$1,177
HK$3,444 total
includes taxes & fees
14 Sept - 15 Sept
Emily's Cottage at Cayou Channel - Orcas Island
A wooden deck with a table and chairs overlooking a lake with boats.

12. 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.
The price is HK$2,836
HK$5,711 total
includes taxes & fees
8 Oct - 9 Oct
Heart of Deer Harbor - Harbormaster House
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

13. 2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
The price is HK$3,199
HK$4,361 total
includes taxes & fees
4 Oct - 5 Oct
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

14. 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 reviews)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is HK$2,352
HK$4,995 total
includes taxes & fees
17 Sept - 18 Sept
Cheerful woodsy cabin w gas fireplace, sleeps 6.
A cabin with a dining area, large windows, and a view of a lake with boats.

15. Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Friday Harbor
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay the cabin was great perfect for our little family and our adventures. "
United States
Jennifer D.
The price is HK$3,364
HK$4,199 total
includes taxes & fees
4 Oct - 5 Oct
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

16. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (12 reviews)
"Incredible and expansive view!"
United States
Mechelle S.
The price is HK$3,152
HK$5,745 total
includes taxes & fees
10 Sept - 11 Sept
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

17. '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, (170 reviews)
"We enjoyed our stay at the Leeward Studio. Everything was as described only better! We hope to return again sometime soon. "
New Zealand
Dotty A.
The price is HK$2,156
HK$3,499 total
includes taxes & fees
24 Sept - 25 Sept
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

18. '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, (138 reviews)
"Nice place with good view and close to everything!"
United States
Carol H.
The price is HK$2,156
HK$3,522 total
includes taxes & fees
27 Sept - 28 Sept
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
A beach with a fire pit, two wooden chairs, and a table.

19. 2BR Classic+ Beachfront Cabin on world class west-facing beach!

2BR Classic+ Beachfront Cabin on world class west-facing beach!
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"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.
2BR Classic+ Beachfront Cabin on world class west-facing beach!

20. 2BR Beachfront Cabin on epic west-facing sand and pebble beach!

2BR Beachfront Cabin on epic west-facing sand and pebble beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"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$3,300
HK$4,520 total
includes taxes & fees
1 Oct - 2 Oct
2BR Beachfront Cabin on epic west-facing sand and pebble beach!
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

Tucker House Inn

Tucker House Inn

10/10 Excellent
"Our stay was amazing! The staff is very responsive via the expedia messanger, quick check-in, super cozy room with stocked kitchen. The breakfast was great, including a to-go breakfast the day we departed - they thought of every detail. Nice location, little dog run area - I will be back!"
Paula 2-night trip
Posted 10 hours ago
Tucker House Inn