San Juan Islands Holiday Rentals

  • 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

1. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (122 reviews)
"Great spot!"
United States
Garrett
The price is HK$1,265
HK$1,396 total
includes taxes & fees
8 Nov - 9 Nov
West Beach Resort

2. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (23 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is HK$1,169
HK$1,991 total
includes taxes & fees
9 Nov - 10 Nov
Tahlequah's Place Condo in Downtown Friday Harbor

3. 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 HK$1,751
HK$3,746 total
includes taxes & fees
7 Nov - 8 Nov
Emily's Cottage at Cayou Channel - Orcas Island

4. 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, (219 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 HK$1,530
HK$3,131 total
includes taxes & fees
15 Nov - 16 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

5. 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, (47 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$2,052
HK$2,569 total
includes taxes & fees
9 Nov - 10 Nov
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

6. 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 HK$852
HK$2,080 total
includes taxes & fees
16 Nov - 17 Nov
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

7. Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness

Madrona Suite-Lower Rates- Fall 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$1,871
HK$2,882 total
includes taxes & fees
7 Nov - 8 Nov
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness

8. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 reviews)
"Charming cedar cottage with lovely water view from the sunroom. Great hot tub and fire table. Laundry available. Well stocked kitchen. Lots of fun on ping pong table. Will definitely be back!"
United States
Loree C.
The price is HK$2,789
HK$4,721 total
includes taxes & fees
7 Nov - 8 Nov
Cedar Orchard Cabin.

9. '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)
"What a gem! It’s comfortable, well-equipped, and PERFECTLY located to enjoy Orcas. Nothing better than wandering next door for a book and a coffee and settling into the view from the deck. Parking is so convenient. Will stay again!"
United States
Tiffany R.
The price is HK$2,157
HK$3,524 total
includes taxes & fees
8 Nov - 9 Nov
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

10. '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, (140 reviews)
"Nice place with good view and close to everything!"
United States
Carol H.
The price is HK$2,157
HK$3,524 total
includes taxes & fees
8 Nov - 9 Nov
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

11. Forest Grove on Orcas: A Cozy Naturalist's Retreat

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is HK$1,776
HK$2,046 total
includes taxes & fees
9 Nov - 10 Nov
Forest Grove on Orcas: A Cozy Naturalist's Retreat

12. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
"Very clean and comfortable! Beautiful view as well. Kitchen also had all the equipment to be able to cook meals at home."
United States
Lucy H.
The price is HK$1,483
HK$2,868 total
includes taxes & fees
8 Nov - 9 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

13. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is HK$1,326
HK$1,428 total
includes taxes & fees
7 Nov - 8 Nov
Waterfront King Room with Ocean Views

14. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is HK$1,836
HK$3,290 total
includes taxes & fees
8 Nov - 9 Nov
WATER VIEWS! WOOD STOVE! PRIVATE!

15. Modern Central Retreat| Hot Tub & Luxury

Modern Central Retreat| Hot Tub & Luxury
Eastsound
10.0 out of 10, Exceptional, (41 reviews)
"Excellent property! Clean, organized, well stocked, great location, accommodating host. Highly recommended."
United States
Matthew
Modern Central Retreat| Hot Tub & Luxury

16. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is HK$2,093
HK$4,551 total
includes taxes & fees
8 Nov - 9 Nov
Heart of Deer Harbor - Harbormaster House

17. 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$1,773
HK$3,887 total
includes taxes & fees
7 Dec - 8 Dec
Cheerful woodsy cabin w gas fireplace, sleeps 6.

18. Waterfront Cabin, Sunset Views + King Bed

Waterfront Cabin, Sunset Views + King Bed
San Juan County
The price is HK$1,993
HK$3,704 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Cabin, Sunset Views + King Bed

19. Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Friday Harbor
9.2 out of 10, Wonderful, (192 reviews)
"The house is great. Charming older home close to everything. The host was great….left us fresh eggs from her coop! Very spacious. The house is tidy and well equipped."
United States
Luke B
The price is HK$4,040
HK$5,051 total
includes taxes & fees
8 Nov - 9 Nov
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

20. 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$3,883
HK$6,436 total
includes taxes & fees
25 Nov - 26 Nov
Waterfront cottage with tidelands, creek and waterfall!
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.

Find holiday rentals that suit your style

Explore a world of travel with Expedia