A lighthouse on a rocky coastline with the ocean in the foreground.

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for San Juan Islands holiday rentals

Terrace/patio

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
Beach/ocean view

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
West Beach Resort
TV

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

Dog-friendly wood cabin with full kitchen & free WiFi near the water
Eastsound
7.8 out of 10, Good, (61 reviews)
"If you're looking for something tucked away from the rest of the world than look no further. Silently off to the side of long, windy, paved path, surrounded by trees and sound of silence broken only by the sound of a single car going down the road every couple of hours or so, this space is perfect for a romantic getaway.Everything is provided for you from cutting boards to cups/plates and cookware! Dont forget to bring stuff to grill! BUT, you're less than 10 minutes from the town's grocery...
United States
Dommy D.
Dog-friendly wood cabin with full kitchen & free WiFi near the water
Property grounds

4. '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 price is HK$2,549
HK$4,011 total
includes taxes & fees
30 Aug - 31 Aug
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Exterior

5. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.8 out of 10, Excellent, (19 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$1,561
HK$2,589 total
includes taxes & fees
1 Sept - 2 Sept
Tahlequah's Place Condo in Downtown Friday Harbor
Property grounds

6. Cozy & Quiet Cabin w/ Natural beauty - Prime Locale on Southern Lopez Island

Cozy & Quiet Cabin w/ Natural beauty - Prime Locale on Southern Lopez Island
Lopez Island
8.4 out of 10, Very good, (63 reviews)
"Everything was great. "
United States
Jeffery H.
Cozy & Quiet Cabin w/ Natural beauty - Prime Locale on Southern Lopez Island
Outdoor dining

7. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (37 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$4,908 total
includes taxes & fees
13 Aug - 14 Aug
Cedar Orchard Cabin.
Property grounds

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

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (202 reviews)
"The setting and view were lovely and the space was very comfortable "
United States
Nelle A.
The price is HK$2,941
HK$4,467 total
includes taxes & fees
4 Aug - 5 Aug
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Property grounds

9. 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 HK$2,337
HK$3,600 total
includes taxes & fees
31 Aug - 1 Sept
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Property grounds

10. '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, (167 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$2,549
HK$4,011 total
includes taxes & fees
26 Aug - 27 Aug
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Dining

11. 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, (102 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is HK$1,686
HK$4,550 total
includes taxes & fees
5 Aug - 6 Aug
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Exterior

12. 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, (140 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is HK$1,765
HK$4,644 total
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island
Outdoor dining

13. Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (204 reviews)
"This was a spacious and well appointed suite. "
United States
Barbara V.
The price is HK$3,098
HK$4,570 total
includes taxes & fees
23 Aug - 24 Aug
Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
Terrace/patio

14. 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 HK$1,717
HK$2,209 total
includes taxes & fees
31 Aug - 1 Sept
Glamping Tent with Partial Ocean Views - 1 min walk to beach!
Terrace/patio

15. 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 HK$1,474
HK$1,925 total
includes taxes & fees
4 Aug - 5 Aug
Glamping Tent 2 min walk to west-facing beach at popular resort
Outdoor dining

16. 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 HK$1,882
HK$2,438 total
includes taxes & fees
31 Aug - 1 Sept
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
2 bedrooms, iron/ironing board, WiFi, bed sheets

17. 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, (44 reviews)
"We love the location and design of this house rental. "
United States
Jessica F.
The price is HK$3,858
HK$4,818 total
includes taxes & fees
31 Aug - 1 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Terrace/patio

18. Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay for two nights. The home was very clean, comfortable, and well-organized, with everything we needed. The location is great — right in the center, surrounded by shops, restaurants, and cafés, which is very convenient. The property manager was easy to communicate with and very responsive, making our stay smooth and enjoyable. We would definitely stay here again. Highly recommended!"
United States
Lada
Central/Modern/Immaculate/Family Friendly
Interior

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

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (17 reviews)
"Nice historic home in a beautiful setting. "
United States
MARLENE W.
The price is HK$4,424
HK$7,958 total
includes taxes & fees
3 Aug - 4 Aug
Historic Waterfront Home, Hot tub, Pets Welcome!
Exterior

20. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is HK$3,117
HK$6,327 total
includes taxes & fees
1 Sept - 2 Sept
Goldeneye Farm - Orchard & Ponds
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Juan Islands Hotel Reviews

Friday Harbor Suites

Friday Harbor Suites

8/10 Good
"Location of the Suites is perfect!!!! Great access to downtown Friday Harbor. We were able to walk everywhere in town. The property has low water pressure and the hot water only works per area. So if you are showering, there is no hot water in the kitchen.Other than that it was great."
Anna-Maria 3-night trip
Posted 13 hours ago
Friday Harbor Suites

Find out more about San Juan Islands

Search for holiday rentals in San Juan Islands on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan Islands using one of the methods below:

  • View our selection of featured holiday rentals in San Juan Islands
  • Use the map to find apartments and other holiday homes in the San Juan Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan Islands while they last

Look no further and take a look at our great range of rental properties in San Juan Islands!

Explore a world of travel with Expedia