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

San Juan Islands Holiday Rentals

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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, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
The price is NZ$770
includes taxes & fees
18 Aug - 19 Aug
West Beach Resort

2. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is NZ$1,343
includes taxes & fees
16 Sept - 17 Sept
Goldeneye Farm - Orchard & Ponds

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, (62 reviews)
"Scenic and quiet property. Close to town. Cramped bathroom. Missing light in bedroom ceiling. The grill hasn’t been cleaned in a while. Burned out light in microwave. I was told that laundry facilities were available next door but they aren’t any. Otherwise, we chose well."
United States
Gary G.
Dog-friendly wood cabin with full kitchen & free WiFi near the water

4. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (22 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.
The price is NZ$1,303
includes taxes & fees
29 Aug - 30 Aug
Waterfront cottage with tidelands, creek and waterfall!

5. Rose Mountain Lodge - Friday Harbor

Rose Mountain Lodge - Friday Harbor
Friday Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the home, enjoyed the surroundings. "
United States
barani008
The price is NZ$2,984
includes taxes & fees
28 Aug - 29 Aug
Rose Mountain Lodge - Friday Harbor

6. 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 NZ$1,310
includes taxes & fees
2 Sept - 3 Sept
Heart of Deer Harbor - Harbormaster House

7. Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub

Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub
Eastsound
9.2 out of 10, Wonderful, (29 reviews)
"This was a terrific mountain house - clean, lovely view, nice accommodations. Would highly recommend it."
United States
Susan B.
Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub

8. 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, (213 reviews)
"Beautiful setting!"
United States
Sean H.
The price is NZ$1,280
includes taxes & fees
6 Sept - 7 Sept
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is NZ$852
includes taxes & fees
19 Aug - 20 Aug
WATER VIEWS! WOOD STOVE! PRIVATE!

10. 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 NZ$1,896
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

11. 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, (180 reviews)
"This house is the best deal on the island for a large group of people wanting to stay close to Friday Harbor. Location is super convenient. My main disappointments with the house is that there are only 2 showers, one of the rooms has no window that can be opened so it gets very warm on hot days, and the house creaks loudly as people walk around. I would say this house is geared more for the kind of people who can handle a hostel kind of experience."
United States
SCOTT
The price is NZ$1,238
includes taxes & fees
23 Aug - 24 Aug
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

12. Orcas Island, Doe Bay Getaway #229

Orcas Island, Doe Bay Getaway #229
Orcas Island
10.0 out of 10, Exceptional, (24 reviews)
"Great space and great host."
United States
Mayci S.
The price is NZ$1,764
includes taxes & fees
17 Sept - 18 Sept
Orcas Island, Doe Bay Getaway #229

13. 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 NZ$767
includes taxes & fees
11 Sept - 12 Sept
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

14. Cliffhouse At Rosario Village_Ocean Front_Whales

Cliffhouse At Rosario Village_Ocean Front_Whales
Eastsound
10.0 out of 10, Exceptional, (1 review)
"The ocean view and the location was fantastic. It was clean with the exception of rhe screen on the bathroom widow which had a very thick layers of dust and the deck railing was really needed cleaning... included numerous spider wed and green slime. And the one long chair pillow was wet and had bird poop. And the screens on both sliding doors need replacing as those are ripped. Though I would still rent it again."
United States
Alex d.
The price is NZ$804
includes taxes & fees
14 Sept - 15 Sept
Cliffhouse At Rosario Village_Ocean Front_Whales

15. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (1 review)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
The price is NZ$1,477
includes taxes & fees
3 Sept - 4 Sept
Sweeping Sound Views, Pet friendly, 3 Bedroom

16. 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 NZ$978
includes taxes & fees
8 Sept - 9 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

17. Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!
Eastsound
The price is NZ$807
includes taxes & fees
18 Aug - 19 Aug
Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

18. 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 NZ$1,048
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.

19. 2BR Ocean View Cabin - 1 min walk to world class beach!

2BR Ocean View Cabin - 1 min walk to world class beach!
Eastsound
The price is NZ$1,096
includes taxes & fees
29 Aug - 30 Aug
2BR Ocean View Cabin - 1 min walk to world class beach!

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

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (18 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 NZ$1,774
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!
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 Islands Hotel Reviews

Find out more about San Juan Islands

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan Islands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan Islands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan Islands. Seeing all the best attractions is bound to make you fall in love with San Juan Islands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan Islands short-term rentals, that won’t be hard to do.

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