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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 AU$422
includes taxes & fees
28 Sept - 29 Sept
West Beach Resort

2. 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, (215 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
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

3. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (22 reviews)
"We really enjoyed our stay at this property. The location was very convenient and the setting was peaceful. The host was very friendly and great to work with. It was dog friendly which is a must for us. We would definitely stay here again."
United States
Michael P.
Waterfront cottage with tidelands, creek and waterfall!

4. 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 AU$570
includes taxes & fees
8 Sept - 9 Sept
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

5. 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 AU$1,311
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!

6. 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)
"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 AU$564
includes taxes & fees
30 Sept - 1 Oct
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

7. 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 AU$869
includes taxes & fees
7 Sept - 8 Sept
Cedar Orchard Cabin.

8. Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (373 reviews)
"Great location with breathtaking views on Westcott Bay. The house was sparkling clean and check in was a breeze."
United States
Sylvain R.
The price is AU$894
includes taxes & fees
31 Aug - 1 Sept
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

9. 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 AU$922
includes taxes & fees
27 Sept - 28 Sept
Heart of Deer Harbor - Harbormaster House

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, (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 AU$607
includes taxes & fees
20 Sept - 21 Sept
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

11. 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.
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

12. 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.
The price is AU$786
includes taxes & fees
8 Sept - 9 Sept
2BR Classic+ Beachfront Cabin on world class west-facing beach!

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 AU$634
includes taxes & fees
28 Sept - 29 Sept
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

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 AU$863
includes taxes & fees
15 Sept - 16 Sept
Cheerful woodsy cabin w gas fireplace, sleeps 6.

15. 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 AU$452
includes taxes & fees
1 Sept - 2 Sept
Tahlequah's Place Condo in Downtown Friday Harbor

16. '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)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
The price is AU$607
includes taxes & fees
15 Sept - 16 Sept
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

17. 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 AU$678
includes taxes & fees
30 Sept - 1 Oct
Cliffhouse At Rosario Village_Ocean Front_Whales

18. 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 AU$1,415
includes taxes & fees
17 Sept - 18 Sept
Orcas Island, Doe Bay Getaway #229

19. Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay with access to everything you need. "
United States
Jeanine
The price is AU$674
includes taxes & fees
29 Sept - 30 Sept
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

20. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (37 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
Hot Tub/Central/Modern/Well Appointed/Immaculate
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

Everything you need to know about San Juan Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan Islands holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Juan Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan Islands holiday rentals we have selected for you start as low as AU$422 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Juan Islands rentals

At Expedia, we put the best San Juan Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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