A lakeside lodge with a wooden pier, surrounded by lush greenery and a forested backdrop.

San Juan Island Holiday Rentals

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Our top choices for San Juan Island holiday rentals

1. 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 NZ$546
includes taxes & fees
1 Sept - 2 Sept
Tahlequah's Place Condo in Downtown Friday Harbor

2. 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, (105 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is NZ$940
includes taxes & fees
7 Sept - 8 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

3. 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, (141 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 NZ$949
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan 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, (212 reviews)
"Beautiful setting!"
United States
Sean H.
The price is NZ$1,282
includes taxes & fees
6 Sept - 7 Sept
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
9.6 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$1,049
includes taxes & fees
8 Sept - 9 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

6. Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Friday Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
The price is NZ$1,006
includes taxes & fees
16 Aug - 17 Aug
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

7. 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$1,955
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

8. 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$1,255
includes taxes & fees
25 Aug - 26 Aug
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

9. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Friday Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely love staying here."
United States
Heather V.
The price is NZ$1,144
includes taxes & fees
16 Aug - 17 Aug
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

10. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Friday Harbor
9.6 out of 10, Exceptional, (11 reviews)
"Cabin was very CLEAN and very COZY, staff was very nice & helpful!!!"
United States
Tawnya P.
The price is NZ$1,039
includes taxes & fees
26 Aug - 27 Aug
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

11. 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$795
includes taxes & fees
31 Aug - 1 Sept
West Beach Resort

12. 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$709
includes taxes & fees
25 Aug - 26 Aug
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

13. 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.
The price is NZ$432
includes taxes & fees
19 Aug - 20 Aug
Dog-friendly wood cabin with full kitchen & free WiFi near the water

14. 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$1,065
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.

15. Studio Unit with Views of Hales Passage and Mt Baker

Studio Unit with Views of Hales Passage and Mt Baker
Lummi Island
10.0 out of 10, Exceptional, (127 reviews)
"Views were breathtaking. Very quiet area. Room was clean and cozy. Had everything we needed."
United States
Donald
The price is NZ$291
includes taxes & fees
22 Aug - 23 Aug
Studio Unit with Views of Hales Passage and Mt Baker

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, (136 reviews)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
The price is NZ$834
includes taxes & fees
28 Aug - 29 Aug
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

17. 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 NZ$429
includes taxes & fees
23 Aug - 24 Aug
Glamping Tent 2 min walk to west-facing beach at popular resort

18. 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 NZ$472
includes taxes & fees
31 Aug - 1 Sept
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

19. Cottage by the Sea

Cottage by the Sea
Anacortes
9.6 out of 10, Exceptional, (163 reviews)
"We loved our stay at this place!! Our thanks to our nice hosts!"
United States
Denise
The price is NZ$494
includes taxes & fees
18 Aug - 19 Aug
Cottage by the Sea

20. 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$1,440
includes taxes & fees
11 Sept - 12 Sept
Heart of Deer Harbor - Harbormaster House
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 Island Hotel Reviews

Find out more about San Juan Island

Everything you need to know about San Juan Island 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 Island 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 Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in San Juan Island. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Island 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 Island holiday rentals we have selected for you start as low as NZ$291 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan Island rentals

At Expedia, we put the best San Juan Island 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 Island 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 Island 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 Island. 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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