San Juan Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Juan Island holiday rentals

A two-story building with a covered porch and a staircase.

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, (23 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is NZ$377
includes taxes & fees
1 Dec - 2 Dec
Tahlequah's Place Condo in Downtown Friday Harbor
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

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, (220 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 NZ$687
includes taxes & fees
17 Nov - 18 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A cabin interior with a wooden interior, a sofa with decorative pillows, a kitchen area, and large windows overlooking a lake.

3. 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, (12 reviews)
"Cabin was very CLEAN and very COZY, staff was very nice & helpful!!!"
United States
Tawnya P.
The price is NZ$476
includes taxes & fees
22 Nov - 23 Nov
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
A cabin interior with a wooden interior, a sofa with decorative pillows, a kitchen area, and large windows overlooking a lake.

4. 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$476
includes taxes & fees
22 Nov - 23 Nov
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

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 NZ$563
includes taxes & fees
23 Nov - 24 Nov
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A red house with a porch and a staircase leading to the front door.

6. 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)
"Great location"
United States
Kim T.
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
A cabin with wooden walls, a kitchen with a stove, a dining area, and large windows overlooking a lake.

7. 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, (12 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
The price is NZ$521
includes taxes & fees
15 Nov - 16 Nov
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
A cabin with a dining area, large windows, and a view of a lake with boats.

8. Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Friday Harbor
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay the cabin was great perfect for our little family and our adventures. "
United States
Jennifer D.
The price is NZ$721
includes taxes & fees
12 Nov - 13 Nov
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
A cabin interior with a wooden ceiling, large windows overlooking a lake, a sofa, and a dining area.

9. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Friday Harbor
10.0 out of 10, Exceptional, (2 reviews)
"We very much enjoyed the cabin we stayed in as well as the property. The cabin was just as was described in the listing."
United States
kirk K.
The price is NZ$763
includes taxes & fees
12 Nov - 13 Nov
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
A cozy cabin interior with a large window overlooking a lake, a fireplace, and a television.

10. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Friday Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and excellent location."
United States
Robin D.
The price is NZ$824
includes taxes & fees
12 Nov - 13 Nov
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
A wooden deck with a table and grill, overlooking a lake with a distant bridge.

11. 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 NZ$364
includes taxes & fees
17 Nov - 18 Nov
West Beach Resort
Beautiful light all year long.

12. 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 NZ$636
includes taxes & fees
12 Nov - 13 Nov
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

13. 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 NZ$810
includes taxes & fees
20 Nov - 21 Nov
Emily's Cottage at Cayou Channel - Orcas Island
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

14. 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 NZ$633
includes taxes & fees
12 Nov - 13 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A wooden deck with a grill, chairs, and a cabin with a turquoise door.

15. 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 NZ$464
includes taxes & fees
16 Nov - 17 Nov
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A wooden deck with a table and chairs overlooking a lake with boats.

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 NZ$974
includes taxes & fees
8 Dec - 9 Dec
Heart of Deer Harbor - Harbormaster House
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

17. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
9.0 out of 10, Wonderful, (2 reviews)
"Really cool place to stay, only stayed one night but wish I had spent a week. The cabin was very nice and the property and accommodations are great. Would definitely stay here again!"
United States
Brian T.
The price is NZ$453
includes taxes & fees
18 Nov - 19 Nov
Deluxe Garden Studio w/ Bunk House
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

18. Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Eastsound
The price is NZ$409
includes taxes & fees
23 Nov - 24 Nov
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
A wooden deck with a grill and tables overlooking a lake.

19. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is NZ$519
includes taxes & fees
7 Dec - 8 Dec
1BR Beachfront Cabin directly on world class west-facing beach!
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

20. 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 NZ$1,045
includes taxes & fees
20 Nov - 21 Nov
Cedar Orchard Cabin.
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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Find holiday rentals that suit your style

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Top San Juan Island Hotel Reviews

A wooden cabin interior with a dining table, chairs, and a bench.
Snug Harbor Resort

Snug Harbor Resort

Snug Harbor Resort
Friday Harbor

10/10 Excellent

Great location and view from the cabin and all around. Peaceful and tranquil. Staff friendly and helpful.
Australia
Anonymous traveller
Reviewed September 28, 2019
Snug Harbor Resort

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$364 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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