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

Holiday Rentals in San Juan Island

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (21 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is €240
includes taxes & fees
2 Nov - 3 Nov
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, (218 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 €354
includes taxes & fees
1 Nov - 2 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

3. 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)
"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 €274
includes taxes & fees
12 Oct - 13 Oct
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
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

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 €257
includes taxes & fees
3 Nov - 4 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.

5. 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 €257
includes taxes & fees
1 Nov - 2 Nov
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
A wooden deck with blue chairs and potted plants, surrounded by trees and string lights.

6. 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 €1,604
includes taxes & fees
14 Oct - 15 Oct
Rose Mountain Lodge - Friday Harbor
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, (11 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
The price is €280
includes taxes & fees
2 Nov - 3 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 €387
includes taxes & fees
2 Nov - 3 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 €409
includes taxes & fees
2 Nov - 3 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)
"This spot was amazing and we will definitely return! Accomodations were clean, comfortable, the view was amazing!"
United States
Stephanie G.
The price is €442
includes taxes & fees
1 Nov - 2 Nov
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

11. 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 €395
includes taxes & fees
17 Oct - 18 Oct
Emily's Cottage at Cayou Channel - Orcas Island
A wooden deck with a table and grill, overlooking a lake with a distant bridge.

12. 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 €207
includes taxes & fees
12 Oct - 13 Oct
West Beach Resort
A rustic cabin with a porch, a grill, and a small deck.

13. 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, (76 reviews)
"The little house was a comfortable and clean stay."
United States
Lyn W.
The price is €219
includes taxes & fees
26 Oct - 27 Oct
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
Beautiful light all year long.

14. 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 €349
includes taxes & fees
5 Oct - 6 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

15. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is €353
includes taxes & fees
11 Oct - 12 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Garden & Sea View from Patio

16. Cottage by the Sea

Cottage by the Sea
Anacortes
9.8 out of 10, Exceptional, (167 reviews)
"We loved our stay at this place!! Our thanks to our nice hosts!"
United States
Denise
The price is €216
includes taxes & fees
5 Oct - 6 Oct
Cottage by the Sea
A wooden deck with a table and chairs overlooking a lake with boats.

17. 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 €578
includes taxes & fees
5 Oct - 6 Oct
Heart of Deer Harbor - Harbormaster House
A garden with two large tree stumps, one with a carved face, surrounded by rocks and purple flowers.

18. Forest Grove on Orcas: A Cozy Naturalist's Retreat

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is €213
includes taxes & fees
7 Oct - 8 Oct
Forest Grove on Orcas: A Cozy Naturalist's Retreat
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

19. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
The price is €282
includes taxes & fees
12 Oct - 13 Oct
Deluxe Garden Studio w/ Bunk House
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

20. 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 €432
includes taxes & fees
3 Nov - 4 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
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

Discovery Inn

Discovery Inn

10/10 Excellent
"Super clean."
Joseph 1-night trip
Posted 1 hour ago
Discovery Inn

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, apart-hotels, 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 €207 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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