San Juan Islands Vacation Rentals

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Check prices for these dates

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

Our top choices for San Juan Islands vacation rentals

A wooden deck with a table and grill, overlooking a lake with a distant bridge.

1. 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 CA $264
CA $291 total
includes taxes & fees
Nov 17 - Nov 18
West Beach Resort
A two-story building with a covered porch and a staircase.

2. 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 CA $163
CA $305 total
includes taxes & fees
Dec 1 - Dec 2
Tahlequah's Place Condo in Downtown Friday Harbor
A wooden deck with a grill, chairs, and a cabin with a turquoise door.

3. 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 CA $154
CA $369 total
includes taxes & fees
Nov 16 - Nov 17
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

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, (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 CA $277
CA $563 total
includes taxes & fees
Nov 15 - Nov 16
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

5. 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 CA $315
CA $673 total
includes taxes & fees
Nov 14 - Nov 15
Emily's Cottage at Cayou Channel - Orcas Island
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

6. 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 CA $251
CA $368 total
includes taxes & fees
Nov 17 - Nov 18
Deluxe Garden Studio w/ Bunk House
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

7. 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 CA $371
CA $442 total
includes taxes & fees
Nov 16 - Nov 17
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A marina with boats, a stone bridge, and a well-maintained grassy area.

8. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is CA $240
CA $258 total
includes taxes & fees
Nov 13 - Nov 14
Waterfront King Room with Ocean Views
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

9. 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 CA $268
CA $517 total
includes taxes & fees
Nov 16 - Nov 17
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A hot tub surrounded by red Adirondack chairs on a deck with a forest backdrop.

10. Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit

Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
Eastsound
10.0 out of 10, Exceptional, (39 reviews)
"Thank you for a great stay"
United States
Andrew
The price is CA $307
CA $764 total
includes taxes & fees
Dec 2 - Dec 3
Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
Beautiful light all year long.

11. 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 CA $338
CA $520 total
includes taxes & fees
Nov 13 - Nov 14
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness
A wooden deck with a grill and tables overlooking a lake.

12. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is CA $297
CA $422 total
includes taxes & fees
Nov 30 - Dec 1
1BR Beachfront Cabin directly on world class west-facing beach!
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

13. '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, (171 reviews)
"What a gem! It’s comfortable, well-equipped, and PERFECTLY located to enjoy Orcas. Nothing better than wandering next door for a book and a coffee and settling into the view from the deck. Parking is so convenient. Will stay again!"
United States
Tiffany R.
The price is CA $390
CA $635 total
includes taxes & fees
Nov 16 - Nov 17
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

14. '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, (141 reviews)
"Absolutely beautiful location. The little deck overlooking the water was gorgeous. Super convenient to shops and dining right in downtown East sound. We would highly recommend this property."
United States
Garth D.
The price is CA $390
CA $635 total
includes taxes & fees
Nov 13 - Nov 14
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
A garden with two large tree stumps, one with a carved face, surrounded by rocks and purple flowers.

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

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is CA $321
CA $383 total
includes taxes & fees
Nov 15 - Nov 16
Forest Grove on Orcas: A Cozy Naturalist's Retreat
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

16. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is CA $315
CA $573 total
includes taxes & fees
Nov 15 - Nov 16
WATER VIEWS! WOOD STOVE! PRIVATE!
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

17. 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 CA $221
CA $334 total
includes taxes & fees
Nov 17 - Nov 18
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
A wooden deck with a table and chairs, overlooking a lake.

18. 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Everyone we encountered was welcoming and friendly…we enjoyed our stay!"
United States
Mari S.
The price is CA $267
CA $371 total
includes taxes & fees
Nov 16 - Nov 17
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Prime westerly views & nightly sunsets

19. 2BR Beach Cabin on prime west-facing beach!

2BR Beach Cabin on prime west-facing beach!
Eastsound
The price is CA $297
CA $404 total
includes taxes & fees
Nov 16 - Nov 17
2BR Beach Cabin on prime west-facing beach!
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

20. 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 CA $312
CA $725 total
includes taxes & fees
Dec 9 - Dec 10
Cheerful woodsy cabin w gas fireplace, sleeps 6.
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

A cozy living room with a fireplace, a red velvet chair, and a stone wall.
Kangaroo House B&B on Orcas Island

Kangaroo House B&B on Orcas Island

Kangaroo House B&B on Orcas Island
Eastsound

10/10 Excellent

Fabulous breakfasts! The hosts, Jill and Charles, are outstanding with food.
Canada
Anonymous traveller
Reviewed April 28, 2019
Kangaroo House B&B on Orcas Island

Find out more about San Juan Islands

Everything you need to know about San Juan Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Islands vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Juan Islands vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Islands vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan Islands vacation rentals we have selected for you start as low as CA $154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan Islands rentals

At Expedia, we put the best San Juan Islands vacation 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 vacation.

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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