San Juan Island 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 Island vacation rentals

A wooden viewing platform overlooking a turbulent sea with rocky outcrops and dense foliage.

1. 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 $278
CA $569 total
includes taxes & fees
Nov 23 - Nov 24
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.

2. 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 $373
CA $467 total
includes taxes & fees
Nov 23 - Nov 24
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A wooden cabin with a covered porch, large windows, and a landscaped garden.

3. 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 CA $569
CA $678 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
A garden pathway with steps leading up to a house, surrounded by various plants and flowers.

4. 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 $164
CA $307 total
includes taxes & fees
Dec 1 - Dec 2
Tahlequah's Place Condo in Downtown Friday Harbor
A wooden cabin with a balcony, surrounded by trees and a well-maintained garden.

5. 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 CA $498
CA $594 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
A wooden cabin with a covered porch, large windows, and a garden with various plants.

6. 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 CA $527
CA $628 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
A row of wooden cabins with large windows, a gravel driveway, and a flower bed in the foreground.

7. 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 CA $327
CA $390 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
A cabin with wooden walls, a kitchen with a stove, a dining area, and large windows overlooking a lake.

8. 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 CA $355
CA $424 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
A row of wooden cabins with large windows, a gravel driveway, and a flower bed in the foreground.

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 CA $327
CA $390 total
includes taxes & fees
Nov 15 - Nov 16
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
A lakeside setting with a wooden bench, a fire pit, and a wooden table.

10. 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 $265
CA $293 total
includes taxes & fees
Dec 7 - Dec 8
West Beach Resort
View of the buildings on the property.

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 $340
CA $523 total
includes taxes & fees
Nov 18 - Nov 19
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness
A compact kitchen with white cabinets, a wooden countertop, and a tiled backsplash.

12. 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 $317
CA $651 total
includes taxes & fees
Nov 16 - Nov 17
Emily's Cottage at Cayou Channel - Orcas Island
A wooden deck with a table and chairs overlooking a lake with boats.

13. 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 CA $361
CA $803 total
includes taxes & fees
Nov 15 - Nov 16
Heart of Deer Harbor - Harbormaster House
A cozy room with a wooden ceiling, large windows, a green rug, a sofa, a table with a lamp, and a chair.

14. 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 CA $507
CA $859 total
includes taxes & fees
Nov 23 - Nov 24
Cedar Orchard Cabin.
A lakeside cabin with a dock, surrounded by dense forest and a clear sky.

15. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (23 reviews)
"It is a great place to stay. The host has exquisite taste. The house is meticulously organized."
United States
Dipayan
The price is CA $636
CA $1,087 total
includes taxes & fees
Nov 25 - Nov 26
Waterfront cottage with tidelands, creek and waterfall!
A wooden staircase leading to a beach with a sign indicating beach access from dawn to dusk and a warning against trespassing after dark.

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, (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 $392
CA $609 total
includes taxes & fees
Dec 2 - Dec 3
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
An open door leading to a deck with a view of a marina and boats.

17. 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 $270
CA $520 total
includes taxes & fees
Nov 15 - Nov 16
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A wooden staircase leading to a beach with a sign indicating beach access from dawn to dusk and a warning against trespassing after dark.

18. '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 $392
CA $638 total
includes taxes & fees
Nov 16 - Nov 17
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A wooden deck with a view of a grassy area and trees.

19. 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 $155
CA $388 total
includes taxes & fees
Nov 18 - Nov 19
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound 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 $311
CA $724 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 Island Hotel Reviews

A waterfront property with a brick building, a dock, and a forested area.
Snug Harbor Resort

Snug Harbor Resort

Snug Harbor Resort
Friday Harbor

10/10 Excellent

Beautiful setting, nicely decorated with cozy rustic feeling. Perfect for couples time together!
Canada
Susanne
Reviewed April 28, 2024
Snug Harbor Resort

Find out more about San Juan Island

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

San Juan Island vacation 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 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 Island 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 Island rentals

At Expedia, we put the best San Juan Island 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 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 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 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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