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

San Juan Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for San Juan Island vacation 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, (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.
$255 nightly
The price is $279
Oct 1 - Oct 2
Total with taxes and fees
Tahlequah's Place Condo in Downtown Friday Harbor
A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

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, (107 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
$522 nightly
The price is $570
Sep 23 - Sep 24
Total with taxes and fees
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
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.
$306 nightly
The price is $334
Oct 12 - Oct 13
Total with taxes and fees
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A wooden cabin with a stone pathway leading to the entrance, surrounded by lush greenery and tall trees.

4. Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (376 reviews)
"Beautiful property and great for a relaxing weekend with family. Loved how close it is to the oyster farm and we saw lots of cool wildlife from the back porch. Highly recommend!"
United States
Alex W.
$566 nightly
The price is $617
Sep 21 - Sep 22
Total with taxes and fees
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
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

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.
$342 nightly
The price is $374
Oct 8 - Oct 9
Total with taxes and fees
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.

6. 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.
$342 nightly
The price is $374
Oct 8 - Oct 9
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
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.
$376 nightly
The price is $411
Oct 6 - Oct 7
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
A cabin interior with a wooden ceiling, large windows overlooking a lake, a sofa, and a dining area.

8. 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.
$490 nightly
The price is $535
Oct 5 - Oct 6
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
A cabin with a dining area, large windows, and a view of a lake with boats.

9. 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.
$490 nightly
The price is $535
Oct 4 - Oct 5
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin 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.
$570 nightly
The price is $623
Oct 4 - Oct 5
Total with taxes and fees
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, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
$211 nightly
The price is $233
Oct 12 - Oct 13
Total with taxes and fees
West Beach Resort
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

12. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.6 out of 10, Exceptional, (7 reviews)
"Great location, close to ferry!"
United States
Jonas R.
$408 nightly
The price is $439
Sep 18 - Sep 19
Total with taxes and fees
Emily's Cottage at Cayou Channel - Orcas Island

13. 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.
$355 nightly
The price is $388
Oct 5 - Oct 6
Total with taxes and fees
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A rustic cabin with a metal sculpture in a forested area.

14. 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)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
$263 nightly
The price is $287
Oct 15 - Oct 16
Total with taxes and fees
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A wooden deck with a table and chairs, surrounded by a forest.

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
9.4 out of 10, Exceptional, (80 reviews)
"Great views, comfortable bed, spacious home. "
United States
Savannah I.
$401 nightly
The price is $437
Oct 4 - Oct 5
Total with taxes and fees
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

16. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (41 reviews)
"Fantastic Cottage! We loved our stay - kids especially loved the ping pong and peacocks. Great sheets/towels and very clean."
United States
Elizabeth
$491 nightly
The price is $537
Sep 17 - Sep 18
Total with taxes and fees
Cedar Orchard Cabin.
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, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
$617 nightly
The price is $648
Oct 6 - Oct 7
Total with taxes and fees
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 Retreat

Forest Grove on Orcas: A Cozy Naturalist Retreat
Orcas
$215 nightly
The price is $234
Sep 22 - Sep 23
Total with taxes and fees
Forest Grove on Orcas: A Cozy Naturalist Retreat
A wooden staircase leading to a beach with a sign indicating beach access from dawn to dusk and a warning against trespassing after dark.

19. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (165 reviews)
"The location was great, we had everything we needed! It was very clean and well furnished. "
United States
Angela D.
$304 nightly
The price is $333
Sep 20 - Sep 21
Total with taxes and fees
The 'Spinnaker Studio' at Sea Star Lofts
A deck with a picnic table and umbrella, overlooking a marina with boats.

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.
$509 nightly
The price is $555
Oct 7 - Oct 8
Total with taxes and fees
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

Coachman Inn & Suites

Coachman Inn & Suites

10/10 Excellent
"We really enjoyed this place. It was so clean and the service was wonderful. I would definitely come back. Thank You all so much for the great weekend! Joan"
Joan 1-night trip
Posted less than an hour ago
Coachman Inn & Suites

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit San Juan Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $233 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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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