San Juan Island Vacation Rentals

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Vacation Rentals in San Juan Island

Interior
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Cabin in Friday Harbor

10.0 out of 10, Exceptional, (10)
"Very cozy and quiet. We enjoyed our time :) "
United States
Terra E.
$272 nightly
The price is $297
Dec 8 - Dec 9
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Fridge, microwave, oven, stovetop
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Cabin in Friday Harbor

10.0 out of 10, Exceptional, (3)
"Absolutely love staying here."
United States
Heather V.
$262 nightly
The price is $286
Dec 12 - Dec 13
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Outdoor dining
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Vacation Home in Friday Harbor

10.0 out of 10, Exceptional, (193)
"Had a great week in the San Juan’s. House was perfect for our group and would rent again!"
United States
Matt E.
$657 nightly
The price is $717
Jan 3 - Jan 4, 2026
Total with taxes and fees
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Fridge, microwave, oven, stovetop
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Cabin in Friday Harbor

9.6 out of 10, Exceptional, (8)
"We booked last minute and are so lucky there was an opening! This is such a serene spot and the staff goes out of their way to make your stay the best it can be. We rented the e-bikes and toured the island. Highly recommend!Thank you everyone!"
United States
Sarah W.
$261 nightly
The price is $285
Dec 8 - Dec 9
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Fridge, microwave, oven, stovetop
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

Condo in Friday Harbor

9.8 out of 10, Exceptional, (41)
"Perfect place in the perfect location. This is the second time we have stayed here and it was wonderful again. I especially appreciate the quick communication with the host. Thank you!! "
United States
Alex S.
$266 nightly
The price is $291
Dec 8 - Dec 9
Total with taxes and fees
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Dining
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Cabin in Friday Harbor

9.8 out of 10, Exceptional, (12)
"Clean, and the location is great. Would recommend."
United States
Viktoria A.
$408 nightly
The price is $446
Dec 8 - Dec 9
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Property grounds
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Cabin in Friday Harbor

10.0 out of 10, Exceptional, (2)
"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.
$408 nightly
The price is $446
Dec 8 - Dec 9
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Flat-screen TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Cabin in Friday Harbor

10.0 out of 10, Exceptional, (5)
"The cabins at Snug Harbor more than exceeded our expectations! We really enjoyed our stay and are looking to coming back in summer!"
United States
mary c.
$453 nightly
The price is $495
Dec 8 - Dec 9
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Marina
Luxury 2BR Yacht • Marina Views • WiFi

Houseboat in Anacortes

2.0 star property
$254 nightly
The price is $254
Dec 12 - Dec 13
Total with taxes and fees
Luxury 2BR Yacht • Marina Views • WiFi
Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view
West Beach Resort

Cabin in Eastsound

3.5 star property
9.4 out of 10, Exceptional, (106)
"What a great spot! Popular, so just book your next stay before you leave! Pet friendly cabins mean the puppers get a vacation too! Can't wait to go back to this little slice of low-key, peaceful paradise. "
United States
Kimberley
$163 nightly
The price is $180
Dec 9 - Dec 10
Total with taxes and fees
West Beach Resort
Outdoor dining
Cottage by the Sea Su

Cottage in Anacortes

9.6 out of 10, Exceptional, (149)
"Very nice, clean and comfortable."
United States
Paul L.
$216 nightly
The price is $237
Dec 8 - Dec 9
Total with taxes and fees
Cottage by the Sea Su
Interior
Little Stuga - Cozy, Private, Walk to water w/views

Cabin in Olga

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay! The cabin was cozy, clean, and well-kept with great linens and reliable WiFi. The location couldn’t have been better—just a short walk to the pier. Everything about it made for a relaxing and comfortable getaway."
United States
Sadjo S.
$256 nightly
The price is $280
Dec 24 - Dec 25
Total with taxes and fees
Little Stuga - Cozy, Private, Walk to water w/views
Exterior
Dog-friendly wood cabin with full kitchen & free WiFi near the water

Cabin in Eastsound

7.6 out of 10, Good, (50)
"I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! "
United States
Dr. Susan
$229 nightly
The price is $250
Dec 8 - Dec 9
Total with taxes and fees
Dog-friendly wood cabin with full kitchen & free WiFi near the water
Fridge, microwave, oven, stovetop
Cozy cottage, outdoor space & convenient location

Cottage in Anacortes

9.2 out of 10, Wonderful, (60)
"No WiFi, despite it being in the welcome email and welcome text. Vacasa local person response? "Oh, we removed it from the listing." Vacasa unit are always a tossup, but this was a bit beyond. "
United States
David
$317 nightly
The price is $347
Dec 8 - Dec 9
Total with taxes and fees
Cozy cottage, outdoor space & convenient location
Terrace/patio
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Apartment in Orcas Island

9.2 out of 10, Wonderful, (75)
"A very cozy studio in the forest. Loved the art in the yard!"
United States
Raul A.
$202 nightly
The price is $220
Dec 8 - Dec 9
Total with taxes and fees
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Property grounds
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Apartment in Anacortes

10.0 out of 10, Exceptional, (20)
"Nice room and great location. We enjoyed our stay very much."
United States
Butch N.
$124 nightly
The price is $135
Dec 15 - Dec 16
Total with taxes and fees
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!
TV, books, stereo
Light-filled home with fenced yard - two dogs welcome - walk everywhere

Vacation Home in Anacortes

9.2 out of 10, Wonderful, (61)
"The house was perfect for our family"
United States
Janice M.
$360 nightly
The price is $395
Dec 8 - Dec 9
Total with taxes and fees
Light-filled home with fenced yard - two dogs welcome - walk everywhere
Fridge, microwave, oven, stovetop
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Vacation Home in Eastsound

9.4 out of 10, Exceptional, (70)
"We loved the forest views and the home was very clean and comfortable. The location was very convenient, close to town and water. Highly recommend for a stay on Orcas."
United States
Annie T.
$324 nightly
The price is $353
Dec 8 - Dec 9
Total with taxes and fees
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Fridge, microwave, oven, stovetop
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!

Apartment in Lummi Island

9.8 out of 10, Exceptional, (17)
"Beautiful location"
United States
Catherine D.
$238 nightly
The price is $261
Dec 8 - Dec 9
Total with taxes and fees
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!
Outdoor dining
Sunny Island Cliff Side Views

Apartment in Anacortes

9.6 out of 10, Exceptional, (47)
"Tight space, fine for a family. Amazing views and kind responsive owners. Quick visit to the coast was great. Access was wonderful. Little to no problems. "
United States
Megan T.
$273 nightly
The price is $299
Dec 8 - Dec 9
Total with taxes and fees
Sunny Island Cliff Side Views
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

Auld Holland Inn

Auld Holland Inn

10/10 Excellent
"The room was very clean and cozy. Bed was comfy. Staff was very friendly. Older heating units, though. You set the level of heat, not the temp, so I had to get up in the night to turn it down. An upgrade to those would be nice. But it warmed up the room, which is the whole point. Would definitely stay there again."
kendra 2-night trip
Posted 4 days ago
Auld Holland Inn

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 $180 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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