San Juan Island Vacation Rentals

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Check prices for these dates

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Dec 14 - Dec 15
Tomorrow
Dec 15 - Dec 16
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Our top choices for San Juan Island vacation rentals

2 bedrooms, iron/ironing board, WiFi, bed sheets
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

Condo in Friday Harbor

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
9.8 out of 10, Exceptional, (41)
"Nice cozy place to stay"
United States
Don A.
$268 nightly
The price is $293
Dec 15 - Dec 16
Total with taxes and fees
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Interior
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Cabin in Friday Harbor

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
10.0 out of 10, Exceptional, (10)
"Very cozy and quiet. We enjoyed our time :) "
United States
Terra E.
$273 nightly
The price is $298
Dec 15 - Dec 16
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
TV, fireplace, DVD player, stereo
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Cabin in Friday Harbor

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
10.0 out of 10, Exceptional, (3)
"Absolutely love staying here."
United States
Heather V.
$262 nightly
The price is $286
Dec 15 - Dec 16
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Cabin in Friday Harbor

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
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.
$262 nightly
The price is $286
Dec 15 - Dec 16
Total with taxes and fees
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Dining
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Cabin in Friday Harbor

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
9.8 out of 10, Exceptional, (12)
"Great property. Quiet location and comfortable "
United States
Hugh E.
$410 nightly
The price is $448
Dec 15 - Dec 16
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Cabin in Friday Harbor

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
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.
$410 nightly
The price is $448
Dec 15 - Dec 16
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

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
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.
$456 nightly
The price is $498
Dec 15 - Dec 16
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
TV, fireplace
Cozy Loft on an Organic Flower Farm

Farmstay in Lummi Island

Cozy Loft on an Organic Flower Farm
2.0 star property
$368 nightly
The price is $395
Dec 15 - Dec 16
Total with taxes and fees
Cozy Loft on an Organic Flower Farm
Terrace/patio
Luxury 2BR Yacht • Marina Views • WiFi

Houseboat in Anacortes

Luxury 2BR Yacht • Marina Views • WiFi
2.0 star property
$254 nightly
The price is $254
Dec 15 - Dec 16
Total with taxes and fees
Luxury 2BR Yacht • Marina Views • WiFi
Interior
Cozy cottage, outdoor space & convenient location

Cottage in Anacortes

Cozy cottage, outdoor space & convenient location
9.2 out of 10, Wonderful, (60)
"Overall very good. Bed had a faint urine smell. Very nice location and very quiet."
United States
Lewis S.
$317 nightly
The price is $347
Dec 15 - Dec 16
Total with taxes and fees
Cozy cottage, outdoor space & convenient location
Terrace/patio
Cottage by the Sea Su

Cottage in Anacortes

Cottage by the Sea Su
9.6 out of 10, Exceptional, (149)
"Lovely property, amazing hosts, very clean"
United States
Heather M.
$249 nightly
The price is $273
Dec 17 - Dec 18
Total with taxes and fees
Cottage by the Sea Su
Property grounds
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!

Apartment in Lummi Island

Enjoy stunning views from the private guest suite - peaceful waterfront retreat!
9.8 out of 10, Exceptional, (17)
"Beautiful location"
United States
Catherine D.
$238 nightly
The price is $261
Dec 15 - Dec 16
Total with taxes and fees
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!
Terrace/patio
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Apartment in Orcas Island

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
9.2 out of 10, Wonderful, (75)
"A very cozy studio in the forest. Loved the art in the yard!"
United States
Raul A.
$245 nightly
The price is $267
Dec 15 - Dec 16
Total with taxes and fees
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Beach towels
Lookout @ SeaAcres -Beach Access

Vacation Home in San Juan County

Lookout @ SeaAcres -Beach Access
10.0 out of 10, Exceptional, (3)
"Beautiful home with great views! We particularly appreciated how thoughtfully stocked the kitchen was and how the home had a high chair and porta-crib! "
United States
Katie H.
$370 nightly
The price is $400
Dec 16 - Dec 17
Total with taxes and fees
Lookout @ SeaAcres -Beach Access
Exterior
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Vacation Home in Eastsound

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
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.
$354 nightly
The price is $386
Dec 15 - Dec 16
Total with taxes and fees
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Property grounds
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Apartment in Anacortes

Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!
10.0 out of 10, Exceptional, (20)
"Perfect for our stay before an early morning ferry ride. Space was very clean and comfortable "
United States
Jim C.
$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!
Exterior
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

Vacation Home in Anacortes

Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
8.8 out of 10, Excellent, (82)
"The house is perfectly located for Cap Sante Marina. It was very clean and in a quiet neighborhood. "
United States
Lesley B.
$389 nightly
The price is $426
Dec 15 - Dec 16
Total with taxes and fees
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Marina
Wonderful escape with water access, three balconies, W/D, & gas fireplace

Condo in Eastsound

Wonderful escape with water access, three balconies, W/D, & gas fireplace
9.4 out of 10, Exceptional, (38)
"Peaceful and quiet location with nice views"
United States
Curtis H.
$458 nightly
The price is $500
Dec 15 - Dec 16
Total with taxes and fees
Wonderful escape with water access, three balconies, W/D, & gas fireplace
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

Anaco Bay Inn

Anaco Bay Inn

10/10 Excellent
"Great stay very comfortable room and the front desk gal was great!"
Jason 1-night trip
Posted 3 days ago
Anaco Bay 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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