Stuart Island Vacation Rentals

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Our top choices for Stuart Island vacation rentals

West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (108)
"The employee was very kind, she guided us very well and the room was clean and tidy."
United States
Rosalina
$169 nightly
The price is $187
Dec 22 - Dec 23
Total with taxes and fees
West Beach Resort

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
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.
$379 nightly
The price is $413
Dec 20 - Dec 21
Total with taxes and fees
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
$229 nightly
The price is $250
Jan 13 - Jan 14, 2026
Total with taxes and fees
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
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.
$257 nightly
The price is $280
Dec 20 - Dec 21
Total with taxes and fees
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
2.0 star property
Eastsound
9.8 out of 10, Exceptional, (11)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
$577 nightly
The price is $629
Dec 20 - Dec 21
Total with taxes and fees
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

Little Stuga - Cozy, Private, Walk to water w/views

Little Stuga - Cozy, Private, Walk to water w/views
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.
$242 nightly
The price is $265
Dec 24 - Dec 25
Total with taxes and fees
Little Stuga - Cozy, Private, Walk to water w/views

Huckleberry House - New Listing!

Huckleberry House - New Listing!
2.0 star property
Eastsound
10.0 out of 10, Exceptional, (1)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
$464 nightly
The price is $507
Jan 4 - Jan 5, 2026
Total with taxes and fees
Huckleberry House - New Listing!

Heart of Eastsound-For couples!

Heart of Eastsound-For couples!
Eastsound
$367 nightly
The price is $401
Jan 4 - Jan 5, 2026
Total with taxes and fees
Heart of Eastsound-For couples!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
2.0 star property
Eastsound
10.0 out of 10, Exceptional, (2)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
$317 nightly
The price is $343
Dec 22 - Dec 23
Total with taxes and fees
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (15)
"It was a great home base for our island stay. "
United States
Rachel D.
$370 nightly
The price is $411
Dec 20 - Dec 21
Total with taxes and fees
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (14)
"Lovely home and view! We really enjoyed the amenities and art work in the house and John gave us a great tour of the grounds and shared the history of the property with us. We hope to visit again!"
United States
Angela P.
$732 nightly
The price is $798
Dec 20 - Dec 21
Total with taxes and fees
Waterfront cottage with tidelands, creek and waterfall!

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

1BR Beachfront Cabin directly on world class west-facing beach!
2.0 star property
Eastsound
$273 nightly
The price is $293
Dec 20 - Dec 21
Total with taxes and fees
1BR Beachfront Cabin directly on world class west-facing beach!

Lookout @ SeaAcres -Beach Access

Lookout @ SeaAcres -Beach Access
San Juan County
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.
$389 nightly
The price is $422
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lookout @ SeaAcres -Beach Access

2BR Beachfront Cabin on west-facing beach with sunsets!

2BR Beachfront Cabin on west-facing beach with sunsets!
Eastsound
10.0 out of 10, Exceptional, (1)
$286 nightly
The price is $307
Dec 22 - Dec 23
Total with taxes and fees
2BR Beachfront Cabin on west-facing beach with sunsets!

2BR Classic+ Beachfront Cabin on world class west-facing beach!

2BR Classic+ Beachfront Cabin on world class west-facing beach!
Eastsound
10.0 out of 10, Exceptional, (1)
"The setting was peaceful and the cabin was well-maintained. The staff is incredibly friendly and it was so nice to have some food options available on site. Would love to come stay again."
United States
Karen H.
$316 nightly
The price is $340
Dec 20 - Dec 21
Total with taxes and fees
2BR Classic+ Beachfront Cabin on world class west-facing beach!

2BR Ocean View Cabin - 1 min walk to world class beach!

2BR Ocean View Cabin - 1 min walk to world class beach!
2.0 star property
Eastsound
$287 nightly
The price is $309
Dec 20 - Dec 21
Total with taxes and fees
2BR Ocean View Cabin - 1 min walk to world class beach!

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (13)
"This was a great family holiday thanks to the location and quality of the house. Kristen, the property manager, exceeded our expectations and responded quickly and professionally when we had questions. We hope to visit again next summer! "
United States
Rena H.
$695 nightly
The price is $758
Dec 21 - Dec 22
Total with taxes and fees
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

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, (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 20 - Dec 21
Total with taxes and fees
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

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!
2.0 star property
Eastsound
$211 nightly
The price is $226
Dec 22 - Dec 23
Total with taxes and fees
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Goldeneye Farm Retreat with Private Orchard & Ponds

Goldeneye Farm Retreat with Private Orchard & Ponds
San Juan County
$409 nightly
The price is $446
Jan 8 - Jan 9, 2026
Total with taxes and fees
Goldeneye Farm Retreat with Private Orchard & Ponds
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 Stuart Island Hotel Reviews

Find out more about Stuart Island

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

Stuart Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stuart 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 Stuart 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 $187 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 Stuart Island rentals

At Expedia, we put the best Stuart 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 Stuart 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 Stuart 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 Stuart 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.

Frequently asked questions

Can I find vacation rentals in Stuart Island?

Yes, you can find vacation rentals near well known points of interest in Stuart Island, or you can go with a more remote option if you're looking for relaxation. Stuart Island is known for its seaside and seafood restaurants.

What are some of the best vacation rentals in Stuart Island?

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy: Visitors like this Stuart Island vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Stuart Island?

While exploring the area, visit family-friendly sights like Panorama Recreation Centre, or get outside and enjoy nature at Madrona Beach. In the larger area, you’ll find Stuart Island State Park and Roche Harbor Marina.

What are vacation rentals like in Stuart Island?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Stuart Island. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.