Holiday Rentals in Stuart Island

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Holiday Rentals in Stuart Island

West Beach Resort

3.5 star property
Eastsound
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
The price is €154
includes taxes & fees
16 Dec - 17 Dec
West Beach Resort

Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

Roche Harbor
10.0 out of 10, Exceptional, (266)
"A very nice property. We had a great time and will be back"
United States
Curtis G.
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Eastsound
10.0 out of 10, Exceptional, (127)
"Wonderful stay!"
United States
nancy n.
The price is €304
includes taxes & fees
4 Jan - 5 Jan 2026
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Dog-friendly wood cabin with full kitchen & free WiFi near the water

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
The price is €221
includes taxes & fees
6 Dec - 7 Dec
Dog-friendly wood cabin with full kitchen & free WiFi near the water

Amazing sunsets!! Water view, hot tub, close to town, fire pit.

Eastsound
10.0 out of 10, Exceptional, (64)
"An absolutely lovely house with an incredible sunset view every night. The location is fantastic, and the house has everything you need for a trip with a baby and a toddler. Highly recommend this place!! "
United States
Aja G.
Amazing sunsets!! Water view, hot tub, close to town, fire pit.

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

Friday Harbor
9.6 out of 10, Exceptional, (225)
"It is a wonderfully rustic place to relax with the kids!"
United States
Sidney K.
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

2BR Beachfront Cabin on epic west-facing sand and pebble beach!

Eastsound
10.0 out of 10, Exceptional, (2)
"My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. "
United States
ivana f.
The price is €270
includes taxes & fees
8 Dec - 9 Dec
2BR Beachfront Cabin on epic west-facing sand and pebble beach!

Clean & Cozy 2br/2ba, Remodeled w/ Hot Tub, Close To Beach & Town: See Reviews

Eastsound
10.0 out of 10, Exceptional, (183)
"Great stay."
United States
Wendy S.
Clean & Cozy 2br/2ba, Remodeled w/ Hot Tub, Close To Beach & Town: See Reviews

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

Friday Harbor
10.0 out of 10, Exceptional, (350)
"Ver nice location and neat property with great views!"
United States
Eric
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Friday Harbor
10.0 out of 10, Exceptional, (231)
"Heron House is a beautiful, comfortable home. We love the location and had a wonderful week on the island."
United States
Ana C.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Friday Harbor
9.8 out of 10, Exceptional, (60)
"Great views and a great stay"
United States
Ray B.
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Eastsound
9.6 out of 10, Exceptional, (190)
"Most well appointed VRBO we've ever stayed in! Perfect for the two of us for a 3 day visit to Orcas."
United States
Kathleen S.
The price is €315
includes taxes & fees
4 Jan - 5 Jan 2026
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Beach house, heated pool, hot tub, private beach, shared dock

Friday harbor
10.0 out of 10, Exceptional, (51)
"Very special place!Everything perfect!"
United States
richard p.
Beach house, heated pool, hot tub, private beach, shared dock

'The Leeward Studio' at SeaStar Lofts on the Waterfront!

Eastsound
9.8 out of 10, Exceptional, (161)
"Quaint, clean, and has everything you need. A beautiful patio overlooking the water and steps away from all the shops and restaurants.Would stay here again!!! "
United States
Kelly M.
The price is €310
includes taxes & fees
5 Dec - 6 Dec
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

Waterfront home with private deck, WiFi, W/D & spectacular views

Orcas
8.8 out of 10, Excellent, (65)
"Great place for a small friend reunion! Beautiful view and space for all!"
United States
lily h.
Waterfront home with private deck, WiFi, W/D & spectacular views

Orcas Island, Forest House #283

Orcas Island
10.0 out of 10, Exceptional, (14)
"The most unique and beautiful place i ever stayed in. I love everything about it. You feel like in fairytale. "
United States
Oksana
Orcas Island, Forest House #283

Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly

Eastsound
9.6 out of 10, Exceptional, (132)
"beautiful weather, views and family time in Pinecone cabin. "
United States
Catherine A.
Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

Eastsound
10.0 out of 10, Exceptional, (58)
"It was an amazingly comfortable stay!! Thank you for the hospitality!!!"
United States
Stephanie F.
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

Beachfront cottage on Buoy Bay w/ beach access & boat moor

Eastsound
9.8 out of 10, Exceptional, (110)
"We totally enjoyed our stay here. Beautiful location and spectacular view. Loved being close to Eastsound and Cascade Lake. "
United States
Renee L.
Beachfront cottage on Buoy Bay w/ beach access & boat moor

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.
The price is €702
includes taxes & fees
15 Dec - 16 Dec
Waterfront cottage with tidelands, creek and waterfall!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stuart Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Stuart Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stuart Island holiday 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 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 Stuart Island holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stuart Island holiday rentals we have selected for you start as low as €154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stuart Island rentals

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

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 holiday rentals in Stuart Island?

Yes, there are holiday rentals close to the most popular sights in Stuart Island, or you can select a more secluded option if you're looking for a relaxing stay. Stuart Island is known for its seaside and seafood restaurants.

What are some of the best holiday rentals that Stuart Island has to offer?

Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010
: This holiday home rental outside of Stuart Island is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Stuart Island State Park and Roche Harbor Marina.

What are holiday rentals like in Stuart Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stuart Island. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.