An aerial view of a coastal area with multiple islands, clear blue waters, and a few boats.

Stuart Island Holiday Rentals

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Our top choices for Stuart Island holiday rentals

1. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (122 reviews)
"Great spot!"
United States
Garrett
The price is NZ$317
includes taxes & fees
8 Nov - 9 Nov
West Beach Resort

2. 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
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is NZ$674
includes taxes & fees
8 Nov - 9 Nov
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

3. 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, (77 reviews)
"The little house was a comfortable and clean stay."
United States
Lyn W.
The price is NZ$479
includes taxes & fees
5 Nov - 6 Nov
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

4. 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!
Eastsound
The price is NZ$413
includes taxes & fees
8 Nov - 9 Nov
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

5. 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.
The price is NZ$506
includes taxes & fees
5 Nov - 6 Nov
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

6. 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.
The price is NZ$635
includes taxes & fees
9 Nov - 10 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

7. 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.
The price is NZ$467
includes taxes & fees
5 Nov - 6 Nov
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

8. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
9.0 out of 10, Wonderful, (2 reviews)
"Really cool place to stay, only stayed one night but wish I had spent a week. The cabin was very nice and the property and accommodations are great. Would definitely stay here again!"
United States
Brian T.
The price is NZ$456
includes taxes & fees
9 Nov - 10 Nov
Deluxe Garden Studio w/ Bunk House

9. Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (218 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
The price is NZ$684
includes taxes & fees
5 Nov - 6 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

10. 1BR Ocean View steps to prime west-facing beach and on-site cafe!

1BR Ocean View steps to prime west-facing beach and on-site cafe!
Eastsound
The price is NZ$480
includes taxes & fees
9 Nov - 10 Nov
1BR Ocean View steps to prime west-facing beach and on-site cafe!

11. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is NZ$521
includes taxes & fees
30 Nov - 1 Dec
1BR Beachfront Cabin directly on world class west-facing beach!

12. Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!
Eastsound
The price is NZ$524
includes taxes & fees
5 Nov - 6 Nov
Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

13. 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Everyone we encountered was welcoming and friendly…we enjoyed our stay!"
United States
Mari S.
The price is NZ$480
includes taxes & fees
9 Nov - 10 Nov
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

14. Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit

Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
Eastsound
10.0 out of 10, Exceptional, (39 reviews)
"Thank you for a great stay"
United States
Andrew
The price is NZ$986
includes taxes & fees
8 Nov - 9 Nov
Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit

15. Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness

Madrona Suite-Lower Rates- Fall 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.
The price is NZ$638
includes taxes & fees
5 Nov - 6 Nov
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness

16. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (23 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is NZ$452
includes taxes & fees
9 Nov - 10 Nov
Tahlequah's Place Condo in Downtown Friday Harbor

17. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is NZ$322
includes taxes & fees
5 Nov - 6 Nov
Waterfront King Room with Ocean Views

18. 2BR Beach Cabin on prime west-facing beach!

2BR Beach Cabin on prime west-facing beach!
Eastsound
The price is NZ$521
includes taxes & fees
30 Nov - 1 Dec
2BR Beach Cabin on prime west-facing beach!

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

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is NZ$812
includes taxes & fees
6 Nov - 7 Nov
Emily's Cottage at Cayou Channel - Orcas Island

20. 2BR Beachfront Cabin on epic west-facing beach beach with sunsets!

2BR Beachfront Cabin on epic west-facing beach beach with sunsets!
Eastsound
The price is NZ$527
includes taxes & fees
9 Nov - 10 Nov
2BR Beachfront Cabin on epic west-facing beach beach with sunsets!
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Stuart Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Stuart Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Stuart Island. Seeing all the best attractions is bound to make you fall in love with Stuart Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Stuart Island short-term rentals, that won’t be hard to do.

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 San Juan Islands Sculpture Park. 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.