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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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Stuart Island holiday rentals

Exterior

1. Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (144 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is HK$1,960
HK$4,882 total
includes taxes & fees
24 Sept - 25 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island
Dining

2. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (106 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
The price is HK$1,646
HK$4,497 total
includes taxes & fees
23 Sept - 24 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Exterior

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

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (374 reviews)
"Great location with breathtaking views on Westcott Bay. The house was sparkling clean and check in was a breeze."
United States
Sylvain R.
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Interior

4. 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 HK$2,971
HK$3,710 total
includes taxes & fees
27 Sept - 28 Sept
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Living area

5. 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 HK$2,736
HK$3,418 total
includes taxes & fees
27 Sept - 28 Sept
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Property grounds

6. Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer 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 HK$2,103
HK$3,310 total
includes taxes & fees
8 Sept - 9 Sept
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Living area

7. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Friday Harbor
9.6 out of 10, Exceptional, (11 reviews)
"Cabin was very CLEAN and very COZY, staff was very nice & helpful!!!"
United States
Tawnya P.
The price is HK$3,128
HK$3,907 total
includes taxes & fees
8 Sept - 9 Sept
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Living area

8. 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, (6 reviews)
"This spot was amazing and we will definitely return! Accomodations were clean, comfortable, the view was amazing!"
United States
Stephanie G.
The price is HK$5,088
HK$6,357 total
includes taxes & fees
3 Sept - 4 Sept
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Dining

9. Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Friday Harbor
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay the cabin was great perfect for our little family and our adventures. "
United States
Jennifer D.
The price is HK$4,539
HK$5,671 total
includes taxes & fees
13 Sept - 14 Sept
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Living area

10. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Friday Harbor
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is HK$4,147
HK$5,183 total
includes taxes & fees
24 Sept - 25 Sept
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Outdoor dining

11. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is HK$2,583
HK$5,391 total
includes taxes & fees
27 Sept - 28 Sept
Heart of Deer Harbor - Harbormaster House
Outdoor dining

12. 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 HK$2,557
HK$4,663 total
includes taxes & fees
2 Sept - 3 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Outdoor dining

13. 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, (215 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
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Property grounds

14. 2BR Cabin on prime walk-out sand and pebble beach!

2BR Cabin on prime walk-out sand and pebble beach!
Eastsound
The price is HK$2,705
HK$3,777 total
includes taxes & fees
1 Sept - 2 Sept
2BR Cabin on prime walk-out sand and pebble beach!
Outdoor spa tub

15. 2BR Deluxe Beachfront Cabin on Spectacular West Beach!

2BR Deluxe Beachfront Cabin on Spectacular West Beach!
Eastsound
The price is HK$2,540
HK$3,571 total
includes taxes & fees
28 Sept - 29 Sept
2BR Deluxe Beachfront Cabin on Spectacular West Beach!
Outdoor spa tub

16. 2BR Deluxe Beachfront Cabin on walk-out west-facing beach!

2BR Deluxe Beachfront Cabin on walk-out west-facing beach!
Eastsound
The price is HK$2,540
HK$3,571 total
includes taxes & fees
28 Sept - 29 Sept
2BR Deluxe Beachfront Cabin on walk-out west-facing beach!
Outdoor spa tub

17. 2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
The price is HK$2,626
HK$3,596 total
includes taxes & fees
28 Sept - 29 Sept
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Outdoor spa tub

18. 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 HK$1,803
HK$2,656 total
includes taxes & fees
28 Sept - 29 Sept
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Terrace/patio

19. Glamping Tent 2 min walk to west-facing beach at popular resort

Glamping Tent 2 min walk to west-facing beach at popular resort
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,058
HK$1,411 total
includes taxes & fees
21 Sept - 22 Sept
Glamping Tent 2 min walk to west-facing beach at popular resort
Outdoor spa tub

20. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
The price is HK$2,297
HK$3,264 total
includes taxes & fees
21 Sept - 22 Sept
Deluxe Garden Studio w/ Bunk House
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

Landmark Inn on Orcas Island

Landmark Inn on Orcas Island

10/10 Excellent
"This property is clean and close to the water. There is amble parking and easy walk to town for meals and fun. Kitchen was roomy and plenty of utensils and cookware on hand. Roomy bathroom."
Deborah 5-night trip
Posted 3 hours ago
Landmark Inn on Orcas Island

Find out more about Stuart Island

Search for holiday rentals in Stuart Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Stuart Island using one of the methods below:

  • View our selection of featured holiday rentals in Stuart Island
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  • Enter your travel dates to view the best deals on holiday rentals in Stuart Island while they last

Look no further and take a look at our great range of rental properties in Stuart Island!

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?

Westcott Bay Beachfront Home - Hot Tub with a view of the Bay: This holiday home rental outside of Stuart Island is located on the beach, and has a fireplace, a patio and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Stuart Island?

While exploring the area, visit family-friendly sights like Victoria Butterfly Gardens, or get outside and enjoy nature at San Juan Islands Sculpture Park. In the wider area, you’ll find Stuart Island State Park and Swartz Bay Ferry Terminal.

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.