A harbor at sunset with boats, a pier, and buildings.

Stonington Holiday Rentals

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Our top choices for Stonington holiday rentals

1. Apt 1 Studio apartments in downtown Stonington

Apt 1 Studio apartments in downtown Stonington
Stonington
10.0 out of 10, Exceptional, (78 reviews)
"good place to stay"
United States
Robert
The price is NZ$415
includes taxes & fees
1 Oct - 2 Oct
Apt 1 Studio apartments in downtown Stonington

2. The Isaac Evans - Inn on the Harbor

The Isaac Evans - Inn on the Harbor
Stonington
9.8 out of 10, Exceptional, (14 reviews)
"Awesome little inn! Can’t wait to go back and explore stonington in the spring fall or summer!"
United States
Eric S.
The price is NZ$392
includes taxes & fees
7 Sept - 8 Sept
The Isaac Evans - Inn on the Harbor

3. The Lewis R. French- Inn on the Harbor

The Lewis R. French- Inn on the Harbor
Stonington
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful location, the host was very friendly and accomidating on short notice!"
United States
Dale G.
The price is NZ$438
includes taxes & fees
7 Sept - 8 Sept
The Lewis R. French- Inn on the Harbor

4. The Nathaniel Bowditch - Inn on the Harbor

The Nathaniel Bowditch - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Great location . "
United States
Barbara A.
The price is NZ$465
includes taxes & fees
30 Sept - 1 Oct
The Nathaniel Bowditch - Inn on the Harbor

5. The Angelique - Inn on the Harbor

The Angelique - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (12 reviews)
"Absolutley great place to stay."
United States
Patrick D.
The price is NZ$354
includes taxes & fees
13 Sept - 14 Sept
The Angelique - Inn on the Harbor

6. The Mary Day - Inn on the Harbor

The Mary Day - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay. From the beautiful scenery to the relaxing, quiet atmosphere. Thank you for providing a place for an exhausted mom and dad to get away for a night."
United States
Staci W.
The price is NZ$422
includes taxes & fees
13 Sept - 14 Sept
The Mary Day - Inn on the Harbor

7. The Timberwind - Inn on the Harbor

The Timberwind - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (18 reviews)
"Everything was as described and staff was helpful."
United States
micaela p.
The price is NZ$559
includes taxes & fees
30 Sept - 1 Oct
The Timberwind - Inn on the Harbor

8. The Victory Chimes - Inn on the Harbor

The Victory Chimes - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (12 reviews)
"Very comfortable, relaxing stay with beautiful views of the harbor."
United States
marje
The price is NZ$490
includes taxes & fees
13 Sept - 14 Sept
The Victory Chimes - Inn on the Harbor

9. J & E Riggins - Inn on the Harbor

J & E Riggins - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (11 reviews)
"Fab place!"
United States
Thomas K.
The price is NZ$557
includes taxes & fees
27 Sept - 28 Sept
J & E Riggins - Inn on the Harbor

10. The Roseway - Inn on the Harbor

The Roseway - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (4 reviews)
"We had a great stay, location couldn’t have been better!"
United States
Morgan J.
The price is NZ$482
includes taxes & fees
1 Oct - 2 Oct
The Roseway - Inn on the Harbor

11. The Heritage - Inn on the Harbor

The Heritage - Inn on the Harbor
Stonington
9.2 out of 10, Wonderful, (7 reviews)
"Best location to watch an active Lobster fishing harbor in action. Great food and coffee in the immediate area within a very short stroll."
United States
Don T.
The price is NZ$480
includes taxes & fees
13 Sept - 14 Sept
The Heritage - Inn on the Harbor

12. Waterfront Deer Isle Retreat w/ Fire Pit!

Waterfront Deer Isle Retreat w/ Fire Pit!
3.0 star property
Deer Isle
The price is NZ$1,243
includes taxes & fees
20 Sept - 21 Sept
Waterfront Deer Isle Retreat w/ Fire Pit!

13. Waterfront Deer Isle Retreat w/ Fire Pit!

Waterfront Deer Isle Retreat w/ Fire Pit!
Deer Isle
10.0 out of 10, Exceptional, (6 reviews)
"Excellent accommodations with lovely natural surroundings."
United States
Sara
Waterfront Deer Isle Retreat w/ Fire Pit!

14. Cozy Little Carriage House with Spectacular Sunsets at The Rockbound House

Cozy Little Carriage House with Spectacular Sunsets at The Rockbound House
Brooklin
10.0 out of 10, Exceptional, (2 reviews)
"The space was perfect for us. It was lovely and super convenient both for classes at WoodenBoat School and hikes at Acadia."
United States
Strephon T.
The price is NZ$523
includes taxes & fees
7 Sept - 8 Sept
Cozy Little Carriage House with Spectacular Sunsets at The Rockbound House

15. Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.4 out of 10, Very good, (8 reviews)
"It was really nice and super clean. We are family of 3 and visited Maine for 4 days and ir was super convenient. Everything was clean and nice and we relly enjoyed our stay."
United States
Devjyoti
The price is NZ$606
includes taxes & fees
7 Sept - 8 Sept
Woodland Apartments-Acadia National Park

16. Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (25 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is NZ$826
includes taxes & fees
16 Sept - 17 Sept
Waterfront Getaway Near Acadia w/ Spectacular View

17. Little Brook Cottage Mount Desert Island “Pet Friendly”

Little Brook Cottage Mount Desert Island “Pet Friendly”
Tremont
9.6 out of 10, Exceptional, (169 reviews)
"We loved our stay at little brook cottage! Robbin was a fantastic host and very good with our dog! "
United States
Amir Ali P.
The price is NZ$623
includes taxes & fees
17 Sept - 18 Sept
Little Brook Cottage Mount Desert Island “Pet Friendly”

18. The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is NZ$641
includes taxes & fees
18 Sept - 19 Sept
The Colonels Suites

19. Blue Lobster Cottage in brilliant Acadia with AC, WiFi

Blue Lobster Cottage in brilliant Acadia with AC, WiFi
Tremont
9.0 out of 10, Wonderful, (4 reviews)
"Great little place!"
United States
Matt R.
The price is NZ$777
includes taxes & fees
7 Sept - 8 Sept
Blue Lobster Cottage in brilliant Acadia with AC, WiFi

20. “Low Tide” cozy studio for two!

“Low Tide” cozy studio for two!
Tremont
10.0 out of 10, Exceptional, (24 reviews)
"Very clean. Great for staying in a quaint place and hiking. Also, highly recommend Archie’s for lobster."
United States
Timothy
The price is NZ$499
includes taxes & fees
10 Sept - 11 Sept
“Low Tide” cozy studio for two!
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 Stonington Hotel Reviews

Find out more about Stonington

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 Stonington 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 Stonington. 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 Stonington. Seeing all the best attractions is bound to make you fall in love with Stonington. 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 Stonington short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Stonington?

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

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

Island log home in Maine with ocean views: This holiday home rental outside of Stonington offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Stonington?

With 33 Expedia holiday rentals, you're guaranteed to find just the right place for your Stonington stay.

What’s there to see and do in Stonington?

Cultural attractions to visit include Stonington Opera House and Blue Heron Gallery. Art By Katy Gallery and Barred Island Preserve are a couple of places you'll find in the wider area.

What’s a holiday rental in Stonington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stonington. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.