Holiday Rentals in Stonington

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Our top choices for Stonington holiday rentals

The Isaac Evans - Inn on the Harbor

The Isaac Evans - Inn on the Harbor
Stonington
9.8 out of 10, Exceptional, (12)
"Deck is awesome"
United States
ed
The price is €109
includes taxes & fees
28 Dec - 29 Dec
The Isaac Evans - Inn on the Harbor

Apt 1 Studio apartments in downtown Stonington

Apt 1 Studio apartments in downtown Stonington
Stonington
10.0 out of 10, Exceptional, (75)
"good place to stay"
United States
Robert
The price is €181
includes taxes & fees
8 Jan - 9 Jan 2026
Apt 1 Studio apartments in downtown Stonington

The Lewis R. French- Inn on the Harbor

The Lewis R. French- Inn on the Harbor
Stonington
9.2 out of 10, Wonderful, (9)
"Comfortable, cozy, and clean."
United States
David L.
The price is €109
includes taxes & fees
28 Dec - 29 Dec
The Lewis R. French- Inn on the Harbor

J & E Riggins - Inn on the Harbor

J & E Riggins - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (11)
"Fab place!"
United States
Thomas K.
The price is €109
includes taxes & fees
28 Dec - 29 Dec
J & E Riggins - Inn on the Harbor

The Nathaniel Bowditch - Inn on the Harbor

The Nathaniel Bowditch - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (12)
"Beautiful inn overlooking the harbor. Super clean and wanted for nothing while we were there. Bed and chairs were very comfortable "
United States
Kelly C.
The price is €109
includes taxes & fees
28 Dec - 29 Dec
The Nathaniel Bowditch - Inn on the Harbor

The Angelique - Inn on the Harbor

The Angelique - Inn on the Harbor
Stonington
9.8 out of 10, Exceptional, (9)
"Absolutley great place to stay."
United States
Patrick D.
The price is €109
includes taxes & fees
4 Jan - 5 Jan 2026
The Angelique - Inn on the Harbor

The Timberwind - Inn on the Harbor

The Timberwind - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (18)
"The perfect getaway!"
United States
Deborah
The price is €119
includes taxes & fees
4 Jan - 5 Jan 2026
The Timberwind - Inn on the Harbor

The Grace Bailey - Inn on the Harbor

The Grace Bailey - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (8)
"A quiet peaceful place. The deck on the harbor is beautiful. Not touristy at all, no chain stores or restaurants. "
United States
Marian H.
The price is €109
includes taxes & fees
28 Dec - 29 Dec
The Grace Bailey - Inn on the Harbor

The Heritage - Inn on the Harbor

The Heritage - Inn on the Harbor
Stonington
9.0 out of 10, Wonderful, (6)
"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 €119
includes taxes & fees
29 Dec - 30 Dec
The Heritage - Inn on the Harbor

The Victory Chimes - Inn on the Harbor

The Victory Chimes - Inn on the Harbor
Stonington
9.4 out of 10, Exceptional, (9)
"Very comfortable, relaxing stay with beautiful views of the harbor."
United States
marje
The price is €119
includes taxes & fees
4 Jan - 5 Jan 2026
The Victory Chimes - Inn on the Harbor

The Mary Day - Inn on the Harbor

The Mary Day - Inn on the Harbor
Stonington
10.0 out of 10, Exceptional, (6)
"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 €119
includes taxes & fees
29 Dec - 30 Dec
The Mary Day - Inn on the Harbor

The Roseway - Inn on the Harbor

The Roseway - Inn on the Harbor
Stonington
9.6 out of 10, Exceptional, (4)
"We had a great stay, location couldn’t have been better!"
United States
Morgan J.
The price is €119
includes taxes & fees
28 Dec - 29 Dec
The Roseway - Inn on the Harbor

A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Stonington
9.8 out of 10, Exceptional, (48)
"Great views and convenient location! Very clean and comfortable! "
United States
Max C.
The price is €751
includes taxes & fees
31 Dec - 1 Jan 2026
A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

“Low Tide” cozy studio for two!

“Low Tide” cozy studio for two!
Tremont
9.8 out of 10, Exceptional, (9)
"Nice quiet location , very clean!"
United States
Jeff
The price is €93
includes taxes & fees
6 Jan - 7 Jan 2026
“Low Tide” cozy studio for two!

Blue Lobster Cottage in brilliant Acadia with AC, WiFi

Blue Lobster Cottage in brilliant Acadia with AC, WiFi
Tremont
8.8 out of 10, Excellent, (3)
"Location is quiet and not too far from Acadia. Minor issue with the attention to detail on cleaning as the blankets on couch and sheets for pull out couch were not clean. I emailed host and no response, either. "
United States
Rachel
The price is €285
includes taxes & fees
26 Dec - 27 Dec
Blue Lobster Cottage in brilliant Acadia with AC, WiFi

Red Finn Cottage@ ACADIA NATIONAL PARK

Red Finn Cottage@ ACADIA NATIONAL PARK
Southwest Harbor
8.0 out of 10, Very good, (8)
"Definitely recommend to those looking for a place to stay in the Acadia/bar harbor area! Very cute and clean and had everything we needed. Even snacks (:"
United States
Emily D.
The price is €269
includes taxes & fees
6 Jan - 7 Jan 2026
Red Finn Cottage@ ACADIA NATIONAL PARK

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (9)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is €192
includes taxes & fees
27 Dec - 28 Dec
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (19)
"The home was just as advertised and just what we wanted. "
United States
Joe B.
The price is €328
includes taxes & fees
27 Dec - 28 Dec
Waterfront Getaway Near Acadia w/ Spectacular View

Tranquil View Cottage & Cabin, Pet Friendly with Wifi

Tranquil View Cottage & Cabin, Pet Friendly with Wifi
Somesville
10.0 out of 10, Exceptional, (3)
"Great location and well-maintained cottage. "
United States
Sarah E.
The price is €510
includes taxes & fees
28 Dec - 29 Dec
Tranquil View Cottage & Cabin, Pet Friendly with Wifi

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
2.0 star property
Rockport
The price is €167
includes taxes & fees
3 Jan - 4 Jan 2026
Romantic Coastal Escape near Harbor
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

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

Stonington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stonington. 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 Stonington 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 Stonington holiday rentals we have selected for you start as low as €93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stonington rentals

At Expedia, we put the best Stonington 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 Stonington 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 Stonington 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 Stonington. 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 a holiday rental in Stonington?

Yes, there are holiday rentals in Stonington close to Stonington Sea Products, 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?

Oceanville Oasis on the Peaceful Island: This highly rated holiday home rental in Stonington is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Stonington?

With 32 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 include Stonington Opera House and Blue Heron Gallery, whereas Stonington Sea Products is just one of the family-friendly sights. 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.