Holiday Rentals in Charlestown

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Holiday Rentals in Charlestown

Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
The price is €319
includes taxes & fees
11 Nov - 12 Nov
Lakeside cottage ON the water with beautiful views up the lake!
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
10.0 out of 10, Exceptional, (32)
"Absolutely adorable! Beautiful view from our window. Quaint decor and every little detail thought of. Loved our stay! "
The price is €161
includes taxes & fees
6 Nov - 7 Nov
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is €285
includes taxes & fees
28 Oct - 29 Oct
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (78)
"Perfect weekend getaway for my girlfriend and me. Walking distance to downtown on a quiet street. Host was very responsive and even left snacks! We would definitely stay again. "
The price is €163
includes taxes & fees
20 Oct - 21 Oct
Super Cute & Cozy Apartment in Downtown Mystic!
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
10.0 out of 10, Exceptional, (14)
"Great little apartment just down the road from downtown Westerly!"
The price is €217
includes taxes & fees
16 Oct - 17 Oct
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
9.8 out of 10, Exceptional, (161)
"Great place, loved it! Had everything we needed."
The price is €158
includes taxes & fees
20 Oct - 21 Oct
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Ellery Bungalow #51- Island Calm Near Newport
9.6 out of 10, Exceptional, (94)
"My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. "
The price is €380
includes taxes & fees
11 Nov - 12 Nov
Ellery Bungalow #51- Island Calm Near Newport
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
10.0 out of 10, Exceptional, (12)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
The price is €245
includes taxes & fees
20 Oct - 21 Oct
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (211)
"Nice home and location, included amenities very nice. "
The price is €329
includes taxes & fees
4 Nov - 5 Nov
Lakeside cottage overhanging the water, beautiful window views across the lake
115 Rose Cottage with 2 bedroom walk to Groton Bay
8.8 out of 10, Excellent, (8)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
The price is €301
includes taxes & fees
4 Nov - 5 Nov
115 Rose Cottage with 2 bedroom walk to Groton Bay
Cottages with easy access to Newport, beaches, nature trails and vineyards
9.8 out of 10, Exceptional, (56)
"We stayed for the Fourth of July weekend. The cottage was clean, well equipped and quite lovely. The location was ideal for access to beaches, dining, and entertainment - all under a 30-minute drive away. We will certainly consider visiting again."
The price is €158
includes taxes & fees
20 Oct - 21 Oct
Cottages with easy access to Newport, beaches, nature trails and vineyards
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
9.8 out of 10, Exceptional, (17)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
The price is €488
includes taxes & fees
15 Nov - 16 Nov
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Beautiful Cabin @ Fox Landing, near casinos
9.8 out of 10, Exceptional, (19)
"Property was quiet and relaxing, overall great experience."
The price is €381
includes taxes & fees
3 Nov - 4 Nov
Beautiful Cabin @ Fox Landing, near casinos
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
9.4 out of 10, Exceptional, (22)
"This house was the perfect place to stay for family and I in the area. Very close to downtown East Greenwich and very clean. Would stay again!"
The price is €371
includes taxes & fees
22 Oct - 23 Oct
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
Island House Newport
4.0 star property
9.8 out of 10, Exceptional, (22)
"Enjoyed our stay very much, exceeded expectations. Spacious, clean and convenient to all of Newport."
The price is €211
includes taxes & fees
4 Nov - 5 Nov
Island House Newport
Island Manor Resort
2.5 star property
7.6 out of 10, Good, (8)
" We had a great stay.The only complaint is they need more parking"
The price is €321
includes taxes & fees
24 Oct - 25 Oct
Island Manor Resort
Waterfront Home with a View
9.8 out of 10, Exceptional, (110)
"Great place to stay, close to I95 for easy access to nearby attractions, attentive host. Beautiful property."
The price is €263
includes taxes & fees
22 Oct - 23 Oct
Waterfront Home with a View
Cute cottage with a private beach
9.4 out of 10, Exceptional, (14)
"Cute house. A bit pricy"
The price is €509
includes taxes & fees
16 Oct - 17 Oct
Cute cottage with a private beach
Beautiful Newport Home - The Cottage At Restmere, South
9.8 out of 10, Exceptional, (79)
"GREAT Location!"
The price is €284
includes taxes & fees
3 Nov - 4 Nov
Beautiful Newport Home - The Cottage At Restmere, South
Private beach; firepit, outdoor shower, AC, two kitchens, laundry, covered patio
9.2 out of 10, Wonderful, (34)
"Great home! Felt so cozy "
The price is €381
includes taxes & fees
16 Oct - 17 Oct
Private beach; firepit, outdoor shower, AC, two kitchens, laundry, covered patio
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 Charlestown Hotel Reviews

Find out more about Charlestown

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

Charlestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlestown. 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 Charlestown 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 Charlestown holiday rentals we have selected for you start as low as €158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown 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 Charlestown 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 Charlestown 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 Charlestown. 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

Are there holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Frosty Drew Observatory, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its beaches and golf courses. Make sure you have time to check out the parks and seafood restaurants during your trip.

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

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Charlestown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Charlestown?

Choose from 75 Expedia holiday rentals in Charlestown for a memorable holiday.

What can I see and do in Charlestown?

Family-friendly attractions include Frosty Drew Observatory and Fantastic Umbrella Factory, whereas Ninigret National Wildlife Refuge and Charlestown Town Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include East Beach and Ninigret Park.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. 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 popular option for a small group gathering.