Charlestown Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Charlestown holiday rentals

Exterior

Pet Friendly Ocean Front Private Beach Cottage

Pet Friendly Ocean Front Private Beach Cottage
Charlestown
9.6 out of 10, Exceptional, (29 reviews)
"We had a blast - great location, gorgeous beach!"
United States
Tara G.
The price is HK$3,132
HK$5,326 total
includes taxes & fees
11 Mar - 12 Mar
Pet Friendly Ocean Front Private Beach Cottage
Interior

Private Houseboat In Beautiful Newport Harbor

Private Houseboat In Beautiful Newport Harbor
Fifth Ward
9.4 out of 10, Exceptional, (16 reviews)
"What an awesome way to experience Newport - it was our first time on a houseboat and Daniel was so kind and informative during our stay. The best thing I can say is that I can not wait to visit again soon and stay on the Waterlily. "
United States
Khuram C.
The price is HK$3,517
HK$5,065 total
includes taxes & fees
15 Feb - 16 Feb
Private Houseboat In Beautiful Newport Harbor
Front of property

Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.6 out of 10, Exceptional, (36 reviews)
"Clean new hotel good location easy parking "
United States
Chris
The price is HK$990
HK$1,538 total
includes taxes & fees
16 Feb - 17 Feb
Island House Newport
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (193 reviews)
"It was just wonderful!"
United States
Anonymous traveller
The price is HK$932
HK$2,205 total
includes taxes & fees
17 Feb - 18 Feb
Lakeside cottage ON the water with beautiful views up the lake!
Exterior

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
10.0 out of 10, Exceptional, (1 review)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
The price is HK$598
HK$1,024 total
includes taxes & fees
15 Feb - 16 Feb
Escape to the Thames: Quaint Groton Retreat
Exterior

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (19 reviews)
"The room was so comfortable and cozy! We had everything we needed and the location was perfect. "
United States
Elizabeth R.
The price is HK$903
HK$1,880 total
includes taxes & fees
17 Feb - 18 Feb
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Smart TV, books

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (172 reviews)
"Perfect for our overnight needs."
United States
Kathleen C.
The price is HK$743
HK$1,972 total
includes taxes & fees
12 Mar - 13 Mar
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Property grounds

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (7 reviews)
"A beautiful place to stay! Comfortable, cozy and clean. All amenities and the surprise dessert was awesome! We will definitely be back!"
United States
Tammy Z.
The price is HK$817
HK$1,703 total
includes taxes & fees
16 Feb - 17 Feb
A Mystic Stay as Sweet as Apple Pie!
Property grounds

Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards
Middletown
9.8 out of 10, Exceptional, (64 reviews)
"Nice clean comfortable spot for a couple nights stay!"
United States
Anonymous traveller
The price is HK$1,008
HK$1,328 total
includes taxes & fees
15 Feb - 16 Feb
Cottages with easy access to Newport, beaches, nature trails and vineyards
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (161 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is HK$903
HK$2,116 total
includes taxes & fees
11 Mar - 12 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Interior

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is HK$1,066
HK$2,257 total
includes taxes & fees
17 Feb - 18 Feb
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Terrace/patio

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Westerly
9.4 out of 10, Exceptional, (11 reviews)
"It was sweet, small but roomy for 2.A C was wonderful in the hot day. All provisions served us well. "
United States
Mary Alice B.
The price is HK$938
HK$1,426 total
includes taxes & fees
15 Feb - 16 Feb
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Property grounds

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (221 reviews)
"The views from the house was beautiful. "
United States
Claudine D.
The price is HK$1,087
HK$2,293 total
includes taxes & fees
24 Feb - 25 Feb
Lakeside cottage overhanging the water, beautiful window views across the lake
Interior

Beautiful Studio overlooking the Mystic River

Beautiful Studio overlooking the Mystic River
West Mystic
10.0 out of 10, Exceptional, (55 reviews)
"Great property and great hosts. "
United States
Peter A.
The price is HK$1,196
HK$1,539 total
includes taxes & fees
15 Feb - 16 Feb
Beautiful Studio overlooking the Mystic River
Interior

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (26 reviews)
"The house was clean, had every thing you could possibly need. Great location."
United States
Sarah S.
The price is HK$837
HK$4,136 total
includes taxes & fees
16 Feb - 17 Feb
Beach house walking distance to Second Beach
Terrace/patio

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!

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!
Ledyard
10.0 out of 10, Exceptional, (12 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is HK$1,691
HK$2,111 total
includes taxes & fees
16 Feb - 17 Feb
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!
Exterior detail

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (17 reviews)
"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."
United States
Michael V.
The price is HK$1,556
HK$1,984 total
includes taxes & fees
16 Feb - 17 Feb
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Property grounds

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Middletown
9.8 out of 10, Exceptional, (174 reviews)
"Really enjoyed my stay"
Canada
Lucas
The price is HK$1,008
HK$1,328 total
includes taxes & fees
15 Feb - 16 Feb
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Smart TV

Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos
Preston
9.8 out of 10, Exceptional, (19 reviews)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is HK$1,430
HK$4,076 total
includes taxes & fees
16 Mar - 17 Mar
Beautiful Cabin @ Fox Landing, near casinos
Interior

Contemporary cottage minutes from the heart of town!

Contemporary cottage minutes from the heart of town!
South Kingstown
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful location, loved the property space and privacy! "
United States
Dianna S.
The price is HK$1,407
HK$2,825 total
includes taxes & fees
17 Feb - 18 Feb
Contemporary cottage minutes from the heart of town!
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

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

10/10 Excellent
"The staff was very friendly and welcoming. The hotel is older but very clean. Breakfast was simple, but good. "
Michael 1-night trip
Posted 23 hours ago
Spark by Hilton Mystic Groton

Find out more about Charlestown

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

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

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

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?

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL: This holiday home rental outside of Charlestown is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Park and Ninigret National Wildlife Refuge are a couple of great spots to enjoy the outdoors. Other places in town to visit include Charlestown Town Beach and East Beach.

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.