Charlestown Vacation Rentals

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Check prices for these dates

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

Our top choices for Charlestown vacation 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.
$676 nightly
The price is $770
Mar 10 - Mar 11
Total with taxes and fees
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.
$574 nightly
The price is $620
Feb 10 - Feb 11
Total with taxes and fees
Private Houseboat In Beautiful Newport Harbor
Front of property

Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (35 reviews)
"Clean new hotel good location easy parking "
United States
Chris
$171 nightly
The price is $197
Feb 11 - Feb 12
Total with taxes and fees
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 traveler
$232 nightly
The price is $263
Feb 12 - Feb 13
Total with taxes and fees
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.
$117 nightly
The price is $131
Feb 10 - Feb 11
Total with taxes and fees
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.
$176 nightly
The price is $199
Feb 11 - Feb 12
Total with taxes and fees
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.
$223 nightly
The price is $252
Mar 12 - Mar 13
Total with taxes and fees
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.
$179 nightly
The price is $203
Feb 10 - Feb 11
Total with taxes and fees
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 traveler
$149 nightly
The price is $170
Feb 10 - Feb 11
Total with taxes and fees
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.
$195 nightly
The price is $221
Feb 10 - Feb 11
Total with taxes and fees
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.
$214 nightly
The price is $240
Feb 11 - Feb 12
Total with taxes and fees
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.
$160 nightly
The price is $182
Feb 10 - Feb 11
Total with taxes and fees
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)
"This lakeside cottage did not disappoint! It was just as advertised: we enjoyed a fire pit on the top deck and the hot tub on the bottom deck. The views were beautiful! And it was perfectly located to Foxwoods, Mystic, Stonington, Groton, etc. We'll definitely be back! "
United States
Elizabeth O.
$213 nightly
The price is $241
Feb 10 - Feb 11
Total with taxes and fees
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.
$174 nightly
The price is $197
Feb 15 - Feb 16
Total with taxes and fees
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.
$464 nightly
The price is $529
Feb 12 - Feb 13
Total with taxes and fees
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.
$236 nightly
The price is $260
Feb 10 - Feb 11
Total with taxes and fees
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.
$197 nightly
The price is $223
Feb 10 - Feb 11
Total with taxes and fees
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
$149 nightly
The price is $170
Feb 10 - Feb 11
Total with taxes and fees
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.
$390 nightly
The price is $441
Mar 4 - Mar 5
Total with taxes and fees
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.
$317 nightly
The price is $361
Feb 10 - Feb 11
Total with taxes and fees
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

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

10/10 Excellent
"The room was very cozy and clean I really enjoyed my stay there. I will definitely stay there again."
Timothy 1-night trip
Posted 1 day ago
Hilltop Inn and Suites, near Foxwoods Casino

Find out more about Charlestown

Everything you need to know about Charlestown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlestown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Charlestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Charlestown?

Yes, we offer vacation rentals in Charlestown close to Frosty Drew Observatory, or you can select a more remote 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 vacation rentals that Charlestown has to offer?

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL: This vacation home rental outside of Charlestown is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Charlestown?

Choose from 73 Expedia vacation rentals in Charlestown for a memorable vacation.

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 vacation rentals like in Charlestown?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Charlestown. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.