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Charlestown Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Charlestown vacation rentals

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

Cottage in Ledyard

Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (191)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
$270 nightly
The price is $306
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Outdoor dining
Lakeside cottage overhanging the water, beautiful window views across the lake

Cottage in Ledyard

Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (218)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
$259 nightly
The price is $293
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
Property grounds
A Mystic Stay as Sweet as Apple Pie!

Vacation Home in Old Mystic

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
$188 nightly
The price is $214
Dec 17 - Dec 18
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
Fridge, microwave, oven, stovetop
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer

Vacation Home in East Greenwich

1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
9.4 out of 10, Exceptional, (25)
"Nice house in a very quiet neighborhood. Our dog absolutely loved the big backyard. Really enjoyed our stay!"
United States
Bryan M.
$302 nightly
The price is $326
Dec 17 - Dec 18
Total with taxes and fees
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
Fridge, microwave, oven, stovetop
Super Cute & Cozy Apartment in Downtown Mystic!

Apartment in Mystic

Super Cute & Cozy Apartment in Downtown Mystic!
9.6 out of 10, Exceptional, (81)
"Cons: Door lock issue, no heat first night. You need new sheets. Grab bar in the shower would be a plus. "
United States
Charlene f.
$149 nightly
The price is $168
Dec 22 - Dec 23
Total with taxes and fees
Super Cute & Cozy Apartment in Downtown Mystic!
Smart TV, books
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Apartment in Stonington

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
$186 nightly
The price is $211
Jan 14 - Jan 15, 2026
Total with taxes and fees
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Terrace/patio
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Apartment in Westerly

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
9.4 out of 10, Exceptional, (11)
"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.
$115 nightly
The price is $124
Dec 21 - Dec 22
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Property grounds
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Apartment in Old Mystic

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
10.0 out of 10, Exceptional, (33)
"Absolutely adorable! Beautiful view from our window. Quaint decor and every little detail thought of. Loved our stay! "
United States
Randolph
$175 nightly
The price is $198
Dec 17 - Dec 18
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Exterior detail
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Cottage in West Mystic

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."
United States
Michael V.
$198 nightly
The price is $224
Dec 17 - Dec 18
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Exterior
Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottage in Middletown

Cottages with easy access to Newport, beaches, nature trails and vineyards
9.8 out of 10, Exceptional, (61)
"Cottages were very nice and clean. comfortable for 4 people. Easy access to Newport area beaches and Navy base"
United States
Daniel F.
$149 nightly
The price is $167
Dec 17 - Dec 18
Total with taxes and fees
Cottages with easy access to Newport, beaches, nature trails and vineyards
Interior
Ellery Bungalow #51- Island Calm Near Newport

Vacation Home in Middletown

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. "
United States
Tamara C.
$380 nightly
The price is $431
Dec 17 - Dec 18
Total with taxes and fees
Ellery Bungalow #51- Island Calm Near Newport
Property grounds
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!

Cottage in Ledyard

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)
"The Cottage was absolutely adorable and perfect for me my husband and our dog ❤️ Clean and cozy and the breakfast delivered to our door was amazing "
United States
Stephanie
$244 nightly
The price is $268
Dec 17 - Dec 18
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
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Cottage in Middletown

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
9.8 out of 10, Exceptional, (169)
"Really enjoyed my stay"
Canada
Lucas
$149 nightly
The price is $167
Dec 17 - Dec 18
Total with taxes and fees
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Sun loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Vacation Home in Groton

Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (126)
"We had an amazing stay at Merritt farm! The host was super accommodating and the house was perfect for our family. Hope has made sure the house has all the comforts of home and is decorated beautifully! The location is a great home base to explore this beautiful area. We would highly recommend staying here and we hope to return. "
United States
Robin G.
$400 nightly
The price is $453
Dec 17 - Dec 18
Total with taxes and fees
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
TV
Marshland Cottage • Walk to Wickford Village

Vacation Home in Wickford Village Historic District

Marshland Cottage • Walk to Wickford Village
2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a fabulous weekend in beautiful downtown Wickford! It was more room than the four of us needed and it worked out great. Derek was very responsive and made sure we had no problems. "
United States
Kevin W.
$585 nightly
The price is $663
Dec 17 - Dec 18
Total with taxes and fees
Marshland Cottage • Walk to Wickford Village
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Vacation Home in Mystic

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
9.8 out of 10, Exceptional, (158)
"Nice spot - about as close as you can get to the restaurants and shops downtown, but still quiet. "
United States
Bryan M.
$220 nightly
The price is $249
Dec 17 - Dec 18
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Property grounds
Beautiful Cabin @ Fox Landing, near casinos

Vacation Home in Preston

Beautiful Cabin @ Fox Landing, near casinos
9.8 out of 10, Exceptional, (19)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
$391 nightly
The price is $442
Jan 8 - Jan 9, 2026
Total with taxes and fees
Beautiful Cabin @ Fox Landing, near casinos
Marina
Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6

Vacation Home in Middletown

Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6
9.8 out of 10, Exceptional, (74)
"Very clean and quiet property, parking was easy, AC kept it cool, everything was very clean and hosts were responsive and checking in. "
United States
Yuriy B.
$269 nightly
The price is $291
Dec 17 - Dec 18
Total with taxes and fees
Charming, Newly Remodeled Newport Cottage Near the Beaches - Sleeps 6
Fridge, microwave, oven, stovetop
Contemporary cottage minutes from the heart of town!

Vacation Home in South Kingstown

Contemporary cottage minutes from the heart of town!
10.0 out of 10, Exceptional, (46)
"Beautiful location, loved the property space and privacy! "
United States
Dianna S.
$339 nightly
The price is $366
Dec 22 - Dec 23
Total with taxes and fees
Contemporary cottage minutes from the heart of town!
Beach
1 Mile To Beach, 2BR, 1 BA, sleeps 6

Cottage in Westerly

1 Mile To Beach, 2BR, 1 BA, sleeps 6
8.8 out of 10, Excellent, (170)
"Very relaxing in a nice neighborhood! Great communication!"
United States
Adam N.
$597 nightly
The price is $645
Dec 31 - Jan 1, 2026
Total with taxes and fees
1 Mile To Beach, 2BR, 1 BA, sleeps 6
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

The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

10/10 Excellent
"Breakfast was good & clean area. Staff friendly."
Roberta A 1-night trip
Posted 1 hour ago
The Newport Harbor Hotel & Marina

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 $167 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 Fantastic Umbrella Factory, 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?

Newport Lofts - 194 Thames Street: This vacation home rental outside of Charlestown is located by the ocean and offers a terrace, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Fantastic Umbrella Factory and Frosty Drew Observatory, 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.