Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

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.
$546 nightly
The price is $623
Apr 14 - Apr 15
Total with taxes and fees
Pet Friendly Ocean Front Private Beach Cottage

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.
$657 nightly
The price is $710
Apr 30 - May 1
Total with taxes and fees
Private Houseboat In Beautiful Newport Harbor

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, (173 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
$222 nightly
The price is $251
Apr 6 - Apr 7
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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)
"We had a wonderful stay at the cottage! It was so cozy and peaceful, exactly what we were looking for. Mini splits kept our rooms toasty on the cold night, and we had everything we needed. Our host was super communicative and helpful. Would definitely stay here again!"
United States
Anonymous traveler
$244 nightly
The price is $277
Apr 7 - Apr 8
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!

Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!

Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!
Narragansett
9.2 out of 10, Wonderful, (31 reviews)
"Love the location minutes from the beach, a quiet nice neighborhood and very nice and welcoming hostesses "
United States
Jessica A.
$373 nightly
The price is $426
Apr 6 - Apr 7
Total with taxes and fees
Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (8 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.
$170 nightly
The price is $193
Apr 8 - Apr 9
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!

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 host was very attentive. It was great to wake up in the morning looking at the beautiful lake!"
United States
Property C.
$303 nightly
The price is $343
Apr 14 - Apr 15
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

Middletown Modern Apartment - RIBryan Property

Middletown Modern Apartment - RIBryan Property
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
$356 nightly
The price is $387
Apr 9 - Apr 10
Total with taxes and fees
Middletown Modern Apartment - RIBryan Property

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, (65 reviews)
"Nice clean comfortable spot for a couple nights stay!"
United States
Anonymous traveler
$149 nightly
The price is $170
Apr 6 - Apr 7
Total with taxes and fees
Cottages with easy access to Newport, beaches, nature trails and vineyards

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
9.6 out of 10, Exceptional, (180 reviews)
"Really enjoyed my stay"
Canada
Lucas
$149 nightly
The price is $170
Apr 6 - Apr 7
Total with taxes and fees
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

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)
"Host was very responsive and the room was really nice clean. Would definitely stay there again!"
United States
Pamela O.
$192 nightly
The price is $218
Apr 8 - Apr 9
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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)
"Great spot, easy check-in and out, coffee, creamer, and sugar, snacks and water! Would recommend this for a 1/2 person stay! Great price!"
United States
Kelly A.
$172 nightly
The price is $196
Apr 6 - Apr 7
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

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.
$228 nightly
The price is $257
Apr 6 - Apr 7
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

South Kingston Serenity

South Kingston Serenity
Wakefield-Peacedale
8.0 out of 10, Very Good, (15 reviews)
"Great place"
United States
Anthony B.
$321 nightly
The price is $349
Apr 7 - Apr 8
Total with taxes and fees
South Kingston Serenity

Ellery Bungalow #51- Island Calm Near Newport

Ellery Bungalow #51- Island Calm Near Newport
Middletown
9.6 out of 10, Exceptional, (94 reviews)
"This was the perfect size and location for our group of 5, would definitely stay again! "
United States
toni g.
$391 nightly
The price is $445
Apr 13 - Apr 14
Total with taxes and fees
Ellery Bungalow #51- Island Calm Near Newport

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, (18 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.
$256 nightly
The price is $290
Apr 12 - Apr 13
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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.
$246 nightly
The price is $270
Apr 6 - Apr 7
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!

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
$260 nightly
The price is $295
Apr 8 - Apr 9
Total with taxes and fees
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay at this house. The house was clean, comfortable, and exactly as pictured in the listing. The beds were cozy, and the kitchen was well stocked. The location was a tad bit hard to find but overall it’s a nice and quiet area for you to get away from the city. "
United States
Monet W.
$400 nightly
The price is $453
Apr 6 - Apr 7
Total with taxes and fees
The Horse Carriage 2 miles from Foxwoods Casino

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Stonington
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Kerri P.
$288 nightly
The price is $326
Apr 9 - Apr 10
Total with taxes and fees
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
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 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 $170 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.

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?

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge: This vacation home rental outside of Charlestown is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.