Charlestown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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.
$557 nightly
The price is $635
Apr 14 - Apr 15
Total with taxes and fees
Pet Friendly Ocean Front Private Beach Cottage
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, (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.
$220 nightly
The price is $249
Apr 14 - Apr 15
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Exterior

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely phenomenal experience 10/10 would book again."
United States
Jimmy D.
$117 nightly
The price is $131
Apr 13 - Apr 14
Total with taxes and fees
Escape to the Thames: Quaint Groton Retreat
Terrace/patio

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, (36 reviews)
"Absolutely adorable! Beautiful view from our window. Quaint decor and every little detail thought of. Loved our stay! "
United States
Randolph
$160 nightly
The price is $181
Apr 13 - Apr 14
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
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, (222 reviews)
"The host was very attentive. It was great to wake up in the morning looking at the beautiful lake!"
United States
Property C.
$239 nightly
The price is $270
Apr 14 - Apr 15
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
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)
"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
$342 nightly
The price is $387
Apr 26 - Apr 27
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
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, (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.
$167 nightly
The price is $189
Apr 13 - Apr 14
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
Exterior

Middletown Bungalow - RIBryan Property

Middletown Bungalow - RIBryan Property
Middletown
9.4 out of 10, Exceptional, (15 reviews)
"Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! "
United States
Kristen P.
$527 nightly
The price is $573
Apr 14 - Apr 15
Total with taxes and fees
Middletown Bungalow - RIBryan Property
Interior

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 13 - Apr 14
Total with taxes and fees
Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!
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, (182 reviews)
"Really enjoyed my stay"
Canada
Lucas
$149 nightly
The price is $170
Apr 14 - Apr 15
Total with taxes and fees
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Exterior

South Kingston Serenity

South Kingston Serenity
Wakefield-Peacedale
8.0 out of 10, Very Good, (15 reviews)
"Great place"
United States
Anthony B.
$329 nightly
The price is $358
Apr 15 - Apr 16
Total with taxes and fees
South Kingston Serenity
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.
$242 nightly
The price is $266
Apr 13 - Apr 14
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!
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, (65 reviews)
"The home was adorable! "
United States
DL K.
$149 nightly
The price is $170
Apr 20 - Apr 21
Total with taxes and fees
Cottages with easy access to Newport, beaches, nature trails and vineyards
Smart TV

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 16 - Apr 17
Total with taxes and fees
Middletown Modern Apartment - RIBryan Property
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)
"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.
$170 nightly
The price is $194
Apr 13 - Apr 14
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
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.
$229 nightly
The price is $258
Apr 15 - Apr 16
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
TV

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.
$382 nightly
The price is $436
Apr 13 - Apr 14
Total with taxes and fees
Ellery Bungalow #51- Island Calm Near Newport
Private kitchen

Newley remodeled home w/easy access to Newport

Newley remodeled home w/easy access to Newport
Middletown
$397 nightly
The price is $453
Apr 21 - Apr 22
Total with taxes and fees
Newley remodeled home w/easy access to Newport
Fridge, microwave, oven, stovetop

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 13 - Apr 14
Total with taxes and fees
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Exterior

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic
10.0 out of 10, Exceptional, (92 reviews)
"House was well appointed and very clean and comfortable. Really appreciated the extras...coffee supplies and toiletries."
United States
Stephanie P.
$486 nightly
The price is $616
Apr 13 - Apr 14
Total with taxes and fees
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
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

Wayfinder Newport

Wayfinder Newport

10/10 Excellent
"Best Restaurant in a hotel I have ever eaten at! Staff was incredibly friendly and helpful as well! Room was great as well and close to central Newport easy to uber and drive from."
Brian R 3-night trip
Posted 2 hours ago
Wayfinder Newport

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.

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?

Charming Historic House in Downtown Mystic: This vacation home rental outside of Charlestown is located on a river 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 dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Charlestown?

Choose from 78 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 Charlestown Town Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include East Beach and Ninigret National Wildlife Refuge.

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.