Charlestown Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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.
$551 nightly
The price is $629
May 5 - May 6
Total with taxes and fees
Pet Friendly Ocean Front Private Beach Cottage
Exterior

Sweet summer escape on Newport Harbor

Sweet summer escape on Newport Harbor
Fifth Ward
9.6 out of 10, Exceptional, (77 reviews)
"Danielle was the perfect host. We loved our stay on the Lilypad. Would definitely come back again!"
United States
Andrew D.
$543 nightly
The price is $586
May 25 - May 26
Total with taxes and fees
Sweet summer escape on Newport Harbor
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, (176 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.
$221 nightly
The price is $250
May 4 - May 5
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
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
May 3 - May 4
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
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
May 4 - May 5
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, (66 reviews)
"The home was adorable! "
United States
DL K.
$169 nightly
The price is $193
May 3 - May 4
Total with taxes and fees
Cottages with easy access to Newport, beaches, nature trails and vineyards
Smart TV

Middletown Modern Apartment w/ Private Deck - RIBryan Properties

Middletown Modern Apartment w/ Private Deck - RIBryan Properties
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
May 3 - May 4
Total with taxes and fees
Middletown Modern Apartment w/ Private Deck - RIBryan Properties
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, (184 reviews)
"Perfect for our family of 3 and our dog. Great community and location"
United States
Jennifer Masullo
$169 nightly
The price is $193
May 3 - May 4
Total with taxes and fees
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Interior

5/2 Newport Beer Fest. Wicked Tulip: Last week! Great Mom Gift! Pet-Friendly

5/2 Newport Beer Fest. Wicked Tulip: Last week! Great Mom Gift! Pet-Friendly
Narragansett
9.2 out of 10, Wonderful, (34 reviews)
"Love the location minutes from the beach, a quiet nice neighborhood and very nice and welcoming hostesses "
United States
Jessica A.
$357 nightly
The price is $407
May 3 - May 4
Total with taxes and fees
5/2 Newport Beer Fest. Wicked Tulip: Last week! Great Mom Gift! Pet-Friendly
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, (225 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
$282 nightly
The price is $320
May 5 - May 6
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
Exterior

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
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.
$568 nightly
The price is $618
May 3 - May 4
Total with taxes and fees
Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties
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
May 3 - May 4
Total with taxes and fees
Ellery Bungalow #51- Island Calm Near Newport
Exterior

South Kingston Serenity

South Kingston Serenity
Wakefield-Peacedale
8.0 out of 10, Very Good, (15 reviews)
"Great place"
United States
Anthony B.
$358 nightly
The price is $389
May 6 - May 7
Total with taxes and fees
South Kingston Serenity
Interior

1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer

1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
East Greenwich
9.4 out of 10, Exceptional, (27 reviews)
"This was a perfect stay for us. My in-laws are minutes away down Post Rd and Tyler’s property was space for us to land as a family, while also doing the extended family activities over New Years. The fenced in yard was perfect for our dog and the location was quiet. Bonus, we had gorgeous fresh snow on New Years morning. I would absolutely recommend this place and hope to rent again. "
United States
Taylor G.
$428 nightly
The price is $488
May 9 - May 10
Total with taxes and fees
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
Interior

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful home with everything you could need. Great location too! "
United States
Luc C.
$496 nightly
The price is $565
May 3 - May 4
Total with taxes and fees
Beach house walking distance to Second Beach
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, (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.
$225 nightly
The price is $255
May 7 - May 8
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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, (196 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
$361 nightly
The price is $408
May 13 - May 14
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Terrace/patio

Cute cottage with a private beach

Cute cottage with a private beach
Breakwater Village
9.4 out of 10, Exceptional, (16 reviews)
"Close to the ocean, lovely area."
United States
Jackie C.
$557 nightly
The price is $634
May 2 - May 3
Total with taxes and fees
Cute cottage with a private beach
Exterior

Newly remodeled home-Stay close to beach w/easy access to Newport

Newly remodeled home-Stay close to beach w/easy access to Newport
Middletown
10.0 out of 10, Exceptional, (59 reviews)
"Great stay "
United States
Terrence K.
$463 nightly
The price is $528
May 5 - May 6
Total with taxes and fees
Newly remodeled home-Stay close to beach w/easy access to Newport
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, (168 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
$248 nightly
The price is $282
May 4 - May 5
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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

Atlantic Beach Hotel Newport

Atlantic Beach Hotel Newport

10/10 Excellent
"The price and location are perfect! I don’t know how we do it but every time we’ve stayed here we get ocean views. Great location as well. Cheaper than staying in Kingston for URI events."
Kimberly 1-night trip
Posted 3 hours ago
Atlantic Beach Hotel 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 $193 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?

Overlook Ninigret Pond and Block Island: Visitors give good reviews to this Charlestown vacation home rental, which is located near the beach 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.

How many vacation rentals are there in Charlestown?

Choose from 79 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.