Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

Charming Cottage on Freshwater Pond in Charlestown

Charming Cottage on Freshwater Pond in Charlestown
Charlestown
10.0 out of 10, Exceptional, (2 reviews)
"The cottage house was prefect in every way. The beds are so comfortable, very clean, kitchen equipped with anything you would need. My absolutely favorite was having my morning coffee with a view of the pond while the geese fly in! Thank you Matt for sharing this amazing & peaceful paradise! "
United States
Shawn M.
The price is CA $434
CA $1,016 total
includes taxes & fees
Jun 7 - Jun 8
Charming Cottage on Freshwater Pond in Charlestown

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.
The price is CA $367
CA $699 total
includes taxes & fees
Jun 3 - Jun 4
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.
The price is CA $623
CA $897 total
includes taxes & fees
Jun 16 - Jun 17
Private Houseboat In Beautiful Newport Harbor

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.
The price is CA $621
CA $894 total
includes taxes & fees
Jun 9 - Jun 10
Sweet summer escape on 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, (179 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.
The price is CA $147
CA $369 total
includes taxes & fees
Jun 3 - Jun 4
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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)
"Absolutely adorable. Would stay again!!"
United States
Logan
The price is CA $121
CA $273 total
includes taxes & fees
Jun 3 - Jun 4
A Mystic Stay as Sweet as Apple Pie!

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)
"Great location, extremely dog friendly. Lots of personal touches and the hosts anticipated everything a guest could want. Quiet. Exceptional stay."
United States
Joy H.
The price is CA $110
CA $259 total
includes taxes & fees
Jun 3 - Jun 4
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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.
The price is CA $247
CA $319 total
includes taxes & fees
Jun 17 - Jun 18
Cottages with easy access to Newport, beaches, nature trails and vineyards

The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (4 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
The price is CA $249
CA $590 total
includes taxes & fees
Jun 3 - Jun 4
The Horse Carriage 2 miles from Foxwoods Casino

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, (190 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is CA $247
CA $322 total
includes taxes & fees
Jun 3 - Jun 4
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

2 BR Matunuck Beach House, 1 Block from Ocean

2 BR Matunuck Beach House, 1 Block from Ocean
Matunuck
9.6 out of 10, Exceptional, (27 reviews)
"Great stay, seamless. Great house and easy check in process "
United States
J W.
The price is CA $232
CA $540 total
includes taxes & fees
Jun 3 - Jun 4
2 BR Matunuck Beach House, 1 Block from Ocean

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
9.6 out of 10, Exceptional, (5 reviews)
"Absolutely phenomenal experience 10/10 would book again."
United States
Jimmy D.
The price is CA $140
CA $189 total
includes taxes & fees
Jun 9 - Jun 10
Escape to the Thames: Quaint Groton Retreat

Spontaneous Discount! Newport Festivals, Weddings and Beach Vacas! Pet-Friendly

Spontaneous Discount! Newport Festivals, Weddings and Beach Vacas! Pet-Friendly
Narragansett
9.2 out of 10, Wonderful, (37 reviews)
"My family and me, including our little dog, stayed here for my Daughter’s Orientation at URI. The house is very clean and centrally located to the College and the beaches. It’s on a quiet little street, our dog loved it! The house is so clean and cute, we loved all the beachy pictures in the house! Jaye was so sweet and accommodating! We would definitely stay here again!"
United States
Donna
The price is CA $222
CA $557 total
includes taxes & fees
Jun 3 - Jun 4
Spontaneous Discount! Newport Festivals, Weddings and Beach Vacas! Pet-Friendly

2 BR Beach Condo, 1 block from Ocean!

2 BR Beach Condo, 1 block from Ocean!
Narragansett
9.8 out of 10, Exceptional, (28 reviews)
"Great location, very close to the beach and jetty, shops and restaurants. Very clean and pleasant inside with all the amenities you'd look for. Would, and hope to, stay here again."
United States
Peter M.
The price is CA $233
CA $548 total
includes taxes & fees
Jun 4 - Jun 5
2 BR Beach Condo, 1 block from Ocean!

1 BR beach townhouse, 1 block from Ocean!

1 BR beach townhouse, 1 block from Ocean!
Matunuck
9.6 out of 10, Exceptional, (23 reviews)
"Great house and a wonderful area! We hope to return! "
United States
Jana B.
The price is CA $270
CA $594 total
includes taxes & fees
Jun 21 - Jun 22
1 BR beach townhouse, 1 block from Ocean!

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.
The price is CA $238
CA $734 total
includes taxes & fees
Jun 10 - Jun 11
Ellery Bungalow #51- Island Calm Near Newport

Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Mystic River Historic District
9.8 out of 10, Exceptional, (45 reviews)
"Everything we hoped for in a cozy New England style home. The hospitality was wonderful adding to that is it’s ideal location was second to none. Would highly recommend and will definitely come back. "
United States
William
The price is CA $273
CA $504 total
includes taxes & fees
Jun 9 - Jun 10
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

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.
The price is CA $298
CA $374 total
includes taxes & fees
Jun 8 - Jun 9
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!

2 BR beach condo, 1 block from shore!

2 BR beach condo, 1 block from shore!
Narragansett
9.8 out of 10, Exceptional, (15 reviews)
"The property was in a great location. The host was very responsive to our needs.. "
United States
Fred D.
The price is CA $271
CA $588 total
includes taxes & fees
Jun 9 - Jun 10
2 BR beach condo, 1 block from shore!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charlestown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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.