Charlestown Holiday Rentals

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Our top choices for Charlestown holiday 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.
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.
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 AU$881
includes taxes & fees
8 June - 9 June
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 AU$881
includes taxes & fees
8 June - 9 June
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 AU$363
includes taxes & fees
2 June - 3 June
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 AU$266
includes taxes & fees
1 June - 2 June
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 AU$255
includes taxes & fees
2 June - 3 June
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Cozy Westerly Apartment

Cozy Westerly Apartment
Westerly
10.0 out of 10, Exceptional, (4 reviews)
"This was a super clean and cozy little apartment to stay in. The host was responsive and very accommodating! "
United States
Jillian B.
The price is AU$364
includes taxes & fees
3 June - 4 June
Cozy Westerly Apartment

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 AU$325
includes taxes & fees
2 June - 3 June
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 AU$588
includes taxes & fees
1 June - 2 June
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 AU$325
includes taxes & fees
1 June - 2 June
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 AU$544
includes taxes & fees
1 June - 2 June
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 AU$210
includes taxes & fees
2 June - 3 June
Escape to the Thames: Quaint Groton Retreat

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 AU$544
includes taxes & fees
4 June - 5 June
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 AU$544
includes taxes & fees
2 June - 3 June
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 AU$640
includes taxes & fees
1 June - 2 June
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 AU$510
includes taxes & fees
1 June - 2 June
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 AU$379
includes taxes & fees
2 June - 3 June
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 AU$626
includes taxes & fees
21 June - 22 June
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

Everything you need to know about Charlestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Charlestown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlestown holiday rentals we have selected for you start as low as AU$325 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown holiday 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 holiday.

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 holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Fantastic Umbrella Factory, or you can select a more secluded 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 holiday rentals that Charlestown has to offer?

Overlook Ninigret Pond and Block Island: This highly rated holiday home rental in Charlestown is located near the beach, and has a patio, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Charlestown?

Choose from 78 Expedia holiday rentals in Charlestown for a memorable holiday.

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 holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.