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.
The price is NZ$1,294
includes taxes & fees
7 June - 8 June
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 NZ$1,521
includes taxes & fees
3 June - 4 June
Pet Friendly Ocean Front Private Beach Cottage

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 NZ$895
includes taxes & fees
25 May - 26 May
Sweet summer escape on Newport Harbor

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 NZ$1,097
includes taxes & fees
21 May - 22 May
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, (178 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 NZ$423
includes taxes & fees
19 May - 20 May
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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, (227 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is NZ$546
includes taxes & fees
18 May - 19 May
Lakeside cottage overhanging the water, beautiful window views across the lake

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 NZ$330
includes taxes & fees
18 May - 19 May
Cottages with easy access to Newport, beaches, nature trails and vineyards

Discounted Weekdays! Memorial Day, Newport Visits and Beach Vacas! Pet-Friendly

Discounted Weekdays! Memorial Day, Newport Visits and Beach Vacas! Pet-Friendly
Narragansett
9.2 out of 10, Wonderful, (35 reviews)
"Love the location minutes from the beach, a quiet nice neighborhood and very nice and welcoming hostesses "
United States
Jessica A.
The price is NZ$625
includes taxes & fees
18 May - 19 May
Discounted Weekdays! Memorial Day, Newport Visits and Beach Vacas! Pet-Friendly

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.
The price is NZ$323
includes taxes & fees
18 May - 19 May
A Mystic Stay as Sweet as Apple Pie!

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, (188 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is NZ$330
includes taxes & fees
18 May - 19 May
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

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, (198 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 traveller
The price is NZ$591
includes taxes & fees
19 May - 20 May
Lakeside cottage ON the water with beautiful views up the lake!

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.
Ellery Bungalow #51- Island Calm Near Newport

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, (21 reviews)
"Host was very responsive and the room was really nice clean. Would definitely stay there again!"
United States
Pamela O.
The price is NZ$377
includes taxes & fees
20 May - 21 May
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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.
The price is NZ$647
includes taxes & fees
18 May - 19 May
Middletown Modern Apartment w/ Private Deck - RIBryan Properties

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 NZ$457
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!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
Groton
9.8 out of 10, Exceptional, (111 reviews)
"The property was beautiful inside and outside. Very clean and very peaceful. The host was pleasant to communicate with and response time was prompt. I would book another stay without hesitation. "
United States
Stormy
The price is NZ$589
includes taxes & fees
21 May - 22 May
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (171 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is NZ$542
includes taxes & fees
20 May - 21 May
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!

Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!
South Kingstown
10.0 out of 10, Exceptional, (42 reviews)
"House is exactly as you see, it’s the best location. Restaurants and everything you need close by. Great hosts, couldn’t have asked for a better stay!!!"
United States
Isaac
The price is NZ$1,072
includes taxes & fees
25 May - 26 May
Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!

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.
The price is NZ$861
includes taxes & fees
1 June - 2 June
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer

Classic Beach Cottage, Steps to Ocean Break.

Classic Beach Cottage, Steps to Ocean Break.
Narragansett
9.8 out of 10, Exceptional, (68 reviews)
"Great location - easy walk to water -great views. "
United States
Barbara P.
The price is NZ$1,099
includes taxes & fees
18 May - 19 May
Classic Beach Cottage, Steps to Ocean Break.
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 favorite 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 depends 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 NZ$330 per night. Entering your travel dates in the search wizard you might find 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 79 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 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 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.