Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

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$1,103
includes taxes & fees
11 Mar - 12 Mar
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 NZ$1,043
includes taxes & fees
14 Feb - 15 Feb
Private Houseboat In Beautiful Newport Harbor

Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (35 reviews)
"Clean new hotel good location easy parking "
United States
Chris
The price is NZ$325
includes taxes & fees
16 Mar - 17 Mar
Island House Newport

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)
"It was just wonderful!"
United States
Anonymous traveller
The price is NZ$464
includes taxes & fees
17 Feb - 18 Feb
Lakeside cottage ON the water with beautiful views up the lake!

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
10.0 out of 10, Exceptional, (1 review)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
The price is NZ$217
includes taxes & fees
15 Feb - 16 Feb
Escape to the Thames: Quaint Groton Retreat

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, (19 reviews)
"The room was so comfortable and cozy! We had everything we needed and the location was perfect. "
United States
Elizabeth R.
The price is NZ$395
includes taxes & fees
16 Feb - 17 Feb
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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, (172 reviews)
"Perfect for our overnight needs."
United States
Kathleen C.
The price is NZ$409
includes taxes & fees
16 Mar - 17 Mar
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, (7 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$358
includes taxes & fees
16 Feb - 17 Feb
A Mystic Stay as Sweet as Apple Pie!

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, (64 reviews)
"Nice clean comfortable spot for a couple nights stay!"
United States
Anonymous traveller
The price is NZ$282
includes taxes & fees
15 Feb - 16 Feb
Cottages with easy access to Newport, beaches, nature trails and vineyards

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, (161 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is NZ$454
includes taxes & fees
11 Mar - 12 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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.
The price is NZ$460
includes taxes & fees
17 Feb - 18 Feb
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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)
"It was sweet, small but roomy for 2.A C was wonderful in the hot day. All provisions served us well. "
United States
Mary Alice B.
The price is NZ$302
includes taxes & fees
15 Feb - 16 Feb
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

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, (221 reviews)
"The views from the house was beautiful. "
United States
Claudine D.
The price is NZ$485
includes taxes & fees
24 Feb - 25 Feb
Lakeside cottage overhanging the water, beautiful window views across the lake

Beautiful Studio overlooking the Mystic River

Beautiful Studio overlooking the Mystic River
West Mystic
10.0 out of 10, Exceptional, (55 reviews)
"Great property and great hosts. "
United States
Peter A.
The price is NZ$324
includes taxes & fees
15 Feb - 16 Feb
Beautiful Studio overlooking the Mystic River

Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
9.8 out of 10, Exceptional, (26 reviews)
"The house was clean, had every thing you could possibly need. Great location."
United States
Sarah S.
The price is NZ$864
includes taxes & fees
16 Feb - 17 Feb
Beach house walking distance to Second Beach

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$443
includes taxes & fees
16 Feb - 17 Feb
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!

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, (17 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.
The price is NZ$420
includes taxes & fees
18 Feb - 19 Feb
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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, (174 reviews)
"Really enjoyed my stay"
Canada
Lucas
The price is NZ$281
includes taxes & fees
1 Mar - 2 Mar
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos
Preston
9.8 out of 10, Exceptional, (19 reviews)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is NZ$724
includes taxes & fees
4 Mar - 5 Mar
Beautiful Cabin @ Fox Landing, near casinos

Contemporary cottage minutes from the heart of town!

Contemporary cottage minutes from the heart of town!
South Kingstown
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful location, loved the property space and privacy! "
United States
Dianna S.
The price is NZ$592
includes taxes & fees
17 Feb - 18 Feb
Contemporary cottage minutes from the heart of town!
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$281 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 Frosty Drew Observatory, 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?

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL: This holiday home rental outside of Charlestown is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Charlestown?

Choose from 75 Expedia holiday rentals in Charlestown for a memorable holiday.

What can I see and do in Charlestown?

Family-friendly attractions include Frosty Drew Observatory and Fantastic Umbrella Factory, 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.