Charlestown Vacation Rentals

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Our top choices for Charlestown vacation 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 CA $525
CA $911 total
includes taxes & fees
Apr 14 - Apr 15
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 $696
CA $988 total
includes taxes & fees
Apr 30 - May 1
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, (172 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 $132
CA $347 total
includes taxes & fees
Apr 7 - Apr 8
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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)
"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 CA $188
CA $422 total
includes taxes & fees
Apr 7 - Apr 8
Lakeside cottage ON the water with beautiful views up the lake!

Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!

Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!
Narragansett
9.2 out of 10, Wonderful, (31 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 CA $245
CA $591 total
includes taxes & fees
Apr 8 - Apr 9
Discounted Spring Escapes! Visiting URI or Newport? Cozy, Clean and Green!

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 CA $129
CA $282 total
includes taxes & fees
Apr 9 - Apr 10
A Mystic Stay as Sweet as Apple Pie!

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 host was very attentive. It was great to wake up in the morning looking at the beautiful lake!"
United States
Property C.
The price is CA $194
CA $411 total
includes taxes & fees
Apr 9 - Apr 10
Lakeside cottage overhanging the water, beautiful window views across the lake

Middletown Modern Apartment - RIBryan Property

Middletown Modern Apartment - RIBryan Property
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Apartment was beautiful in a great location!!!"
United States
cathy g.
The price is CA $223
CA $536 total
includes taxes & fees
Apr 9 - Apr 10
Middletown Modern Apartment - RIBryan Property

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, (65 reviews)
"Nice clean comfortable spot for a couple nights stay!"
United States
Anonymous traveller
The price is CA $179
CA $236 total
includes taxes & fees
Apr 8 - Apr 9
Cottages with easy access to Newport, beaches, nature trails and vineyards

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
9.6 out of 10, Exceptional, (180 reviews)
"Really enjoyed my stay"
Canada
Lucas
The price is CA $179
CA $236 total
includes taxes & fees
Apr 7 - Apr 8
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

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)
"Host was very responsive and the room was really nice clean. Would definitely stay there again!"
United States
Pamela O.
The price is CA $150
CA $319 total
includes taxes & fees
Apr 8 - Apr 9
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

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)
"Great spot, easy check-in and out, coffee, creamer, and sugar, snacks and water! Would recommend this for a 1/2 person stay! Great price!"
United States
Kelly A.
The price is CA $180
CA $269 total
includes taxes & fees
Apr 4 - Apr 5
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

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 CA $156
CA $362 total
includes taxes & fees
Apr 5 - Apr 6
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

South Kingston Serenity

South Kingston Serenity
Wakefield-Peacedale
8.0 out of 10, Very good, (15 reviews)
"Great place"
United States
Anthony B.
The price is CA $180
CA $483 total
includes taxes & fees
Apr 7 - Apr 8
South Kingston Serenity

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 $164
CA $635 total
includes taxes & fees
Apr 14 - Apr 15
Ellery Bungalow #51- Island Calm Near Newport

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.
The price is CA $244
CA $312 total
includes taxes & fees
Apr 5 - Apr 6
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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 $300
CA $373 total
includes taxes & fees
Apr 6 - Apr 7
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!

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is CA $208
CA $411 total
includes taxes & fees
Apr 8 - Apr 9
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay at this house. The house was clean, comfortable, and exactly as pictured in the listing. The beds were cozy, and the kitchen was well stocked. The location was a tad bit hard to find but overall it’s a nice and quiet area for you to get away from the city. "
United States
Monet W.
The price is CA $278
CA $628 total
includes taxes & fees
Apr 6 - Apr 7
The Horse Carriage 2 miles from Foxwoods Casino

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Stonington
10.0 out of 10, Exceptional, (1 review)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
United States
Kerri P.
The price is CA $211
CA $452 total
includes taxes & fees
Apr 9 - Apr 10
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
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?

Luxury Beach House, Easton Point. Ocean Views, 2 Master BRs, Walk to Everything: This vacation home rental outside of Charlestown is located in the city center and has a furnished patio, a private yard, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a hot tub and a selection of books.

How many vacation rentals are there in Charlestown?

Choose from 73 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.