Charlestown holiday rentals

We found 1,344 holiday rentals — enter your dates for availability
Select from 86 homes, 20 cottages and other holiday rentals in Charlestown to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Charlestown

Showing deals for:27 Nov - 4 Dec

Kitchen view looking out at the ocean
Property grounds
Spacious Dining Area
Beach
Exceptional
(75 reviews)

Private Beach! Spectacular Ocean Views!

South Kingstown

7% off
S$8,072
for 7 nights, 1 home
S$1,153 per night
includes taxes & fees
Private Beach! Spectacular Ocean Views!
Exterior
Interior
Private kitchen
Property grounds
Exceptional
(56 reviews)

Private Home in scenic Matunuck, RI within walking distance to Town Beach

South Kingstown

8% off
S$4,388
for 7 nights, 1 home
S$627 per night
includes taxes & fees
Private Home in scenic Matunuck, RI within walking distance to Town Beach
Stunning Views All Around with High End Landscape Lighting For That Resort Feel!
Property grounds
Relax In Classic Coastal Style W/ Gorgeous Ship Lap & Coffered Ceilings!
True Cottage Charm With All The Comforts and Expansiveness
Exceptional
(55 reviews)

Secluded, Luxurious Getaway, Escape The City W/ Private Beach & Waterfront Dock

South Kingstown

17% off
S$22,458
for 7 nights, 1 home
S$3,208 per night
includes taxes & fees
Secluded, Luxurious Getaway, Escape The City W/ Private Beach & Waterfront Dock
Exterior
Kitchen and Dining Area
Front Covered Porch
Backyard
Exceptional
(15 reviews)

Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut

Westerly

7% off
S$8,428
for 7 nights, 1 home
S$1,204 per night
includes taxes & fees
Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut
Beach
Exterior
Interior
Room
Exceptional
(40 reviews)

Experience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!

Narragansett

11% off
S$8,596
for 7 nights, 1 home
S$1,228 per night
includes taxes & fees
Experience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!
Interior
Balcony
Interior
KITCHEN
Exceptional
(5 reviews)

Peaceful Seaside Retreat

Narragansett

8% off
S$13,574
for 7 nights, 1 home
S$1,939 per night
includes taxes & fees
Peaceful Seaside Retreat
Dining
Exterior
Room
Living area
Exceptional
(35 reviews)

Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!

South Kingstown

7% off
S$3,226
for 7 nights, 1 home
S$461 per night
includes taxes & fees
Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!
Private kitchen
Roger Wheeler State Beach Pavilion
Port of Galilee
Dining
Exceptional
(40 reviews)

Ahhh summer! 1 Block walk to Sand Hill Cove beach-with wagon for 'little legs'

Narragansett

5% off
S$3,976
for 7 nights, 1 cottage
S$568 per night
includes taxes & fees
Ahhh summer! 1 Block walk to Sand Hill Cove beach-with wagon for 'little legs'
Outdoor dining
Living area
Exterior
Private kitchen
Exceptional
(22 reviews)

Arnolda Getaway

Charlestown

7% off
S$4,507
for 7 nights, 1 home
S$644 per night
includes taxes & fees
Arnolda Getaway
Washer & Dryer.
Land preserve across the street.
Living Room with 50 Inch Flat Screen TV
Charming Beach Cottage
Excellent
(177 reviews)

1 Mile To Beach, 2BR, 1 BA, sleeps 6

Westerly

14% off
S$1,506
for 7 nights, 1 cottage
S$215 per night
includes taxes & fees
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Gleaming newly refinished hardwood floors throughout!
Custom Beach Home situated perfectly for ocean views! Professionally landscaped.
This home offers views from both floors, close to the beach and a private yard.
Beautiful open living area with views from every window. Large deck for relaxing
Exceptional
(37 reviews)

Beautiful Beach House with fantastic ocean views! Short walk to beach.

Narragansett

8% off
S$8,465
for 7 nights, 1 home
S$1,209 per night
includes taxes & fees
Beautiful Beach House with fantastic ocean views! Short walk to beach.
Interior
Private kitchen
Room
Outdoor dining
Exceptional
(21 reviews)

Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!

Westerly

16% off
S$3,280
for 7 nights, 1 home
S$469 per night
includes taxes & fees
Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!
Private kitchen
Living area
Dining
Interior
Exceptional
(18 reviews)

Charming Scarborough Beach, Narragansett 3-bedroom home getaway

Narragansett

8% off
S$4,817
for 7 nights, 1 cottage
S$688 per night
includes taxes & fees
Charming Scarborough Beach, Narragansett 3-bedroom home getaway
Property grounds
Beach
Classic screened in porch
Dining
Exceptional
(28 reviews)

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Charlestown

7% off
S$3,231
for 7 nights, 1 cottage
S$462 per night
includes taxes & fees
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Open concept kitchen looking into family room.
Kitchen eating "nook."
Family room with sliding doors to back porch.
Fire pit & hot tub in back yard.
Exceptional
(32 reviews)

Beautiful Colonial Home in Saunderstown, RI

Saunderstown

8% off
S$8,570
for 7 nights, 1 home
S$1,224 per night
includes taxes & fees
Beautiful Colonial Home in Saunderstown, RI
Property grounds
Interior
Private kitchen
Outdoor dining
Exceptional
(38 reviews)

Reserve Fall 2026! Beach House in the Pier W/ POOL, short walk to the beach!

Narragansett

6% off
S$5,384
for 7 nights, 1 home
S$769 per night
includes taxes & fees
Reserve Fall 2026! Beach House in the Pier W/ POOL, short walk to the beach!
Living/Dining Rm
Living/Dining Room + Deck
Exterior
Bedroom
Exceptional
(12 reviews)

Contemporary Cottage

Westerly

7% off
S$2,809
for 7 nights, 1 cottage
S$401 per night
includes taxes & fees
Contemporary Cottage
Interior
Back porch with lounge area, outdoor eating area, BBQ & pool.
Front entry.
Kitchen eating area.
Exceptional
(23 reviews)

Misquamicut Beach House, Just 1 Mile From the Ocean!

Westerly

9% off
S$5,733
for 7 nights, 1 home
S$819 per night
includes taxes & fees
Misquamicut Beach House, Just 1 Mile From the Ocean!
Living Room
French doors to the deck
Maplewoods - Ample Parking For Cars and Trailered Boat
Large Open Kitchen
Exceptional
(47 reviews)

Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise

Stonington

6% off
S$5,668
for 7 nights, 1 home
S$810 per night
includes taxes & fees
Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise
Sunny living room with TV
Living area
Property grounds
Private kitchen
Exceptional
(5 reviews)

Charming 3 bedroom house in Stonington

Pawcatuck

11% off
S$4,747
for 7 nights, 1 home
S$678 per night
includes taxes & fees
Charming 3 bedroom house in Stonington
Room
Living area
Living area
Exterior
Exceptional
(92 reviews)

Casa De Las Olas - Cute cozy cottage in Westerly, RI

Westerly

7% off
S$2,222
for 7 nights, 1 cottage
S$317 per night
includes taxes & fees
Casa De Las Olas - Cute cozy cottage in Westerly, RI
Living area
East Beach in Watch Hill, 10 minutes away
Lower level: foyer
Outdoor dining
Excellent
(196 reviews)

Beach Cottage 1 Mile From Weekapaug & Misquamicut

Westerly

15% off
S$2,035
for 7 nights, 1 home
S$291 per night
includes taxes & fees
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Exterior
Property grounds
Property grounds
Private kitchen
Exceptional
(5 reviews)

Welcome to the Wood River Retreat! Newly remodeled apartment is a quiet area.

Hope Valley

7% off
S$2,122
for 7 nights, 1 apartment
S$303 per night
includes taxes & fees
Welcome to the Wood River Retreat! Newly remodeled apartment is a quiet area.
View of Stonington Harbor small boat area on a foggy morning.
Stairway to 3rd floor Loft Bedroom
Dining area viewed from Living Room.
Living area
Wonderful
(39 reviews)

Stonington Borough - Private Townhome - Right in the Heart of "The Boro"

Stonington

8% off
S$4,336
for 7 nights, 1 home
S$619 per night
includes taxes & fees
Stonington Borough - Private Townhome - Right in the Heart of "The Boro"
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the beachside landscape of Charlestown

The beaches and parks provide a pleasant backdrop to your holiday home in Charlestown. This city's golfing, seafood restaurants and surfing draw many visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Charlestown

Are you hoping to discover attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Charlestown a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ninigret (12.2 mi / 19.7 km)
  • Mystic Aquarium and Institute for Exploration (16.2 mi / 26 km)
  • Lake of Isles (17.5 mi / 28.1 km)
  • Fantastic Umbrella Factory (1.1 mi / 1.8 km)
  • Point Judith Country Club (9.2 mi / 14.7 km)
  • Yawgoo Valley Ski Area and Water Park (10.9 mi / 17.6 km)

Exploring the natural landscape of Charlestown

Whether you're an active traveller or just want to take in the scenery, Charlestown is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Ninigret Park (1.4 mi / 2.3 km)
  • Ninigret National Wildlife Refuge (1.9 mi / 3 km)
  • Charlestown Town Beach (1.9 mi / 3 km)
  • East Beach (3.4 mi / 5.4 km)
  • Matunuck Beach (4.7 mi / 7.6 km)
  • East Matunuck State Beach (6.1 mi / 9.8 km)

Transport to and around Charlestown

The nearest airport is in Westerly, RI (WST-Westerly State), located 8.9 mi (14.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Block Island, RI (BID-Block Island State), which is 15.1 mi (24.3 km) away.

Frequently asked questions

What is the best area to stay in Charlestown when booking a holiday rental?
One of the most sought-after locations to book a holiday rental in Charlestown is Quonochontaug. Find your ideal stay with Vrbo and experience this area as a local.
What is the most popular type of holiday rental accommodation in Charlestown?
The most desirable types of holiday rentals in Charlestown are houses. Hoping for something different? Vrbo offers a variety of options to match the unique needs of our guests, so you'll see properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Charlestown?
The average price for a holiday home in Charlestown depends on several factors, like property type, length of stay and season. Whether you're dreaming about a sprawling villa with lots of space or a comfy cabin just for the two of you, just enter your dates of travel to view stays with great value.
How much does it cost to rent a beach house in Charlestown?
When you travel and the size and style of the property will determine the cost of your beachside escape. Type in your Charlestown travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to choose the features and amenities you want in your beach house.
Are there pet-friendly holiday rentals in Charlestown?
Pack a tug toy and treats for your pup because Charlestown has 11 stays that welcome pets with open arms. Let your four-legged pal enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
What are popular rental amenities in Charlestown?
Some of the most popular rental amenities people look for in Charlestown are tennis, a garden and a barbecue grill. Whether you're hitting the road with family, your besties or even pets, Vrbo holiday properties feature the best amenities for hanging out with the people you cherish the most.
Are there large group holiday rentals in Charlestown?
With nine Charlestown holiday properties that can accommodate a group of five or more people, you can invite a few extra family members or friends along. Whether you're planning an informal gathering or a celebratory event, we'll help you find the perfect space to fit the occasion.
Are there holiday rentals in Charlestown that welcome kids?
Charlestown has 11 family-friendly holiday homes to choose from. And discovering a stay that welcomes children is a cinch with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll get access to perks and conveniences like dining rooms, full kitchens and yards.
What are the top attractions for families in Charlestown?
There are plenty of amazing things to see and do with the family in Charlestown, including:
  • Scarborough Beach
  • Matunuck Beach
  • East Beach
Can I find two-bedroom holiday rentals in Charlestown?
Charlestown has two two-bedroom properties for you to select from. Book a holiday home with all the space and comfort you want at a fantastic price on Vrbo.
How can I find holiday rentals with air conditioning in Charlestown?
You'll have a choice of six holiday rentals with air conditioning in Charlestown giving you that cool, cool breeze and extra comfort level. Simply enter your desired travel dates and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Charlestown?
The minimum age is normally 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your chosen Charlestown stay before you book.
How long can I rent a holiday rental in Charlestown for?
The amount of time you can rent a Charlestown holiday home for is up to the property. Just enter your travel dates to browse available options offering extended stays. They feature all you require to make your extended getaway more comfortable and convenient, like kitchens and air conditioning. Some Vrbo holiday rentals may also offer weekly or monthly discounts, so you can stay longer for less money.

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