A snow-covered rural road with a red barn and leafless trees.

Charlton Holiday Rentals

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Our top choices for Charlton holiday rentals

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (25 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
The price is HK$3,098
HK$6,474 total
includes taxes & fees
28 Jul - 29 Jul
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is HK$1,376
HK$2,019 total
includes taxes & fees
12 Jul - 13 Jul
Dove Cabin up in the Trees

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (34 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is HK$1,004
HK$2,284 total
includes taxes & fees
9 Jul - 10 Jul
Treehouse - Countryside - Farm Animals - Fire Pit

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is HK$988
HK$1,519 total
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,176
HK$2,681 total
includes taxes & fees
6 Aug - 7 Aug
Trainmaster's Inn - Caboose

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is HK$988
HK$1,474 total
includes taxes & fees
9 Jul - 10 Jul
Wizard's Roost at Underhill Hollow

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$988
HK$1,474 total
includes taxes & fees
12 Jul - 13 Jul
SteamPunk Bunk House and Intergalactic Way Station

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (42 reviews)
"Very nice area."
United States
maureen p.
The price is HK$1,176
HK$2,763 total
includes taxes & fees
15 Jul - 16 Jul
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
13 Jul - 14 Jul
Clean & Cozy Private room - 3 floor_R 1

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is HK$886
HK$2,156 total
includes taxes & fees
3 Aug - 4 Aug
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
Main South
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,160
HK$2,836 total
includes taxes & fees
12 Jul - 13 Jul
Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (28 reviews)
"Stayed here to visit Treehouse brewing with some friends and it was perfect. "
United States
Chris G.
The price is HK$798
HK$2,590 total
includes taxes & fees
8 Jul - 9 Jul
Apartment in town center #1

Serenity meets Taradise

Serenity meets Taradise
Union
The price is HK$847
HK$1,356 total
includes taxes & fees
8 Jul - 9 Jul
Serenity meets Taradise

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is HK$1,292
HK$1,491 total
includes taxes & fees
8 Jul - 9 Jul
Cottage by the Castle – Downtown Spencer

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (30 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$861
HK$2,653 total
includes taxes & fees
9 Jul - 10 Jul
Spacious Massachusetts Apartment #2

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$518
HK$1,183 total
includes taxes & fees
8 Jul - 9 Jul
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.4 out of 10, Exceptional, (6 reviews)
"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "
United States
Chantay-Rose
The price is HK$1,320
HK$1,685 total
includes taxes & fees
8 Jul - 9 Jul
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (35 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
The price is HK$1,600
HK$3,048 total
includes taxes & fees
9 Jul - 10 Jul
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (2 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is HK$1,592
HK$2,996 total
includes taxes & fees
8 Jul - 9 Jul
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (19 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is HK$1,467
HK$1,716 total
includes taxes & fees
3 Aug - 4 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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 Charlton Hotel Reviews

Find out more about Charlton

Search for holiday rentals in Charlton on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlton using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Charlton?

Yes, there are holiday rentals close to the most popular sights in Charlton, or you can select a more secluded option if you're looking for a relaxing stay. Charlton is known for its wineries and golf courses. Make sure you have time to check out the temples and lake views during your trip.

What are some of the best holiday rentals that Charlton has to offer?

The Tree House at Underhill Hollow: This holiday home rental outside of Charlton offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker and kitchenware.

What’s there to see and do in Charlton?

Explore the area and family-friendly sights such as Breezy Picnic Grounds & Waterslides, or get out into nature at a spot like Buffumville Lake. Other places in town to visit include Charlton Public Library and Capen Hill Nature Sanctuary.

What’s a holiday rental in Charlton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlton. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. 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 great choice for families.