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

Charlton Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Charlton vacation rentals

Terrace/patio

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 ￥57,982
￥126,626 total
includes taxes & fees
Jul 28 - Jul 29
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Interior

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.
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
1 bedroom, internet, bed sheets

Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is ￥13,064
￥18,686 total
includes taxes & fees
Jul 28 - Jul 29
Clean & Cozy Private room - 3 floor_R 1
Interior

Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
The price is ￥12,233
￥17,309 total
includes taxes & fees
Aug 5 - Aug 6
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Interior

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 ￥20,551
￥31,585 total
includes taxes & fees
Aug 3 - Aug 4
The Tree House at Underhill Hollow
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (32 reviews)
"Sue is a great host, making necessary adjustments to suit the circumstances, generous and flexible. The dove cabin is so sweet, comfortable beds, cozy stove and fully equipped kitchen. And lovely porch! There’s a really cool swing on the way down to a peaceful pond!"
United States
kathryn m.
The price is ￥28,624
￥41,979 total
includes taxes & fees
Jul 26 - Jul 27
Dove Cabin up in the Trees
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 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 ￥20,564
￥30,667 total
includes taxes & fees
Jul 24 - Jul 25
Wizard's Roost at Underhill Hollow
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is ￥37,325
￥42,497 total
includes taxes & fees
Jul 27 - Jul 28
Cottage by the Castle – Downtown Spencer
Property grounds

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 ￥20,551
￥30,647 total
includes taxes & fees
Aug 3 - Aug 4
SteamPunk Bunk House and Intergalactic Way Station
Interior

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
10.0 out of 10, Exceptional, (1 review)
The price is ￥22,058
￥55,880 total
includes taxes & fees
Jul 26 - Jul 27
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.2 out of 10, Wonderful, (31 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is ￥23,665
￥62,894 total
includes taxes & fees
Jul 27 - Jul 28
Spacious Massachusetts Apartment #2
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

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 ￥22,686
￥61,073 total
includes taxes & fees
Jul 30 - Jul 31
Apartment in town center #1
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is ￥21,203
￥52,455 total
includes taxes & fees
Aug 23 - Aug 24
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Coffee/tea maker, fridge, microwave, oven

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥44,853
￥83,628 total
includes taxes & fees
Jul 27 - Jul 28
Spacious 4-bedroom with four and half bathrooms
Interior

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (22 reviews)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is ￥58,716
￥148,682 total
includes taxes & fees
Jul 29 - Jul 30
Lake House in Sturbridge w/All the Views!
Property grounds

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is ￥48,930
￥62,125 total
includes taxes & fees
Jul 26 - Jul 27
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Living area

Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is ￥14,973
￥20,869 total
includes taxes & fees
Aug 16 - Aug 17
Clean & Cozy Private- 3 floor_R 3
Interior

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is ￥10,765
￥24,596 total
includes taxes & fees
Aug 4 - Aug 5
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Exterior

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (5 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥26,129
￥43,830 total
includes taxes & fees
Aug 3 - Aug 4
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Property grounds

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
9.2 out of 10, Wonderful, (7 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is ￥31,315
￥38,622 total
includes taxes & fees
Aug 17 - Aug 18
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

10/10 Excellent
"The face time check in was frusturating. I had just booked and had to use a different card that would t scan. I didn't interact in person with any staff ."
Rebecca 1-night trip
Posted 17 hours ago
Super 8 by Wyndham Sturbridge

Find out more about Charlton

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Frequently asked questions

Are there vacation rentals in Charlton?

Yes, we have vacation rentals near the most popular local attractions in Charlton, or you can choose a more remote option if you're looking for relaxation. 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 vacation home rentals in Charlton?

Home Away from Home!: This vacation home near Charlton offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

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 vacation rental in Charlton like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Charlton. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.