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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Charlton vacation homes

Interior

1. 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 AED 463
AED 711 total
includes taxes & fees
2 Aug - 3 Aug
The Tree House at Underhill Hollow
Exterior

2. 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 AED 463
AED 690 total
includes taxes & fees
13 Aug - 14 Aug
Wizard's Roost at Underhill Hollow
Property grounds

3. 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 AED 463
AED 690 total
includes taxes & fees
2 Aug - 3 Aug
SteamPunk Bunk House and Intergalactic Way Station
Exterior

4. 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 AED 757
AED 861 total
includes taxes & fees
2 Aug - 3 Aug
Cottage by the Castle – Downtown Spencer
Dining

5. 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 AED 551
AED 1,282 total
includes taxes & fees
17 Aug - 18 Aug
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Property grounds

6. 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 AED 615
AED 769 total
includes taxes & fees
4 Aug - 5 Aug
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Coffee/tea maker, fridge, microwave, oven

7. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (15 reviews)
"Perfect location"
United States
Harmony F.
The price is AED 1,010
AED 1,888 total
includes taxes & fees
8 Aug - 9 Aug
Spacious 4-bedroom with four and half bathrooms
Interior

8. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is AED 588
AED 950 total
includes taxes & fees
1 Aug - 2 Aug
Angel Sky Challenge
Property grounds

9. Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.8 out of 10, Exceptional, (17 reviews)
"Great hosts and very clean house. We were very comfortable and it has a great view!"
United States
Jeff S.
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

10. 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 AED 1,561
AED 3,637 total
includes taxes & fees
13 Aug - 14 Aug
Lake House in Sturbridge w/All the Views!
Property grounds

11. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
10.0 out of 10, Exceptional, (94 reviews)
"Amazing place to gather and relax. "
United States
Evan M.
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Property grounds

12. 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, (21 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 AED 753
AED 901 total
includes taxes & fees
11 Aug - 12 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Dining

13. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (87 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AED 1,745
AED 2,850 total
includes taxes & fees
4 Aug - 5 Aug
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Private kitchen

14. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (1 review)
"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."
United States
Samantha R.
The price is AED 1,377
AED 2,085 total
includes taxes & fees
31 Aug - 1 Sep
4-bedroom house in nice Holden with WiFi, AC
Terrace/patio

15. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 reviews)
"Great experience. Thank you "
United States
edmund d.
The price is AED 1,653
AED 2,730 total
includes taxes & fees
3 Aug - 4 Aug
Stunning Lakefront Escape! Book Your Dream Getaway!
TV, fireplace

16. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (37 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is AED 3,581
AED 6,445 total
includes taxes & fees
31 Aug - 1 Sep
Sleeps 15 • Pool • Retreat
Interior

17. Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"The only thing missing was a BBQ"
United States
Charmen B.
The price is AED 2,020
AED 2,644 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 3-bedroom house in serene Worcester with fitness room and office
Outdoor dining

18. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (22 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is AED 1,017
AED 1,783 total
includes taxes & fees
24 Aug - 25 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
3 bedrooms, desk, iron/ironing board, WiFi (free)

19. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
The price is AED 1,653
AED 1,972 total
includes taxes & fees
2 Aug - 3 Aug
Clifford Luxury Retreat 3BR Self Check In Home
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Nice place to stay, very quiet and easy to get to. Breakfast was overpriced IMO for a buffet style. The food was good and selection was nice, but if not ideal for a family budget."
Jeremy 2-night trip
Posted 1 hour ago
Wellsworth Hotel