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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Charlton vacation homes

2 bedrooms, WiFi, bed sheets

1. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is AED 750
AED 981 total
includes taxes & fees
19 Aug - 20 Aug
Game Room + Bar Lounge, 35 Min to Boston
3 bedrooms, desk, iron/ironing board, WiFi (free)

2. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
9.0 out of 10, Wonderful, (2 reviews)
"We loved our stay here. The home and the host were both exceptional. We highly recommend this home!"
United States
Martin G.
The price is AED 1,653
AED 1,972 total
includes taxes & fees
9 Aug - 10 Aug
Clifford Luxury Retreat 3BR Self Check In Home
Exterior detail

3. Quintessential New England Home w/ Patio & Grill!

Quintessential New England Home w/ Patio & Grill!
Putnam
10.0 out of 10, Exceptional, (8 reviews)
"A perfect place to bring our family together to celebrate our parents’ 50th anniversary! The house had everything we needed, was beautifully decorated and thoughtfully furnished, and felt warm and welcoming from the moment we arrived. A truly special stay."
United States
Laurie and Dan C.
The price is AED 1,168
AED 3,334 total
includes taxes & fees
9 Aug - 10 Aug
Quintessential New England Home w/ Patio & Grill!
Exterior

4. 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
10 Aug - 11 Aug
Wizard's Roost at Underhill Hollow
Interior

5. 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
9 Aug - 10 Aug
The Tree House at Underhill Hollow
Property grounds

6. 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
9 Aug - 10 Aug
SteamPunk Bunk House and Intergalactic Way Station
Interior

7. 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
8 Aug - 9 Aug
Angel Sky Challenge
Coffee/tea maker, fridge, microwave, oven

8. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location"
United States
Harmony F.
The price is AED 1,010
AED 1,875 total
includes taxes & fees
8 Aug - 9 Aug
Spacious 4-bedroom with four and half bathrooms
Private kitchen

9. 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 2,073 total
includes taxes & fees
23 Aug - 24 Aug
4-bedroom house in nice Holden with WiFi, AC
Terrace/patio

10. 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
11 Aug - 12 Aug
Stunning Lakefront Escape! Book Your Dream Getaway!
Dining

11. 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 1,837
AED 2,967 total
includes taxes & fees
25 Aug - 26 Aug
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior

12. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (3 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is AED 841
AED 957 total
includes taxes & fees
9 Aug - 10 Aug
Cottage by the Castle – Downtown Spencer
Property grounds

13. 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.
The price is AED 2,297
AED 3,588 total
includes taxes & fees
9 Aug - 10 Aug
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Interior

14. 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)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is AED 1,341
AED 3,397 total
includes taxes & fees
3 Sep - 4 Sep
Lake House in Sturbridge w/All the Views!
Outdoor dining

15. 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 698
AED 1,346 total
includes taxes & fees
19 Aug - 20 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
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 3,223
AED 5,988 total
includes taxes & fees
3 Sep - 4 Sep
Sleeps 15 • Pool • Retreat
Property grounds

17. 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 612
AED 765 total
includes taxes & fees
11 Aug - 12 Aug
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Property grounds

18. 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)
"Everything was as we hoped. A wonderful country place in the woods!"
United States
Anthony L.
The price is AED 678
AED 809 total
includes taxes & fees
11 Aug - 12 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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Clean, spacious and welcoming room with a delightful balcony. Very pretty grounds and wonderful restaurant and bakery."
Suzanne 1-night trip
Posted 4 hours ago
Publick House Historic Inn and Country Motor Lodge