Charlton Vacation Rentals

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Our top choices for Charlton vacation homes

1. 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
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is CA $318
CA $673 total
includes taxes & fees
Nov 16 - Nov 17
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

2. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is CA $291
CA $318 total
includes taxes & fees
Nov 11 - Nov 12
Cottage by the Castle – Downtown Spencer

3. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (25 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
Lake House in Sturbridge w/All the Views!

4. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (46 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is CA $178
CA $262 total
includes taxes & fees
Nov 13 - Nov 14
The Tree House at Underhill Hollow

5. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is CA $178
CA $255 total
includes taxes & fees
Nov 15 - Nov 16
Wizard's Roost at Underhill Hollow

6. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is CA $178
CA $255 total
includes taxes & fees
Nov 16 - Nov 17
SteamPunk Bunk House and Intergalactic Way Station

7. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (40 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is CA $1,398
CA $2,498 total
includes taxes & fees
Nov 13 - Nov 14
Sleeps 15 • Pool • Retreat

8. 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, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is CA $203
CA $248 total
includes taxes & fees
Nov 11 - Nov 12
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

9. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
The price is CA $388
CA $688 total
includes taxes & fees
Nov 11 - Nov 12
Spacious 4-bedroom with four and half bathrooms

10. 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 CA $226
CA $352 total
includes taxes & fees
Nov 11 - Nov 12
Angel Sky Challenge

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (28 reviews)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
The price is CA $216
CA $246 total
includes taxes & fees
Nov 11 - Nov 12
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

12. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (20 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
The price is CA $248
CA $622 total
includes taxes & fees
Nov 22 - Nov 23
Worcester Lakefront Cottage Apt w/ Shared Dock!

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is CA $529
CA $873 total
includes taxes & fees
Nov 11 - Nov 12
Secluded 2-Acre Lakefront Home! Book Your Getaway!

14. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
The price is CA $361
CA $445 total
includes taxes & fees
Nov 11 - Nov 12
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

15. 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, (3 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is CA $671
CA $924 total
includes taxes & fees
Nov 23 - Nov 24
4-bedroom house in nice Holden with WiFi, AC

16. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.6 out of 10, Excellent, (7 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 CA $546
CA $622 total
includes taxes & fees
Nov 11 - Nov 12
Clifford Luxury Retreat 3BR Self Check In Home

17. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is CA $494
CA $1,054 total
includes taxes & fees
Nov 11 - Nov 12
The Christmas Cottage, 4BR New England Escape
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.

Learn more about Charlton

Explore the serene trails of Heritage Park where families picnic beside ponds and spot local wildlife. Treehouse Brewing Company offers craft beer tastings while nearby Old Sturbridge Village recreates 1830s New England life.

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

Top reviews in Charlton

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