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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Central Massachusetts vacation homes

A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

1. 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 ￥25,077
￥40,719 total
includes taxes & fees
Oct 27 - Oct 28
Angel Sky Challenge
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

2. Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is ￥31,033
￥64,937 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A modern kitchen with a marble island, white cabinetry, and pendant lighting.

3. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ￥44,433
￥110,031 total
includes taxes & fees
Nov 2 - Nov 3
Entire home in Sterling, Massachusetts, United States
A grassy outdoor area with a hammock, chairs, and a stone wall.

4. 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, (27 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 ￥27,647
￥33,032 total
includes taxes & fees
Oct 27 - Oct 28
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior detail

5. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
Leominster
The price is ￥33,697
￥41,142 total
includes taxes & fees
Nov 8 - Nov 9
Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
A living room with a black leather sofa, white curtains, a clock on the wall, and a window with a view of trees.

6. 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 ￥32,804
￥41,133 total
includes taxes & fees
Oct 25 - Oct 26
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

7. 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 ￥52,034
￥80,347 total
includes taxes & fees
Oct 26 - Oct 27
4-bedroom house in nice Holden with WiFi, AC
The Cottage is nestled next to the historic Sagendorph Mansion.

8. 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 ￥35,868
￥40,838 total
includes taxes & fees
Oct 25 - Oct 26
Cottage by the Castle – Downtown Spencer
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

9. 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 ￥26,237
￥33,157 total
includes taxes & fees
Oct 27 - Oct 28
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

10. 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 ￥43,101
￥80,542 total
includes taxes & fees
Oct 26 - Oct 27
Spacious 4-bedroom with four and half bathrooms
A hotel room with a bed, bedside table, lamp, potted plant, and a desk with a chair.

11. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location
Worcester
The price is ￥56,423
￥77,671 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

12. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (34 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is ￥36,393
￥59,733 total
includes taxes & fees
Nov 1 - Nov 2
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

13. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is ￥54,856
￥123,088 total
includes taxes & fees
Nov 8 - Nov 9
The Christmas Cottage, 4BR New England Escape
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

14. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is ￥35,264
￥60,223 total
includes taxes & fees
Oct 25 - Oct 26
totally remodeled house with fitness room, close to Boston and Worcester
A modern kitchen with a central island, bar stools, and a built-in oven.

15. Historic New England Retreat on 23+ Scenic Acres

Historic New England Retreat on 23+ Scenic Acres
Petersham
Historic New England Retreat on 23+ Scenic Acres
A hotel with a central building, outdoor seating area, and a covered patio.

16. 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 traveler
The price is ￥38,791
￥78,519 total
includes taxes & fees
Nov 2 - Nov 3
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

17. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is ￥48,665
￥84,997 total
includes taxes & fees
Oct 25 - Oct 26
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

18. 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.
The price is ￥52,505
￥138,080 total
includes taxes & fees
Oct 27 - Oct 28
Lake House in Sturbridge w/All the Views!
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

19. 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 ￥155,163
￥278,008 total
includes taxes & fees
Oct 26 - Oct 27
Sleeps 15 • Pool • Retreat
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

20. 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)
The price is ￥70,529
￥84,158 total
includes taxes & fees
Oct 25 - Oct 26
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 Central Massachusetts Hotel Reviews

The Boxboro Regency

The Boxboro Regency

10/10 Excellent
"My son and I loved the space. Super clean, awesome location, friendly staff, and very affordable. Definitely recommend"
Kyle 1-night trip
Posted 1 hour ago
The Boxboro Regency

Find out more about Central Massachusetts

Central Massachusetts Vacation Homes information

Number of reviews
302
Accommodation
136 Vacation Homes
Lowest Price
￥33,032
Highest Price
￥278,008

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