Holiday Homes in Central Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Central Massachusetts holiday homes

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 AU$339
includes taxes & fees
17 Nov - 18 Nov
Angel Sky Challenge

2. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (19 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
The price is AU$624
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!

3. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is AU$980
includes taxes & fees
5 Nov - 6 Nov
Entire home in Sterling, Massachusetts, United States

4. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is AU$338
includes taxes & fees
15 Nov - 16 Nov
Cozy & Stylish 2-bedroom Home in Leominster

5. 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 AU$267
includes taxes & fees
9 Nov - 10 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

6. 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 AU$753
includes taxes & fees
17 Nov - 18 Nov
4-bedroom house in nice Holden with WiFi, AC

7. 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 AU$352
includes taxes & fees
5 Nov - 6 Nov
Cottage by the Castle – Downtown Spencer

8. 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 AU$447
includes taxes & fees
5 Nov - 6 Nov
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

9. 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)
"The property was just what we wanted and worked very well for our family of six."
United States
Levi O.
The price is AU$513
includes taxes & fees
8 Nov - 9 Nov
totally remodeled house with fitness room, close to Boston and Worcester

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 AU$690
includes taxes & fees
16 Nov - 17 Nov
Spacious 4-bedroom with four and half bathrooms

11. 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 AU$265
includes taxes & fees
5 Nov - 6 Nov
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

12. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is AU$1,038
includes taxes & fees
17 Nov - 18 Nov
The Christmas Cottage, 4BR New England Escape

13. 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, (35 reviews)
"We had a great stay."
United States
Jessica D.
The price is AU$521
includes taxes & fees
30 Nov - 1 Dec
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

14. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is AU$946
includes taxes & fees
23 Nov - 24 Nov
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

15. 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 AU$2,456
includes taxes & fees
15 Nov - 16 Nov
Sleeps 15 • Pool • Retreat

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 AU$624
includes taxes & fees
9 Nov - 10 Nov
Clifford Luxury Retreat 3BR Self Check In Home

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 AU$920
includes taxes & fees
11 Nov - 12 Nov
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

18. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
The price is AU$1,061
includes taxes & fees
23 Nov - 24 Nov
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

19. 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 AU$652
includes taxes & fees
17 Nov - 18 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

20. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (8 reviews)
"Lovely place to stay while attending a wedding. So nice to have a place to have the whole family together."
United States
Corrine B.
The price is AU$2,141
includes taxes & fees
10 Nov - 11 Nov
A Quintessential New England Historical Guesthouse
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 Central Massachusetts

Experience the family-friendly area of Central Massachusetts—live music, basketball and sights from Cyprian Keyes to Elm Park.

A statue in a courtyard with a clock tower and a gazebo in the background.

Top reviews in Central Massachusetts

Explore a world of travel with Expedia