A tree with red leaves and a blurred background of other trees.

Search Vacation Homes in Sturbridge

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Sturbridge holiday homes

A hotel with a central building, outdoor seating area, and a covered patio.

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 HK$2,084
HK$4,107 total
includes taxes & fees
1 Nov - 2 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 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 HK$1,805
HK$5,902 total
includes taxes & fees
19 Oct - 20 Oct
Lake House in Sturbridge w/All the Views!
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

3. 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
9.4 out of 10, Exceptional, (11 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 HK$1,370
HK$1,732 total
includes taxes & fees
20 Oct - 21 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
The Cottage is nestled next to the historic Sagendorph Mansion.

4. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is HK$1,616
HK$1,840 total
includes taxes & fees
19 Oct - 20 Oct
Cottage by the Castle – Downtown Spencer
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

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 HK$989
HK$1,475 total
includes taxes & fees
21 Oct - 22 Oct
Wizard's Roost at Underhill Hollow
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

6. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (39 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 HK$7,770
HK$13,921 total
includes taxes & fees
20 Oct - 21 Oct
Sleeps 15 • Pool • Retreat
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

7. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (44 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is HK$989
HK$1,520 total
includes taxes & fees
19 Oct - 20 Oct
The Tree House at Underhill Hollow
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

8. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$989
HK$1,475 total
includes taxes & fees
19 Oct - 20 Oct
SteamPunk Bunk House and Intergalactic Way Station
A grassy outdoor area with a hammock, chairs, and a stone wall.

9. 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)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is HK$1,452
HK$1,734 total
includes taxes & fees
3 Nov - 4 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 reviews)
"Beautiful lake house. The dock with the kayaks and paddle boat made it so much fun for the kids. The dock isnt far from the house but there a decent hill down to it. Totally manageable for most people though. The open house concept kitchen area made it great for everyone to be together."
United States
Amanda S.
The price is HK$2,943
HK$5,007 total
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

11. 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 HK$2,158
HK$4,033 total
includes taxes & fees
19 Oct - 20 Oct
Spacious 4-bedroom with four and half bathrooms
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

12. 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 HK$1,256
HK$2,039 total
includes taxes & fees
19 Oct - 20 Oct
Angel Sky Challenge
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

13. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, Excellent, (22 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is HK$1,413
HK$3,090 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A living room with two sofas, a coffee table, and a potted plant.

14. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is HK$1,413
HK$3,090 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A two-story residential building with a front porch, a satellite dish, and a small front yard.

15. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is HK$1,907
HK$4,320 total
includes taxes & fees
20 Oct - 21 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

16. 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.
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

17. 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 HK$1,643
HK$2,060 total
includes taxes & fees
19 Oct - 20 Oct
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

18. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.8 out of 10, Exceptional, (11 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is HK$1,250
HK$2,888 total
includes taxes & fees
28 Oct - 29 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

19. 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 HK$2,825
HK$3,889 total
includes taxes & fees
27 Oct - 28 Oct
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

20. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is HK$2,747
HK$6,164 total
includes taxes & fees
8 Nov - 9 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sturbridge Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"The hotel was beautiful. I didn't know the history of the property. I found it to be very interesting. I also like the mini museum at the bottom of the marble staircase with the history and timeline of the property. It was very cute that the do no disturb door knob sash is optical themed as per the history of the property. Unique and creative."
Jennifer 1-night trip
Posted 3 hours ago
Wellsworth Hotel

Find out more about Sturbridge

Sturbridge Vacation Homes information

Number of reviews
459
Accommodation
119 Vacation Homes
Lowest Price
HK$1,475
Highest Price
HK$13,921

Explore a world of travel with Expedia