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

Sturbridge Vacation Rentals

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

Our top choices for Sturbridge vacation 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 CA $390
CA $759 total
includes taxes & fees
Nov 4 - Nov 5
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 CA $390
CA $1,162 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $248
CA $315 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $292
CA $337 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $179
CA $267 total
includes taxes & fees
Oct 28 - Oct 29
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

6. 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 CA $179
CA $278 total
includes taxes & fees
Oct 26 - Oct 27
The Tree House at Underhill Hollow
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

7. 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 CA $1,405
CA $2,517 total
includes taxes & fees
Oct 19 - Oct 20
Sleeps 15 • Pool • Retreat
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 CA $179
CA $267 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $263
CA $318 total
includes taxes & fees
Nov 3 - Nov 4
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A bedroom with a bed, a dresser, a vanity, a sofa, a window with curtains, a radiator, and a framed picture on the wall.

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 CA $532
CA $917 total
includes taxes & fees
Nov 2 - Nov 3
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)
"Very clean and readily met the needs of our family of 7 traveling on vacation from Washington DC to Maine. Would stay again."
United States
Jim O.
The price is CA $390
CA $734 total
includes taxes & fees
Oct 19 - Oct 20
Spacious 4-bedroom with four and half bathrooms
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

12. 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 CA $255
CA $562 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

13. 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 $227
CA $372 total
includes taxes & fees
Oct 17 - Oct 18
Angel Sky Challenge
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 CA $255
CA $562 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $357
CA $808 total
includes taxes & fees
Oct 21 - Oct 22
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

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

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
The price is CA $297
CA $372 total
includes taxes & fees
Oct 17 - Oct 18
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

17. 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 CA $312
CA $629 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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 CA $224
CA $519 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

19. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is CA $497
CA $1,115 total
includes taxes & fees
Nov 8 - Nov 9
The Christmas Cottage, 4BR New England Escape
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

20. 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 CA $511
CA $703 total
includes taxes & fees
Oct 28 - Oct 29
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
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

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good
"Breakfast was good. Somehow first place in New England with bacon for breakfast at a hotel so congrats on that! Got incorrect room when I arrived. Should have been king deluxe but somehow expedia had sent for it to be a normal king room. I needed the sofa bed but normal king does not have sofa. He was able to move me to a double queen so no big deal really. Just an odd situation. Water in shower was luke warm at best. Better then a cold shower for sure but could look in to it."
Raymond 1-night trip
Posted 10 hours ago
La Quinta Inn by Wyndham Auburn Worcester

Find out more about Sturbridge

Sturbridge Vacation Homes information

Number of reviews
458
Accommodation
120 Vacation Homes
Lowest Price
CA $267
Highest Price
CA $2,517

Explore a world of travel with Expedia