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Holiday Homes in Sturbridge

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Sturbridge holiday homes

A lakeside cabin with a deck, a dock, and a small docked boat.

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 NZ$881
includes taxes & fees
2 Nov - 3 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, (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 NZ$1,428
includes taxes & fees
27 Oct - 28 Oct
Lake House in Sturbridge w/All the Views!
A wooden playhouse with climbing features, a covered outdoor seating area with chairs and tables, and a grassy yard with trees in the background.

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
9.2 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 NZ$328
includes taxes & fees
27 Oct - 28 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A residential property with a fenced yard, a wooden deck, and a garage.

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 NZ$358
includes taxes & fees
28 Oct - 29 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
The Cottage is nestled next to the historic Sagendorph Mansion.

5. 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 NZ$408
includes taxes & fees
27 Oct - 28 Oct
Cottage by the Castle – Downtown Spencer
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, (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 NZ$2,981
includes taxes & fees
29 Oct - 30 Oct
Sleeps 15 • Pool • Retreat
A red wooden house with a porch, a door with a colorful design, and a green door in the background.

7. 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 NZ$330
includes taxes & fees
28 Oct - 29 Oct
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

8. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (45 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is NZ$340
includes taxes & fees
27 Oct - 28 Oct
The Tree House at Underhill Hollow
A room with two wicker chairs and a small round table, a large window, and a red door.

9. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$330
includes taxes & fees
1 Nov - 2 Nov
SteamPunk Bunk House and Intergalactic Way Station
A large, two-story house with a prominent brick chimney, a balcony with white railings, and a well-maintained lawn with flowering shrubs.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (94 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 NZ$1,090
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A neatly arranged bedroom with a bed, bedside table, lamp, wall art, and a macrame wall hanging.

11. 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 NZ$630
includes taxes & fees
28 Oct - 29 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A red door with a white frame, two wall-mounted lights, and a welcome mat with a striped design.

12. 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 NZ$878
includes taxes & fees
27 Oct - 28 Oct
Spacious 4-bedroom with four and half bathrooms
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

13. 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 NZ$715
includes taxes & fees
31 Oct - 1 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A bedroom with a bed, a ceiling fan, a nightstand, a dresser, a mirror, and a window with curtains.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (23 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 NZ$673
includes taxes & fees
27 Oct - 28 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A two-story house with a central entrance, a brick foundation, and a large front yard.

15. 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 NZ$450
includes taxes & fees
27 Oct - 28 Oct
Angel Sky Challenge
A living room with a dark blue sofa, white cushions, a glass coffee table with decorative items, a blue patterned rug, and a vase with flowers.

16. Bling nest

Bling nest
Ludlow
The price is NZ$813
includes taxes & fees
27 Oct - 28 Oct
Bling nest
A bedroom with a bed, a nightstand, a door, and a framed quote on the wall.

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

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (14 reviews)
"Great stay"
United States
Angelina O.
The price is NZ$673
includes taxes & fees
27 Oct - 28 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

18. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is NZ$1,354
includes taxes & fees
8 Nov - 9 Nov
The Christmas Cottage, 4BR New England Escape
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

19. 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 NZ$813
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!
A two-story house with a front porch, a garage, and a well-maintained lawn.

20. 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 NZ$886
includes taxes & fees
2 Nov - 3 Nov
4-bedroom house in nice Holden with WiFi, AC
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 Sturbridge Hotel Reviews

Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

10/10 Excellent
"N/A"
Manuel 1-night trip
Posted 8 hours ago
Comfort Inn Auburn - Worcester

Find out more about Sturbridge

Sturbridge Holiday Homes information

Number of reviews
421
Accommodation
120 Holiday Homes
Lowest Price
NZ$328
Highest Price
NZ$2,981