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Sturbridge Vacation Rentals

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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 $392
CA $760 total
includes taxes & fees
Nov 2 - Nov 3
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 $357
CA $1,124 total
includes taxes & fees
Oct 14 - Oct 15
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
9.2 out of 10, Wonderful, (10 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 $242
CA $306 total
includes taxes & fees
Oct 14 - Oct 15
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

4. 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 $1,411
CA $2,523 total
includes taxes & fees
Oct 18 - Oct 19
Sleeps 15 • Pool • Retreat
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 $180
CA $268 total
includes taxes & fees
Oct 14 - Oct 15
Wizard's Roost at Underhill Hollow
The Cottage is nestled next to the historic Sagendorph Mansion.

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
The price is CA $294
CA $339 total
includes taxes & fees
Oct 14 - Oct 15
Cottage by the Castle – Downtown Spencer
A grassy outdoor area with a hammock, chairs, and a stone wall.

7. 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 $264
CA $319 total
includes taxes & fees
Nov 3 - Nov 4
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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 $180
CA $268 total
includes taxes & fees
Oct 14 - Oct 15
SteamPunk Bunk House and Intergalactic Way Station
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

9. 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 $180
CA $276 total
includes taxes & fees
Oct 14 - Oct 15
The Tree House at Underhill Hollow
A stone wall, a metal gate, and a building with a blue door and a number '74' sign.

10. A Timeless Retreat at Historic Crompton House

A Timeless Retreat at Historic Crompton House
Elm Park
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful property! Great location and amazing hosts! We had everything we needed and were very comfortable. I highly recommend this place!"
United States
Jessica H.
A Timeless Retreat at Historic Crompton House
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 $392
CA $734 total
includes taxes & fees
Oct 15 - Oct 16
Spacious 4-bedroom with four and half bathrooms
A dining area with a high ceiling, skylights, and a view of the outdoors.

12. 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)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is CA $535
CA $910 total
includes taxes & fees
Nov 6 - Nov 7
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A two-story residential building with a front porch, a satellite dish, and a small front yard.

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

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is CA $356
CA $804 total
includes taxes & fees
Oct 19 - Oct 20
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

14. 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 $228
CA $372 total
includes taxes & fees
Oct 15 - Oct 16
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.

15. 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 $257
CA $561 total
includes taxes & fees
Oct 18 - Oct 19
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

16. Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is CA $998
CA $1,274 total
includes taxes & fees
Oct 14 - Oct 15
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
A living room with two sofas, a coffee table, and a potted plant.

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
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is CA $257
CA $561 total
includes taxes & fees
Oct 18 - Oct 19
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

18. 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 $256
CA $325 total
includes taxes & fees
Oct 19 - Oct 20
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.

19. 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 $220
CA $515 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

20. 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 $314
CA $629 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Very clean room and staff was super nice"
Emily 2-night trip
Posted 2 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Sturbridge

Sturbridge Vacation Homes information

Number of reviews
461
Accommodation
120 Vacation Homes
Lowest Price
CA $268
Highest Price
CA $2,523

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