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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Sturbridge vacation homes

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

1. 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, (9 reviews)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
The price is ￥24,855
￥31,868 total
includes taxes & fees
Sep 2 - Sep 3
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

2. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (41 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥20,134
￥31,104 total
includes taxes & fees
Sep 3 - Sep 4
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

3. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥20,134
￥30,025 total
includes taxes & fees
Sep 3 - Sep 4
Wizard's Roost at Underhill Hollow
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

4. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (23 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is ￥20,453
￥47,010 total
includes taxes & fees
Sep 3 - Sep 4
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
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.

5. 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 ￥20,134
￥30,025 total
includes taxes & fees
Sep 3 - Sep 4
SteamPunk Bunk House and Intergalactic Way Station

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is ￥32,974
￥38,050 total
includes taxes & fees
Sep 3 - Sep 4
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, (24 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 ￥30,360
￥36,482 total
includes taxes & fees
Sep 14 - Sep 15
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

8. 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
9.6 out of 10, Exceptional, (8 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is ￥26,174
￥59,461 total
includes taxes & fees
Sep 15 - Sep 16
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

9. 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 ￥25,566
￥41,879 total
includes taxes & fees
Sep 2 - Sep 3
Angel Sky Challenge
A window with a view of a grassy field and trees.

10. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (6 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ￥26,605
￥42,581 total
includes taxes & fees
Sep 6 - Sep 7
Spacious, unique barn with beautiful views.
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

11. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (38 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 ￥140,216
￥260,322 total
includes taxes & fees
Sep 10 - Sep 11
Sleeps 15 • Pool • Retreat
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

12. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is ￥24,304
￥46,424 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

13. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is ￥34,371
￥45,008 total
includes taxes & fees
Sep 2 - Sep 3
Game Room + Bar Lounge, 35 Min to Boston
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥75,900
￥123,837 total
includes taxes & fees
Sep 6 - Sep 7
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

15. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (17 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥43,942
￥82,662 total
includes taxes & fees
Sep 9 - Sep 10
Spacious 4-bedroom with four and half bathrooms
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

16. Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is ￥47,937
￥60,864 total
includes taxes & fees
Oct 1 - Oct 2
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

17. 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, (19 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 ￥28,762
￥62,906 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A modern living room with a glass coffee table, a grey sofa with blue cushions, and a decorative wall with leaf patterns.

18. Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
7.8 out of 10, Good, (9 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is ￥33,077
￥58,556 total
includes taxes & fees
Sep 8 - Sep 9
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
A deck with outdoor furniture overlooking a lake, surrounded by trees.

19. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
The price is ￥71,906
￥118,605 total
includes taxes & fees
Sep 6 - Sep 7
Stunning Lakefront Escape! Book Your Dream Getaway!
A modern kitchen with white cabinetry, a large island, and pendant lighting.

20. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is ￥45,300
￥102,943 total
includes taxes & fees
Sep 2 - Sep 3
Modern Farmhouse Close to Mt. Wachusett
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

8/10 Good
"Last minute reservation. Great location. Great value. It’s a very busy property with a lot going on including receptions/events, a restaurant, a bar, a bakery, and overnight accommodations. We arrived late and left early but wished we had time to stay longer as the property was a green thumbs dream with beautiful gardens despite being late summer / early fall."
Michael 1-night trip
Posted 3 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Sturbridge

Sturbridge Vacation Homes information

Number of reviews
355
Accommodation
115 Vacation Homes
Lowest Price
￥30,025
Highest Price
￥260,322