Sturbridge Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Sturbridge Vacation Homes

The Tree House at Underhill Hollow
Treehouse with multi-level structure and balconies offering outdoor space at various heights.

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Loved the treasure hunt and fairy gardens. "
The price is CA $148
CA $238 total
includes taxes & fees
Aug 13 - Aug 14
The Tree House at Underhill Hollow
Spacious Home Near Mohegan Sun
Enjoy cooking in this well-equipped kitchen with a range hood, stainless steel sink, and coffee maker.

Spacious Home Near Mohegan Sun

2.0 out of 10, (1)
"My stay at this rental was deeply unsettling and unsafe. The apartment itself has a creepy, neglected vibe, and it only got worst. A serious safety issue occured when a teenager in our group fell through a rotted, unstable deck/ a terrifying and completely preventable accident. Even more concerning, the entrance code to our apartment was the same code used for all other units in the building. This made me feel extremely unsafe as anyone from another unit could have accessed ours at any time....
The price is CA $572
CA $1,161 total
includes taxes & fees
Sep 9 - Sep 10
Spacious Home Near Mohegan Sun
Tiny Home with AC and WiFi in lovely Ludlow
1 bedroom, WiFi, bed sheets

Tiny Home with AC and WiFi in lovely Ludlow

8.0 out of 10, Very good, (2)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
The price is CA $109
CA $206 total
includes taxes & fees
Aug 13 - Aug 14
Tiny Home with AC and WiFi in lovely Ludlow
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Relax on the deck with Adirondack chairs and a round table, surrounded by a white picket fence.

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

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is CA $277
CA $528 total
includes taxes & fees
Aug 24 - Aug 25
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Spacious Private Retreat Near Holyoke State Park!
Enjoy meals in the kitchen with a dining area featuring a table and chairs.

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!
Amazing lake house with everything you need!
Enjoy meals with family and friends in this cozy dining area, complete with a round table and comfortable seating for four.

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!
Spacious 4-bedroom with four and half bathrooms
Enjoy a view of the surrounding area from the large window in this kitchen, featuring a double sink and sleek appliances.

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (1)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is CA $378
CA $701 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 4-bedroom with four and half bathrooms
Beautiful Renovated Townhome w/parking
Step out onto the covered porch, flanked by a railing and street view, and enjoy the serene atmosphere.

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (16)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Stroll through the beautifully manicured garden surrounding this charming two-story home.

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Very Large home with well equipped kitchen. Beds were all very comfortable. Host was very attentive to our needs and questions during our stay."
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards
Relax in a spacious living area with a high ceiling and comfortable seating, dining, and kitchen spaces.

Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

2.0 star property
10.0 out of 10, Exceptional, (1)
"I truly can’t say enough good things about my stay. The house is exactly like the pictures but somehow even better in person. Everything was so clean and the check in/check out process was very easy. Sarah was so quick with communicating back and had the house stacked with everything you could imagine from plenty of pillows, blankets, tooth brushes etc. The views were beautiful and my dog loved how much space she had to herself. The neighbors are also so friendly and wave when you walk by! So...
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards
3 Bed / 1.5 Bath Townhome
Enjoy meals in the well-lit kitchen with stainless steel appliances, white cabinetry, and a dining area.

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Fully equipped kitchen with gas stove, oven, microwave, and coffee maker.

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

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is CA $284
CA $496 total
includes taxes & fees
Aug 13 - Aug 14
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Beautiful two-story home close to downtown worcester 5beds-4bedroom

9.0 out of 10, Wonderful, (12)
"Nice place."
The price is CA $272
CA $570 total
includes taxes & fees
Aug 21 - Aug 22
Beautiful two-story home close to downtown worcester 5beds-4bedroom
New renovation cozy house in Worcester
Decorative table features a variety of plants, a globe, and a golden sculpture.

New renovation cozy house in Worcester

9.8 out of 10, Exceptional, (11)
"This was a great spot for myself and my coaches when we had to travel to the area for a cheerleading competition."
New renovation cozy house in Worcester
Brand new 3 bedroom house in welcoming Worcester with WiFi and AC
Enjoy cooking in this well-equipped kitchen with stainless steel appliances and a central island.

Brand new 3 bedroom house in welcoming Worcester with WiFi and AC

9.0 out of 10, Wonderful, (2)
"House was new, bright, and clean. "
Brand new 3 bedroom house in welcoming Worcester with WiFi and AC
Webster Lake - One Home -Two Apartments
Compact kitchen with a microwave, toaster, refrigerator, and oven, plus a small table and chair.

Webster Lake - One Home -Two Apartments

10.0 out of 10, Exceptional, (15)
"The house was better than we expected. We had a 16month old and there was a brand new pack and play for us to use. The house was clean, organized and ready for our family. We had 9 adults and 1 toddler and there was plenty of room to accommodate us all. The owners were VERY responsive to all our inquiries. We would definitely recommend this property!"
Webster Lake - One Home -Two Apartments
Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi
Microwave, oven, stovetop, dishwasher

Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi

The price is CA $205
CA $737 total
includes taxes & fees
Aug 10 - Aug 11
Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi
Cozy bedrooms in Shrewsbury warm town and convenient
Relax in a serene garden setting surrounded by blooming trees and a well-maintained path.

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient
Beautiful Lakefront Home with Private Beach
Surrounded by vibrant autumn colors, this serene lakeside setting offers a peaceful escape.

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach
Wizard's Roost at Underhill Hollow
Situated in a residential area, this charming building features a colorful facade with geometric patterns and a central circular design.

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is CA $136
CA $215 total
includes taxes & fees
Aug 19 - Aug 20
Wizard's Roost at Underhill Hollow
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Beautiful mix of contemporary and vintage. The hotel was very comfortable, the amenities were clean and "
Michael 1-night trip
Posted 3 days ago
Wellsworth Hotel