Sturbridge Holiday Rentals

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Our top choices for Sturbridge holiday rentals

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
2.0 star property
Sturbridge
The price is NZ$728
includes taxes & fees
25 Dec - 26 Dec
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.8 out of 10, Exceptional, (19)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is NZ$1,658
includes taxes & fees
25 Dec - 26 Dec
Lake House in Sturbridge w/All the Views!

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is NZ$539
includes taxes & fees
25 Dec - 26 Dec
Trainmaster's Inn - Caboose

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (30)
"Great host- fun property!"
United States
Mary F.
The price is NZ$512
includes taxes & fees
1 Jan - 2 Jan 2026
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (12)
"Very nice country stay. "
United States
michael C.
The price is NZ$382
includes taxes & fees
28 Dec - 29 Dec
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Cozy Adventure filled Escape

Cozy Adventure filled Escape
2.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is NZ$464
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Adventure filled Escape

Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam
Putnam
9.4 out of 10, Exceptional, (3)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is NZ$290
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom apartment in welcoming Putnam

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
Ware
10.0 out of 10, Exceptional, (4)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
The price is NZ$275
includes taxes & fees
29 Dec - 30 Dec
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (29)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is NZ$477
includes taxes & fees
7 Jan - 8 Jan 2026
Treehouse - Countryside - Farm Animals - Fire Pit

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.4 out of 10, Very good, (9)
"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."
United States
Matthew H.
The price is NZ$256
includes taxes & fees
31 Dec - 1 Jan 2026
Tiny Home with AC and WiFi in lovely Ludlow

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is NZ$514
includes taxes & fees
27 Dec - 28 Dec
Spacious Massachusetts Apartment #2

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$322
includes taxes & fees
1 Jan - 2 Jan 2026
SteamPunk Bunk House and Intergalactic Way Station

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
2.0 star property
Worcester
10.0 out of 10, Exceptional, (2)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is NZ$498
includes taxes & fees
29 Dec - 30 Dec
Grand Worcester Getaway! Pets Welcome! Comfortable

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3)
"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 NZ$451
includes taxes & fees
29 Dec - 30 Dec
Spacious, unique barn with beautiful views.

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (30)
"We had a very nice stay while there."
United States
Ann R.
The price is NZ$308
includes taxes & fees
22 Jan - 23 Jan 2026
The Carriage House at Chaprae Hall

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, (10)
"Great stay"
United States
Angelina O.
The price is NZ$549
includes taxes & fees
26 Dec - 27 Dec
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is NZ$514
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in town center #1

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is NZ$711
includes taxes & fees
3 Jan - 4 Jan 2026
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is NZ$566
includes taxes & fees
29 Dec - 30 Dec
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
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

Find out more about Sturbridge

Everything you need to know about Sturbridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sturbridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sturbridge holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sturbridge holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sturbridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sturbridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sturbridge holiday rentals we have selected for you start as low as NZ$275 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sturbridge rentals

At Expedia, we put the best Sturbridge holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sturbridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sturbridge holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sturbridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Sturbridge?

Yes, there are holiday rentals close to the most popular sights in Sturbridge, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Sturbridge. You can also check out the entertainment venues while you're visiting.

What are some of the best holiday rentals that Sturbridge has to offer?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: This highly rated holiday home rental in Sturbridge is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games. Another good choice for your trip to Sturbridge is Lake House in Sturbridge w/All the Views!.

How many holiday rentals are there in Sturbridge?

Expedia has 4 holiday rentals for your stay in Sturbridge.

What can I see and do in Sturbridge?

Sturbridge Common Historic District and Westville Lake are a couple of scenic spots to enjoy the outdoors, whereas Old Sturbridge Village is one of the cultural attractions. Other places in town to visit include Sturbridge Plaza and Wells State Park.

What are holiday rentals like in Sturbridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sturbridge. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for families.