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Sturbridge Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Sturbridge vacation rentals

A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

1. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$164 nightly
The price is $183
Oct 4 - Oct 5
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
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)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
Lake House in Sturbridge w/All the Views!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

3. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
$273 nightly
The price is $305
Oct 21 - Oct 22
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

4. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$115 nightly
The price is $128
Sep 29 - Sep 30
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A wooden cabin with a glass upper floor, surrounded by a forest.

5. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
$236 nightly
The price is $249
Sep 29 - Sep 30
Total with taxes and fees
Dove Cabin up in the Trees
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

6. 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)
"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.
$161 nightly
The price is $180
Sep 29 - Sep 30
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

7. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
$272 nightly
The price is $310
Sep 29 - Sep 30
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A bedroom with a bed, a bedside table with a lamp, a window with curtains, a painting on the wall, and a carpet with a geometric pattern.

8. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
10.0 out of 10, Exceptional, (1 review)
"Cute place! Susan was a great host and the cabin was perfect for a qick getaway weekend and some reconnection with mother nature.."
United States
Jessica K.
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
$206 nightly
The price is $233
Sep 30 - Oct 1
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

10. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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.
$166 nightly
The price is $188
Sep 29 - Sep 30
Total with taxes and fees
Wizard's Roost at Underhill Hollow

11. 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
$249 nightly
The price is $250
Sep 30 - Oct 1
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

12. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
$171 nightly
The price is $194
Sep 29 - Sep 30
Total with taxes and fees
The Tree House at Underhill Hollow
A wooden cabin with a balcony and stairs, surrounded by trees.

13. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
$284 nightly
The price is $324
Oct 20 - Oct 21
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

14. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
$100 nightly
The price is $115
Sep 29 - Sep 30
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
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.

15. 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.
$166 nightly
The price is $188
Sep 29 - Sep 30
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
A small, single-story cabin with a porch and a small deck, surrounded by trees and a lake.

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
$274 nightly
The price is $312
Sep 30 - Oct 1
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
A grassy outdoor area with a hammock, chairs, and a stone wall.

17. 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
$210 nightly
The price is $222
Oct 27 - Oct 28
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A two-story house with a front porch, stone steps, and a driveway.

18. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
$192 nightly
The price is $217
Oct 6 - Oct 7
Total with taxes and fees
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
$296 nightly
The price is $337
Sep 30 - Oct 1
Total with taxes and fees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

20. 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, (9 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
$302 nightly
The price is $344
Sep 29 - Sep 30
Total with taxes and fees
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
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

Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

8/10 Good
"Easy check in, convenient parking. Staff was friendly and very helpful. Room was clean & comfortable however the closet doors were broken and room door was difficult to open & close."
Shannon 1-night trip
Posted 7 hours ago
Hilton Garden Inn Worcester

Find out more about Sturbridge

Everything you need to know about Sturbridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sturbridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sturbridge vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sturbridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sturbridge rentals

At Expedia, we put the best Sturbridge vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Sturbridge?

Yes, you can find vacation rentals near popular points of interest in Sturbridge, or you can select a more remote option if you'd like a relaxing place to 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 vacation home rentals in Sturbridge?

Lake House in Sturbridge w/All the Views!: Visitors like this Sturbridge vacation home rental. It is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Another good choice for your trip to Sturbridge is Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!.

How many vacation rentals are there in Sturbridge?

Expedia has 4 vacation rentals for your stay in Sturbridge.

What can I see and do in Sturbridge?

Sturbridge Common Historic District and Cedar 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 vacation rentals like in Sturbridge?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Sturbridge. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.