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Sturbridge Vacation Rentals

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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 rentals

Interior

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, Good, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$115 nightly
The price is $128
Sep 13 - Sep 14
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$126 nightly
The price is $141
Sep 7 - Sep 8
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Interior

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.
$282 nightly
The price is $315
Sep 13 - Sep 14
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Exterior

4. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (35 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
$246 nightly
The price is $259
Sep 13 - Sep 14
Total with taxes and fees
Dove Cabin up in the Trees
Living area

5. 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
$230 nightly
The price is $243
Sep 14 - Sep 15
Total with taxes and fees
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Terrace/patio

6. 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, (48 reviews)
"Great place, amazing lake!"
United States
megan g.
$287 nightly
The price is $325
Sep 11 - Sep 12
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 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
$180 nightly
The price is $204
Sep 10 - Sep 11
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Property grounds

8. 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.
$196 nightly
The price is $219
Sep 29 - Sep 30
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Interior

9. 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.
$171 nightly
The price is $194
Sep 13 - Sep 14
Total with taxes and fees
The Tree House at Underhill Hollow
Exterior

10. 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.
$166 nightly
The price is $188
Sep 11 - Sep 12
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Exterior

11. 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.
$288 nightly
The price is $327
Sep 17 - Sep 18
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

12. 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 7 - Sep 8
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Living area

13. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (2 reviews)
$100 nightly
The price is $115
Sep 7 - Sep 8
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
Living area

14. Serenity meets Taradise

Serenity meets Taradise
Union
$153 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Serenity meets Taradise
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 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.
$328 nightly
The price is $371
Sep 17 - Sep 18
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

16. 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.
$259 nightly
The price is $261
Sep 7 - Sep 8
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
Exterior

17. The Little Blue Bird

The Little Blue Bird
Willington
10.0 out of 10, Exceptional, (1 review)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
$144 nightly
The price is $163
Sep 28 - Sep 29
Total with taxes and fees
The Little Blue Bird
Living area

18. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$228 nightly
The price is $261
Sep 7 - Sep 8
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (24 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
$289 nightly
The price is $327
Sep 9 - Sep 10
Total with taxes and fees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Property grounds

20. 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
$214 nightly
The price is $226
Sep 14 - Sep 15
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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
"It was pretty good for such a small town."
Michael 4-night trip
Posted 13 hours ago
Wellsworth Hotel

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?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: Visitors like this Sturbridge vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games. Another good choice for your trip to Sturbridge is Lake House in Sturbridge w/All the Views!.

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 Village Common 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.