Boston Common in the fall, Boston, Massachusetts, USA

Sturbridge Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Sturbridge holiday rentals

Interior

1. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (22 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is HK$2,707
HK$7,102 total
includes taxes & fees
3 Sept - 4 Sept
Lake House in Sturbridge w/All the Views!
Interior

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
8.0 out of 10, Very good, (1 review)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is HK$463
HK$692 total
includes taxes & fees
13 Aug - 14 Aug
Modern 1-bedroom apartment in peaceful Sturbridge with AC
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.
The price is HK$1,656
HK$3,120 total
includes taxes & fees
4 Sept - 5 Sept
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$392
HK$1,043 total
includes taxes & fees
15 Aug - 16 Aug
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Exterior

5. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (34 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is HK$1,377
HK$2,044 total
includes taxes & fees
16 Aug - 17 Aug
Dove Cabin up in the Trees
Interior

6. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is HK$989
HK$1,535 total
includes taxes & fees
23 Aug - 24 Aug
The Tree House at Underhill Hollow
TV, fireplace

7. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (38 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is HK$6,884
HK$12,632 total
includes taxes & fees
31 Aug - 1 Sept
Sleeps 15 • Pool • Retreat
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, (7 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is HK$1,267
HK$1,608 total
includes taxes & fees
13 Aug - 14 Aug
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Exterior

9. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (3 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is HK$1,795
HK$2,069 total
includes taxes & fees
25 Aug - 26 Aug
Cottage by the Castle – Downtown Spencer
Terrace/patio

10. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 reviews)
"Welcoming host! Beautiful house with great amenities!"
United States
maria c.
The price is HK$3,923
HK$6,338 total
includes taxes & fees
30 Aug - 31 Aug
Stunning Lakefront Escape! Book Your Dream Getaway!
Terrace/patio

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

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time swimming and kayaking. The house was spotless. Lake front with great parking."
United States
Christy
The price is HK$1,020
HK$2,576 total
includes taxes & fees
11 Sept - 12 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

12. 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 HK$989
HK$1,482 total
includes taxes & fees
23 Aug - 24 Aug
Wizard's Roost at Underhill Hollow
Property grounds

13. 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, (21 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 HK$1,497
HK$1,815 total
includes taxes & fees
13 Aug - 14 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Dining

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (87 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is HK$3,923
HK$6,338 total
includes taxes & fees
1 Sept - 2 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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, (37 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.
The price is HK$1,695
HK$3,205 total
includes taxes & fees
1 Sept - 2 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior detail

16. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (2 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is HK$1,922
HK$2,477 total
includes taxes & fees
13 Aug - 14 Aug
Cozy 1-bedroom cottage in serene Pomfret.
Property grounds

17. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$989
HK$1,482 total
includes taxes & fees
18 Aug - 19 Aug
SteamPunk Bunk House and Intergalactic Way Station
Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (22 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 HK$1,293
HK$2,688 total
includes taxes & fees
13 Aug - 14 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
1 bedroom, Internet, bed sheets

19. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
17 Aug - 18 Aug
Clean & Cozy Private room - 3 floor_R 1
Smart TV

20. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$1,120
HK$3,006 total
includes taxes & fees
13 Aug - 14 Aug
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
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

Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

10/10 Excellent
"N/A"
Renata 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Sturbridge by IHG

Find out more about Sturbridge

Search for holiday rentals in Sturbridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Sturbridge using one of the methods below:

  • View our selection of featured holiday rentals in Sturbridge
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  • Enter your travel dates to view the best deals on holiday rentals in Sturbridge while they last

Look no further and take a look at our great range of rental properties in Sturbridge!

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.

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 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 Wells State Park and Joshua Hyde Public Library.

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.