A snow-covered rural road with a red barn and leafless trees.

Charlton Holiday Rentals

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Our top choices for Charlton holiday rentals

1. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
The price is NZ$533
includes taxes & fees
16 Sept - 17 Sept
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

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 NZ$149
includes taxes & fees
21 Aug - 22 Aug
Modern 1-bedroom apartment in peaceful Sturbridge with AC

3. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (40 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is NZ$326
includes taxes & fees
21 Aug - 22 Aug
The Tree House at Underhill Hollow

4. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$317
includes taxes & fees
24 Aug - 25 Aug
SteamPunk Bunk House and Intergalactic Way Station

5. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (34 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is NZ$434
includes taxes & fees
24 Aug - 25 Aug
Dove Cabin up in the Trees

6. 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 NZ$392
includes taxes & fees
23 Aug - 24 Aug
Cottage by the Castle – Downtown Spencer

7. 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 NZ$317
includes taxes & fees
25 Aug - 26 Aug
Wizard's Roost at Underhill Hollow

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
9.4 out of 10, Exceptional, (8 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is NZ$336
includes taxes & fees
25 Aug - 26 Aug
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is NZ$224
includes taxes & fees
21 Aug - 22 Aug
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

10. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is NZ$193
includes taxes & fees
23 Aug - 24 Aug
Clean & Cozy Private- 3 floor_R 4

11. 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)
The price is NZ$690
includes taxes & fees
23 Aug - 24 Aug
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

12. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
The price is NZ$590
includes taxes & fees
23 Aug - 24 Aug
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

13. 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 NZ$551
includes taxes & fees
11 Sept - 12 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

14. 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.
Lake House in Sturbridge w/All the Views!

15. 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.
The price is NZ$422
includes taxes & fees
24 Aug - 25 Aug
Large 3BD 1st Floor Apartment Minutes from 290

16. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (17 reviews)
"Perfect location"
United States
Harmony F.
The price is NZ$860
includes taxes & fees
23 Aug - 24 Aug
Spacious 4-bedroom with four and half bathrooms

17. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.6 out of 10, Exceptional, (4 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is NZ$677
includes taxes & fees
23 Aug - 24 Aug
12B-Cozy 3BR Apartment with Koi Pond in Worcester

18. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is NZ$432
includes taxes & fees
21 Aug - 22 Aug
Angel Sky Challenge

19. Serenity meets Taradise

Serenity meets Taradise
Union
The price is NZ$291
includes taxes & fees
14 Sept - 15 Sept
Serenity meets Taradise

20. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (1 review)
The price is NZ$193
includes taxes & fees
23 Aug - 24 Aug
Clean & Cozy Private room - 3 floor_R 1
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 Charlton Hotel Reviews

Find out more about Charlton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charlton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charlton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Charlton. Seeing all the best attractions is bound to make you fall in love with Charlton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Charlton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Charlton?

Yes, there are holiday rentals close to the most popular sights in Charlton, or you can select a more secluded option if you're looking for a relaxing stay. Charlton is known for its wineries and golf courses. Make sure you have time to check out the temples and lake views during your trip.

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

Home Away from Home!: This holiday home rental outside of Charlton offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 garden and 1 hot tub.

What’s there to see and do in Charlton?

Explore the area and family-friendly sights such as Breezy Picnic Grounds & Waterslides, or get out into nature at a spot like Buffumville Lake. Other places in town to visit include Great Blue Heron Cove and Charlton Public Library.

What’s a holiday rental in Charlton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlton. Holiday rentals offer 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, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.