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

Charlton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Charlton vacation rentals

Interior

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 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.
$292 nightly
The price is $326
Sep 27 - Sep 28
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Interior

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (23 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!
TV, fireplace

3. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (39 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
$1,588 nightly
The price is $1,774
Oct 1 - Oct 2
Total with taxes and fees
Sleeps 15 • Pool • Retreat
Exterior

4. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
$259 nightly
The price is $261
Sep 20 - Sep 21
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$114 nightly
The price is $127
Sep 18 - Sep 19
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Exterior

6. 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
$234 nightly
The price is $247
Sep 18 - Sep 19
Total with taxes and fees
Dove Cabin up in the Trees
Dining

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (90 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
$683 nightly
The price is $773
Sep 20 - Sep 21
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Property grounds

8. Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
$542 nightly
The price is $605
Oct 14 - Oct 15
Total with taxes and fees
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Living area

9. 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.
$218 nightly
The price is $230
Sep 18 - Sep 19
Total with taxes and fees
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Coffee/tea maker, fridge, microwave, oven

10. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (19 reviews)
"Perfect location"
United States
Harmony F.
$449 nightly
The price is $514
Sep 21 - Sep 22
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
Exterior

11. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (25 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 20 - Sep 21
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Interior

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 21 - Sep 22
Total with taxes and fees
The Tree House at Underhill Hollow
Property grounds

13. 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.
$187 nightly
The price is $209
Sep 20 - Sep 21
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Property grounds

14. 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 27 - Sep 28
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Terrace/patio

15. 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
$290 nightly
The price is $328
Sep 20 - Sep 21
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Terrace/patio

16. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
$655 nightly
The price is $741
Sep 26 - Sep 27
Total with taxes and fees
Stunning Lakefront Escape! Book Your Dream Getaway!
Interior

17. 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 20 - Sep 21
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Living area

18. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
$100 nightly
The price is $115
Sep 18 - Sep 19
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 5
Property grounds

19. 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, (25 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$185 nightly
The price is $195
Sep 21 - Sep 22
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2 bedrooms, WiFi (free)

20. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
$258 nightly
The price is $288
Sep 21 - Sep 22
Total with taxes and fees
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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

Spark By Hilton Northborough

Spark By Hilton Northborough

8/10 Good
"Clean and nice room"
Veronica Esenam 1-night trip
Posted 17 hours ago
Spark By Hilton Northborough

Find out more about Charlton

Everything you need to know about Charlton 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 Charlton 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 Charlton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlton. 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 Charlton 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 Charlton rentals

At Expedia, we put the best Charlton 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 Charlton 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 Charlton 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 Charlton. 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 Charlton?

Yes, we have vacation rentals near the most popular local attractions in Charlton, or you can choose a more remote option if you're looking for relaxation. 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 vacation home rentals in Charlton?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: Located near Charlton, this vacation home rental is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Charlton?

Explore the area and family-friendly sights such as EcoTarium, or get out into nature at a spot like Buffumville Lake. Other places in town to visit include Charlton Public Library and Capen Hill Nature Sanctuary.

What’s a vacation rental in Charlton like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Charlton. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.