Photo by The Curious Zephyr

Search Cottages in Charlestown

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 85 Cottages in Charlestown with updated reviews, rates, and availability.

CHARMING 4-bedroom cottage in Weston, Vermont. CLOSE TO SKI RESORTS

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property is well maintained, clean and has a lot of charm. The backyard offers a stunning view of the mountains, a stream and quaint cottages dotting the landscape. The only surprise was the location on a major roadway. Backing into the driveway can be difficult especially after dark. Otherwise we would highly recommend this home. Andrew the property manager was friendly and helpful. "
CHARMING 4-bedroom cottage in Weston, Vermont. CLOSE TO SKI RESORTS

Hideaway Cottages, Cottage A

9.6 out of 10, Exceptional, (28)
"I was graduating in Manchester and I was having trouble finding anyone to accommodate my family (the four dogs were the issue) but I could not leave them for that many days and decided to travel with them or not attend my commencement. I reached out to Barbara and explained my situation and she was so receptive and I cannot explain how much I appreciated that. She allowed my traveling family of 3 plus 4 dogs to stay in her cabin. Check in was seamless and the cabin itself was spotless and it...
The price is AED 768
AED 1,112 total
includes taxes & fees
5 Jan - 6 January 2025
Hideaway Cottages, Cottage A

Vermont Country Cottage (Near Village)

10.0 out of 10, Exceptional, (9)
"This cottage reviewed very well online and pictures were very accurate too. It was secluded and far from neighbors, fire house across the street but zero activity the whole weekend. The cottage had the amenities listed. It was neat and tidy, well equipped. Very confortable. Loved the wood stove. We used that and it was wonderful. Check in/out Instructions were easy to follow. The area was beautiful, peacefu and not too far away from groceries, food or beverages. Would definitely go...
The price is AED 679
AED 1,461 total
includes taxes & fees
5 Jan - 6 January 2025
Vermont Country Cottage (Near Village)

Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

10.0 out of 10, Exceptional, (11)
"wow one of the best places we have stayed. Every thing you could possibly need is included with this home. Thanks for having us."
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

Brook Road Cabin

3.5 star property
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
The price is AED 749
AED 1,120 total
includes taxes & fees
29 Dec - 30 Dec
Brook Road Cabin

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (24)
"This was our second stay at the cozy cottage amd was just as enjoyable as the first time . Glenn and Melanie are very responsive and like to makesure their guests are comfortable and happy . We loved waking up on the lake and enjoyed the back deck and firepit. We look forward to renting here again in the future. P"
Cozy Crescent Cottage

Charming Cavendish Cottage: All-Season Retreat!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Such a wonderful and warm home. Other than condiments the kitchen was well stocked with dishes, cups and small appliances. The back screened in porch was a peaceful retreat for morning coffee and devotions and a great place to wind down at night. The owner was very nice and accommodating. The minute we walked in we were in awe of Rosehill Cottage. We will definitely stay here again if we are in the area."
Charming Cavendish Cottage: All-Season Retreat!

Newbury Family Getaway: Walk to Lake Sunapee

2.0 star property
Newbury Family Getaway: Walk to Lake Sunapee

Breathtaking Newbury Cottage w/ Deck on Chalk Pond

9.6 out of 10, Exceptional, (46)
"My friend and I enjoyed our stay. The only issue was the thermostat controlling the stove. It was either too cold or too hot. Maybe more specific instructions for operation. Thanks for the stay!"
Breathtaking Newbury Cottage w/ Deck on Chalk Pond

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.6 out of 10, Exceptional, (9)
"This lake house is absolutely everything you would expect from a five star rated home. It is a newly renovated lake front home. The house is located about 3 miles north of Ludlow. The property was clean and well maintained. We visited on Columbus Day weekend for our daughter’s wedding. We will return some day in the summer to enjoy the lake. I would recommend this property to my family and friends. Thank you for sharing your home with us during this special time for our family. "
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Fireplace, Hiking Trails: Cozy New London Cottage

9.8 out of 10, Exceptional, (20)
"Loved the location. The cottage was so clean, bright and cheerful yet cozy. Personal and antique touches throughout the cottage were fun. We would definately stay there again and recommend it. "
Fireplace, Hiking Trails: Cozy New London Cottage

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.4 out of 10, Exceptional, (6)
"The cottage has a nice setting on the narrow end of Lake Todd. The kitchen was well stocked with kitchen utensils. Would stay here again."
Lakefront Bradford Cottage w/ Dock, Near Skiing!

Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!

9.0 out of 10, Wonderful, (38)
"Almost every window had a crack or a hole, patched only with clear tape. Some windows had no panes, just the storm windows to keep out weather. The "queen" bed is an uncomfortable full mattress on a queen frame - that's squeaks horribly every time you move. The couch bed was also very uncomfortable. The previous guests did not follow the checkout procedure and no one else ever fixed it b/c there was hair on the pillowcases when I arrived, indicating the beds were slept in and not remade with...
Rustic Bradford Cottage - 14 Miles to Sunapee Mtn!

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.6 out of 10, Exceptional, (75)
"This house is exactly as described. It is in a very attractive location with good views and is very private. The house is much larger inside than it appears from the photos but still very cozy and is well equipped. It was spotlessly clean."
Cozy Historic Hilltop Cottage with Mount Ascutney View

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (7)
"Everything was wonderful from the very beginning… The ease of booking, payment, check-in, property, check out, it was all perfect! The house was in a great neighborhood, very quaint, and just the perfect size for the six of us. Well maintained and clean, had everything we could possibly need. Highly recommend."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Hideaway Cottages, Cottage B

9.8 out of 10, Exceptional, (10)
"Great peaceful stay House is old and charming Very clean No noise Little musty "
The price is AED 841
AED 1,208 total
includes taxes & fees
3 Jan - 4 January 2025
Hideaway Cottages, Cottage B

Spruce Moose Cottage | Tiny House on 65 private acres

Spruce Moose Cottage | Tiny House on 65 private acres

Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe

9.6 out of 10, Exceptional, (4)
"This lake house has it all. Views, nature, wildlife and so many things to do. Kayak, paddleboard, fishing, boating and so much more! Highly recommend! The host is top notch! "
Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe

Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions

10.0 out of 10, Exceptional, (5)
"Short time we had there but everything was great would love to stay again for personal trip and see more of the farm "
The price is AED 896
AED 1,083 total
includes taxes & fees
5 Jan - 6 January 2025
Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"We loved our stay at the Dark Horse Cottage. It was close to everything we wanted to do. We loved being near the little creek. They thought of everything for amenities. It was perfect for what we needed. "
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
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.
Don't see what you're looking for?
See all available properties in Charlestown
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Charlestown

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AED 929
AED 1,812 total
includes taxes & fees
24 Dec - 25 Dec
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very Good, (34)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
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.

Frequently asked questions

Why book your cottage in Charlestown with Expedia?
We think that vacays should be stress-free, so if you’re searching for cottages in Charlestown at a nice price, Expedia has your back. Save money and check in to an inexpensive option far away from the downtown buzz, or splurge on an upscale cottage to treat your loved ones.
How can I find cheap cottages in Charlestown?
With Expedia’s convenient filter tool, locating cheap cottages in Charlestown couldn’t be easier. To view accommodations that’ll make your bank balance smile, narrow your search by budget, star rating and amenities.