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Compare 470 Vacation Homes in Charlestown with updated reviews, rates, and availability.

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,102
AED 1,909 total
includes taxes & fees
3 Apr - 4 Apr
Cozy Home Near Downtown, Shops, and Restaurants.

Potter's Place | House in Jamaica with mountain views

9.6 out of 10, Exceptional, (4)
"Stayed at this lovely home for a short weekend trip in the winter. Very convenient location, clean and well kept. Be sure to have AWD and proper tires if you visit in the winter!"
Potter's Place | House in Jamaica with mountain views

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

8.2 out of 10, Very Good, (36)
"Had a business retreat with 6 associates. The cabin was great and operated as one would expect for a ski cabin. Nice fire place and hot tub. The TVs are older so they have a hard time connecting to the WIFI for Netflix, Prime, etc. I recommend bringing agame console aor "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (205)
"If your looking for beauty nature and comfort this cozy cottage surpassed our expectations our dog loved the lake and ducks and snow we lived ludlow okemo woodstock and Westin all so close great location and our host was wonderful prompt response with any questions and added a night last minute for us thanks so much Kristin "
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

10.0 out of 10, Exceptional, (105)
"Great house. Great location. Clean and well stocked house "
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

Rustic "Big Red" Cottage near Sunapee and New London

10.0 out of 10, Exceptional, (9)
"The property managers were proactive and very responsive. The house was the perfect fit on gorgeous property and suited to all our needs. Highly recommended for large groups!"
The price is AED 1,150
AED 2,794 total
includes taxes & fees
26 Mar - 27 Mar
Rustic "Big Red" Cottage near Sunapee and New London

Family Friendly Hilltop House In Putney Vermont

9.6 out of 10, Exceptional, (54)
"We were caught in the winter storm, and the host was so kind in helping us navigate our car situation. Our kids had such a great time playing in the snow, exploring the books and games they had. "
The price is AED 716
AED 1,242 total
includes taxes & fees
26 Mar - 27 Mar
Family Friendly Hilltop House In Putney Vermont

Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!

10.0 out of 10, Exceptional, (27)
"We rented this house to attend a family wedding in Sunapee. It was immaculately clean, beautifully decorated, comfortable beds, crafts and games and a movie room, and a ton of space for all. We had a wonderful stay, thanks very much. "
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!

Lakefront Family Home w/ Dock in Newport!

10.0 out of 10, Exceptional, (1)
"The house was beautiful inside and out. Everything was very clean and very comfortable, and the view of the lake was outstanding. For the winter months the lower level with the pool table was cold, but we were still able to enjoy it. The host of the property had exceptionally good communication and was attentive and helpful. We were very happy with our stay and would definitely go back again. "
Lakefront Family Home w/ Dock in Newport!

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

9.0 out of 10, Wonderful, (4)
"Great value and location to Okemo. Place was comfortable and clean and to our surprise there was a refrigerator that wasn’t noted in the listing that came in very handy. Would stay again."
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

Pet-Friendly Claremont Vacation Rental!

8.6 out of 10, Excellent, (4)
"We were VERY pleasantly surprised to see a Christmas tree and a fully decorated house! The kids absolutely loved it. That said, the house in general was child friendly in every way - dinnerware and utensils, toys, appropriate sleeping options, and others. It was perfect for meeting familu from all over!"
Pet-Friendly Claremont Vacation Rental!

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (35)
"Property was super clean and SO CLOSE to the mountain. Everything was perfect- no complaints! "
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"I had an amazing time with my family, I will definitely be coming back "
Okemo Mountain Lodging

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Sunapee Barn Retreat

10.0 out of 10, Exceptional, (10)
"We had a terrific stay. Thank you! "
Sunapee Barn Retreat

Whimsical Room & Private Bathroom in Historic Inn

8.6 out of 10, Excellent, (8)
"Lovely"
The price is AED 331
AED 576 total
includes taxes & fees
30 Mar - 31 Mar
Whimsical Room & Private Bathroom in Historic Inn

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

10.0 out of 10, Exceptional, (8)
"The Sugar River Treehouse is thoughtfully designed providing all the amenities needed. We thoroughly enjoyed being able to experience a unique setting with our two dogs. We plan on returning in the summer to enjoy the benefits of the Sugar River. "
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

9.6 out of 10, Exceptional, (20)
"Great place for our guys weekend. Place was clean and beds were comfortable. Would definitely rent again."
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

Quaint lakefront home with a private deck, firepit, and dock

9.4 out of 10, Exceptional, (93)
"We rented this property to be close to skiing at Okemo. Here are things we wanted to share:Location: it's a 5 minute drive to Okemo - fantastic! The cottage is at the base of Lake Pauline, directly across from a busy road. The road noise was noticeable, and it was winter with windows closed. It was not a secluded cabin in the woods.Check in: the code did not work. When we contacted Vacasa, we were told that they could reset the door code remotely. The back door was not locked, so we got in...
Quaint lakefront home with a private deck, firepit, and dock

Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!

10.0 out of 10, Exceptional, (35)
"Cozy, comfortable. Quiet place in the country. Such a wonder place for a friends weekend away."
Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
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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Other property types in Charlestown

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (155)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is AED 624
AED 1,358 total
includes taxes & fees
26 Mar - 27 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very Good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo

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 386
AED 961 total
includes taxes & fees
7 Apr - 8 Apr
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
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.