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Compare 473 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 1,300
AED 2,148 total
includes taxes & fees
5 May - 6 May
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

8.0 out of 10, Very Good, (38)
"This place was great for my family and I. It is very close to Okemo and town "
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)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
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, (107)
"Great house for our family of 7. Plenty of room in the house to spread out. Enjoyed the fireplace - plenty of wood provided."
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness

10.0 out of 10, Exceptional, (10)
"Loved every minute! And close to cross country ski course!"
The price is AED 1,150
AED 2,794 total
includes taxes & fees
5 May - 6 May
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness

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 1,251 total
includes taxes & fees
2 May - 3 May
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)
"Great location! Close to town but felt relaxed and peaceful. Would definitely look to rent this house again."
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!

Lakefront Family Home w/ Dock in Newport!

Lakefront Family Home w/ Dock in Newport!

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

9.2 out of 10, Wonderful, (5)
"Close to skiing"
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

Pet-Friendly Claremont Vacation Rental!

8.8 out of 10, Excellent, (5)
"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, (36)
"Great space for our 3 families. Would book again."
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)
"We are so impressed with the lodging. We will definitely be back. "
Okemo Mountain Lodging

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

7.0 out of 10, Good, (15)
"We enjoyed our stay. AWD is a must for the driveway. The number of security cameras around the property is uncomfortable."
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Sunapee Barn Retreat

10.0 out of 10, Exceptional, (11)
"I was here with my girls and their kids to visit my mom and my sister who live in NH and havent got to visit in 4 yrs. Was the perfect space for everyone to visit and spend time together. Everything was perfect as far as space and beauty and luxury."
Sunapee Barn Retreat

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"The room was really cozy and the community area was quaint and comfortable. "
The price is AED 437
AED 695 total
includes taxes & fees
2 May - 3 May
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)
"This place is so cute! It has everything you need, very clean, beds are comfy and it’s so cozy. The owner is very quick to respond with any questions. We highly recommend it here!"
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)
"Perfect location between okemo and Killington. House was great with awesome views."
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)
"Comfortable, clean, great location. Privacy, fire pit, water front."
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)
"We've stay at this beautiful cottage in Cornish multiple times and it never fails to deliver on beautiful scenery, peaceful quiet and an incredible location."
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

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"We had a wonderful long weekend stay at the cottage on Crescent Lake! The place has all of the amenities that you need for a relaxing and fun filled time on the lake. We will definitely be back for another stay next year!"
Cozy Crescent Cottage

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is AED 624
AED 1,345 total
includes taxes & fees
1 May - 2 May
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

9.8 out of 10, Exceptional, (205)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
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.