Photo by The Curious Zephyr

Search Vacation Homes 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 473 Vacation Homes in Charlestown with updated reviews, rates, and availability.

Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

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 SAR 1,329
SAR 2,199 total
includes taxes & fees
16 Apr - 17 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
Potter's Place | House in Jamaica with mountain views
Fridge, microwave, oven, stovetop

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
Terrace/patio

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

8.0 out of 10, Very Good, (39)
"Really awesome hot tub. The Jets were the strongest Jets I’ve ever felt. I loved it. It’s about a four or five minute walk in ski boots to get to the trail.House was adequately stocked for cooking. I do always bring my own pans and knives.They need to restock the forks apparently everybody must’ve thrown them in the garbage. Overall, great house I’d recommend it for families with kids."
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
Property grounds

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

9.8 out of 10, Exceptional, (206)
"Only a 4 minute drive from the slopes!"
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
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (107)
"The property is welcoming, well-stocked, and has a great location. We enjoyed our stay and look forward to returning!"
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Rustic "Big Red" Cottage near Sunapee and New London
TV, fireplace, books, stereo

Rustic "Big Red" Cottage near Sunapee and New London

10.0 out of 10, Exceptional, (10)
"This house is so nice. It's spacious and clean and well appointed with all the little details. Also the beds are very comfortable. We really enjoyed our stay!"
The price is SAR 1,175
SAR 2,854 total
includes taxes & fees
20 Apr - 21 Apr
Rustic "Big Red" Cottage near Sunapee and New London
Family Friendly Hilltop House In Putney Vermont
Exterior

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 SAR 732
SAR 1,269 total
includes taxes & fees
16 Apr - 17 Apr
Family Friendly Hilltop House In Putney Vermont
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
Exterior

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!
Exterior

Lakefront Family Home w/ Dock in Newport!

10.0 out of 10, Exceptional, (2)
"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
1 bedroom, internet, bed sheets

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

9.2 out of 10, Wonderful, (5)
"Nice little apartment. Very clean. The only drawback would be the lack of seating. The bedroom is bigger than the living room/kitchenette and there is only a small couch to sit on. We had three people in the apartment and my son sat in the floor in the evening when we were hanging out. "
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
Pet-Friendly Claremont Vacation Rental!
Terrace/patio

Pet-Friendly Claremont Vacation Rental!

8.8 out of 10, Excellent, (5)
"Only will stay here! "
Pet-Friendly Claremont Vacation Rental!
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Exterior

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
Exterior

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
3 bedrooms, internet, bed sheets

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
Interior

Sunapee Barn Retreat

10.0 out of 10, Exceptional, (11)
"We had a terrific stay. Thank you! "
Sunapee Barn Retreat
Whimsical Room & Private Bathroom in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Whimsical Room & Private Bathroom in Historic Inn

8.6 out of 10, Excellent, (8)
"Lovely"
The price is SAR 338
SAR 588 total
includes taxes & fees
29 Apr - 30 Apr
Whimsical Room & Private Bathroom in Historic Inn
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Exterior

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
Fridge, microwave, oven, stovetop

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
Property grounds

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!
Fridge, microwave, oven, stovetop

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.
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
Sign in
Sign up, it's free

Other property types in Charlestown

Cozy Crescent Cottage
Terrace/patio

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"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 Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"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 SAR 638
SAR 1,366 total
includes taxes & fees
24 Apr - 25 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds

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

9.8 out of 10, Exceptional, (206)
"Only a 4 minute drive from the slopes!"
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.