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Compare 387 Vacation Homes in Charlestown with updated reviews, rates, and availability.

Rustic "Big Red" Cottage near Sunapee and New London

The price is SAR 1,221
SAR 2,882 total
includes taxes & fees
6 Jan - 7 January 2025
Rustic "Big Red" Cottage near Sunapee and New London

New Ludlow Village Home with Stunning Okemo Mountain View

The price is SAR 2,246
SAR 3,955 total
includes taxes & fees
3 Jan - 4 January 2025
New Ludlow Village Home with Stunning Okemo Mountain View

Charming 3-bedroom house in Ludlow with WiFi access

Charming 3-bedroom house in Ludlow with WiFi access

The Green Mountain Chapel // Old Church repositioned into 3 BR

2.0 star property
10.0 out of 10, Exceptional, (11)
"I really loved this place and plan to return. Every thing about this chapel was gorgeous! The openness of the house was perfect and allows for being able to see the stunning stained glass from just about anywhere you are. The bathrooms were fantastic. This was the only place I've rented out that actually had the warm cozy home feel which we really loved. I also very much love that he had actual art around the chapel. I also greatly appreciate Tylers communication with the check-in process and...
The Green Mountain Chapel // Old Church repositioned into 3 BR

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

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

Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

9.8 out of 10, Exceptional, (91)
"Great weekend! Don't be deceived by your first impression when pulling in. This home is huge ! The setting is private and quiet. Two family rooms provide space for younger ones. Large dining room table is great for meals and games. Kitchen is well equipped. Usable outdoor space is small but a large patio is located next to the woods and has a large hot tub, table that seats 6 , firepit, and a gas grill. This is where we spent our evenings."
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

River House

2.0 star property
10.0 out of 10, Exceptional, (5)
"This property is newly renovated, exceptionally clean, well located next to the river, and uniquely decorated with owner created and produced items from dish sets to pillows and various artworks throughout the home. The hosts, Noelle and Eric, were extremely helpful with explaining the house and surroundings to us, and were always available for any questions or needs that we might have. A really exceptional house with gracious hosts nearby. Highly recommended and we hope to visit again."
River House

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (113)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

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

9.4 out of 10, Exceptional, (92)
"We wanted to visit VT and decided to rent this beautiful little home on quiet Lake Pauline in Ludlow. We were not disappointed in any way. Serene location, clean, cozy, and welcoming home, excellent nearby restaurants and other attractions.A great 50th anniversary getaway!"
Quaint lakefront home with a private deck, firepit, and dock

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

9.8 out of 10, Exceptional, (199)
"We had a wonderful 4 days/nights at Cozy Cottage. Perfectly named, well appointed decor and comfortable beds. Perfect for families. The fire pit, kayaks and conoe along with the string lights and sitting areas to watch the wood ducks and beaver family was the perfect way to decompress from the rat race."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (22)
"This is a great cabin with stunning views!"
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC

10.0 out of 10, Exceptional, (4)
3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC

Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

10.0 out of 10, Exceptional, (40)
"This property was great way to spend the weekend with friends. The kitchen was well equipped, and the living room was very spacious, and the bedrooms were comfortable especially the master bedroom. I would recommend this property for anyone and would be happy to stay again when we are in the area."
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

Chic Farmhouse Decor | Deck w/View

10.0 out of 10, Exceptional, (47)
"My family of 3 on our golden stayed at this home for 5 days while our son was recovering from knee surgery. The kitchen is large, well stocked and perfect for cooking which was a key feature for us. Whatever was missing was quickly brought over by Caitlin who was incredibly responsive, kind and very helpful. She went above and beyond. The beds were super comfortable, great woods in back to walk your dog with nearby trails a few minutes away for hiking. We will be back for sure. It’s rare to...
The price is SAR 751
SAR 1,603 total
includes taxes & fees
14 Jan - 15 January 2025
Chic Farmhouse Decor | Deck w/View

Hilltop Home with Great Views

9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
Hilltop Home with Great Views

Updated Village Victorian on Ski Shuttle, walk to all amenties in town!

9.4 out of 10, Exceptional, (27)
"The house is beautifully remodeled. The wood work is amazing. Beds were comfortable and we had everything we needed."
Updated Village Victorian on Ski Shuttle, walk to all amenties in town!

Okemo Mountain View Retreat

10.0 out of 10, Exceptional, (7)
"What a wonderful stay! The easy and seamless check-in process was the perfect start to our family getaway. We were thrilled to find the house in immaculate condition upon arrival, and the breathtaking view of Okemo Mountain took our breath away! The kitchen was a chef's dream, fully stocked with every imaginable tool and appliance needed to create our holiday feasts. The comfortable beds ensured a good night's sleep for everyone, and the game room was a lifesaver – it kept the kids...
Okemo Mountain View Retreat

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

10.0 out of 10, Exceptional, (6)
"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

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

10.0 out of 10, Exceptional, (32)
"Great space for our 3 families. Would book again."
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
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

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 SAR 950
SAR 1,853 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.