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Compare 394 Vacation Homes in Charlestown with updated reviews, rates, and availability.

Okemo Mountain Lodging
Exterior
Okemo Mountain Lodging
3.5 star property
7.6 out of 10, Good, (26)
"I had an amazing time with my family, I will definitely be coming back "
Okemo Mountain Lodging
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
10.0 out of 10, Exceptional, (37)
"Recently held a staff retreat here, and it was amazing. The space is clean, and has everything you need for a great stay. Host was super responsive. Thank you!"
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Beautiful, private log cabin with huge, relaxing screened porch
Exterior
Beautiful, private log cabin with huge, relaxing screened porch
10.0 out of 10, Exceptional, (30)
"We had a wonderful, quiet and relaxing time. Plenty of rooms for every guest. The veranda is very special. We will go back again and we would recommend it. The Host, Beth, was welcoming and helpful."
Beautiful, private log cabin with huge, relaxing screened porch
Lakefront 5-BR Chalet 15-Min. to Mt. Sunapee
DJI_0433LR.jpg
Lakefront 5-BR Chalet 15-Min. to Mt. Sunapee
10.0 out of 10, Exceptional, (8)
"Great spot on Chalk Pond! Nice spacious home with plenty of bedrooms. Beautiful view of the pond. Easy to get into the water for swimming or boating or bob paddle boarding . Loved the hot tub and decks which were safe for our 2 year old granddaughter. Nice playground and tennis court down the street. Close to lake sunapee state park."
Lakefront 5-BR Chalet 15-Min. to Mt. Sunapee
Ski on, ski off trailside condo at Okemo
Living area
Ski on, ski off trailside condo at Okemo
10.0 out of 10, Exceptional, (54)
"Being a ski in/out condo has it's perks. We had a great day skiing and skied back to the condo content for the day. A couple of younger guys decided at 3:30 to go for a few more runs. They were up and boarding in about 2 minutes and got in a great run on Nor'easter and one other. Couldn't do that without a ski in/out unit. Cleaning was a little suspect and the dishwasher was still full of dirty dishes upon arrival, but made do. Thanks."
Ski on, ski off trailside condo at Okemo
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Warm and cozy inside
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (110)
"A private mountain getaway. Very clean home with all the supplies you need for cooking. We enjoyed our stay in the summer with the areas beautiful views and look forward to seeing it in the winter time!!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Plenty of private open space to explore with the whole family!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (46)
"The house was just as described, we could walk from the property to the trail that was only a few hundred feet from one of the streams that feeds West River. The pool was a big hit! Not heated but the solar cover kept the water nice, and the grill down by the pool was great for having lunch. 3 generations truly enjoyed our stay and we were able to see some amazing wildlife. Lots of places to hike and enjoy the River and falls. Jelly mill falls was one of our favorites. Jordan was...
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Log manor on 65 private acres of land with entertaining amenities & hot tub
Log manor on 65 private acres of land with entertaining amenities & hot tub
9.8 out of 10, Exceptional, (6)
"Great property and beautiful views. Not too far from Killington. A wonderful trip to remember. Would definitely stay here again."
Log manor on 65 private acres of land with entertaining amenities & hot tub
NH TREEHOUSE LIFE - Stay in a real treehouse!
Private kitchen
NH TREEHOUSE LIFE - Stay in a real treehouse!
10.0 out of 10, Exceptional, (11)
"Fantastic stay out in the wilderness! Very gracious and hospitable host, it was an AMAZING weekend! Would highly recommend and will probably be back! "
The price is SAR 938
SAR 1,396 total
includes taxes & fees
29 Sep - 30 Sep
NH TREEHOUSE LIFE - Stay in a real treehouse!
Idyllic Lakefront House Suited Two Families
View from deck
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (150)
"Beautiful lake, kayaking, backyard firepit, hiking , such a fun area with a lot to explore.nearby, "
Idyllic Lakefront House Suited Two Families
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Lake
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (198)
"We had a great and restful stay. The house was exactly as listed. Views were great with ducks, beaver and a family of deer. Good fishing from the dock. This is in my top 3 of all places at which we have stayed! Definitely recommended!!!"
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
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
9.0 out of 10, Wonderful, (20)
"This is a great cabin with stunning views!"
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Enjoy the expansive views from our cozy living room
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
9.8 out of 10, Exceptional, (30)
"Had a nice summer kickoff weekend with a few friends and their families. House had all the necessities and was a great layout for group meals and fire pit action."
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Interior
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
10.0 out of 10, Exceptional, (83)
"Great location, well kept, nicely decorated complete with fall decor, very clean, comfortable beds. We absolutely loved our stay and hope to come again! "
The price is SAR 701
SAR 1,465 total
includes taxes & fees
22 Oct - 23 Oct
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Hilltop Home with Great Views
Exterior
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
Walk to Newbury Harbor, Minutes to Sunapee Mountain and State Beach.
Great Room
Walk to Newbury Harbor, Minutes to Sunapee Mountain and State Beach.
9.6 out of 10, Exceptional, (24)
"This was the shortest overnight just to rest our heads before an early awakening for a morning hike. If I had know about this place when my children were small this would have been our go to spot for our annual vacations. Beautiful location. Completely kid friendly house. When you walk in it has that damp smell and you think, oh no, is this going to be ok? And then you walk upstairs into the primary living space and it’s completely lovely and you remind yourself this is a lake house in the...
The price is SAR 634
SAR 1,123 total
includes taxes & fees
29 Sep - 30 Sep
Walk to Newbury Harbor, Minutes to Sunapee Mountain and State Beach.
Idyllic 5-BR Chalet 1-min to Okemo
Idyllic 5-BR Chalet 1-min to Okemo
Idyllic 5-BR Chalet 1-min to Okemo
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Pool
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
10.0 out of 10, Exceptional, (5)
"My husband and I stayed here for the long Labor Day weekend. The property is just as described on the website, really cute little cottage nestled in the trees. You can walk right down to Sugar River, and there are chairs set up down there if you want to sit. There is a campground across the river and there was some noise from over there, but it was never too much and it never went late. The house itself has everything you might need, towels and sheets were provided which was great. The only...
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Birch Lodge - mountain views, hottub, minutes to Okemo!
Birch Lodge - mountain views, hottub, minutes to Okemo!
10.0 out of 10, Exceptional, (7)
"I stayed here with my husband, our three kids and my Dad. We had plenty of room for everyone and all the accommodations needed for a wonderful weekend in the peaceful mountains. We will definitely be back!"
Birch Lodge - mountain views, hottub, minutes to Okemo!
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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

Breathtaking Newbury Cottage w/ Deck on Chalk Pond
Newbury Vacation Rental | 2BR | 1BA | 750 Sq Ft | Stairs Required
Breathtaking Newbury Cottage w/ Deck on Chalk Pond
9.6 out of 10, Exceptional, (39)
"I cannot say enough about this property. I love it enough to buy it, so that says a lot. I stayed with my 3 kids. We fished, kayaked, and swam for the weekend. The house is equipped with all of the basics needed for a comfortable vacation. The beds were great. The home seemed recently renovated and was clean. There's a few local restaurants nearby"
Breathtaking Newbury Cottage w/ Deck on Chalk Pond
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
10.0 out of 10, Exceptional, (37)
"Recently held a staff retreat here, and it was amazing. The space is clean, and has everything you need for a great stay. Host was super responsive. Thank you!"
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
9.2 out of 10, Wonderful, (16)
"Many years ago my husband and I had summer access to an identical condo to this one in Solitude Village on Mt. Okemo, so this past week was a real walk down memory lane! The condo was lovely…very clean and well appointed, with sweeping views of the mountains from the master bedroom and living room. The king mattress was very comfortable, and the numerous linens available were fresh, plentiful and high-end. The grounds of Solitude were exquisitely maintained, and while these units do not have AC,...
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
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.