Charlestown Vacation Rentals
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5 mi
46 rentals in Charlestown.
Farmhouse on the Connecticut River
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Private & Cozy Farmhouse in New Hampshire
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The following properties within 20 miles of Charlestown match all your filters:
Quiet country cottage
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Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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Waterfront home with magnificent sunsets on tranquil lake
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Historic Year-Round Country Retreat: 3-day minimum
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Whimsical Room & Private Bathroom in Historic Inn
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Honeymoon Suite with Jacuzzi Tub in Historic Inn
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20 minutes to Mount Sunapee, skiing close in winter... fantastic Lake in Summer
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Charming Historic Home in Vermont
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Cheerful residential home with lots of space
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Quintessential New England Lake Front Cottage minutes from Mount Sunapee
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Secluded Farmhouse Getaway - Hike, Swim, & Unwind
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Storybook Cottage, Superior Lakeside Location - Four Season Fun - Come vacation!
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15 Minutes to ski Okemo - Mountain views from this magical log home on 6 acres
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Ski, Snowboard, Hike, or just Relax at our Spacious Home for Family and Friends!
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Work, Ski, Relax - Big Restored 1860s Farmhouse
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Spacious retreat with private hot tub, game room, deck, fireplace, & W/D
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Tranquility awaits for your stay at our cherished log home on 6 secluded acres.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming farmhouse, riverfront, views, woodstove, w/d, wifi, TV, kitchen, deck
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Chester Farmhouse – peaceful and close to everything!
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1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
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Spacious dog-friendly house w/ woodstove, fenced-in yard, BBQ, wifi, w/d, TV
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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WhiSki Cabin - 12 Acres With a Mountain View!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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3-bedrooms and bath in welcoming Chester with WiFi, AC.
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic New Hampshire Home: 1 Mi to Boat Launch
Rental Home
5 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi
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Luxury stone farmhouse.Perfect for families or company retreats! Close to Okemo!
Rental Home
6 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning farmhouse-Historic village-Mins to Skiing
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Village Flat with Antique Billiards
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Room in Historic Inn! 20 Minutes to Okemo!
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Circa 1868 Chester Home-Less than 20 MIN TO OKEMO
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The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
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This tiny house is a 1 bedroom(s), 1 bathrooms, located in Chester, VT.
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King & Queen Suite in Historic Inn Circa 1780
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Lake House at Breezy Point
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Amazing Views, Skiing Nearby and Amenities Galore!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
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Lake Front Family Friendly Escape
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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This tiny house is a 1 bedroom(s), 1 bathrooms, located in Chester, VT.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Gorgeous Vermont sunrises
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Secluded Paradise - Private 1st Floor Apt. - Country Setting
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1794 Pioneer House - Renovated, No Cleaning Fee
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Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
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Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rustic 150-year-old farmhouse, Jacuzzi included
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Showing results 1-46 of 46
Frequently Asked Questions about Charlestown
- Yes, here are some popular vacation rentals in Charlestown that have a pool:See all vacation rentals with a pool in Charlestown on Tripadvisor
- Yes, here are some popular vacation rentals in Charlestown that have internet access:See all vacation rentals in Charlestown on Tripadvisor
- The best pet friendly rentals in Charlestown are:See all pet friendly vacation rentals in Charlestown on Tripadvisor
- Some of the most popular kid friendly rentals in Charlestown are:See all kid friendly vacation rentals in Charlestown on Tripadvisor
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