Cheshire Area, New Hampshire Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Cheshire Area, New Hampshire on RentalSaver.com!

Cheshire Area Rentals

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VRBO
Charming finely detailed cottage overlooking the mountains of NH & VT
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Cottage at Skycroft Farm is a recently thoroughly renovated guest house of a 13 acre historic estate, and the cottag ...
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VRBO
From $432 per night (USD)
VRBO
Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful waterfront home on Rockwood Pond in Fitzwilliam, NH. Over 160 feet of waterfront. Western facing with mountai ...
From $432 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Beautiful, Country Home in the Monadnock Region of NH
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
If you want to experience country living in New England at its' best, then take a look at this renovated Antique Cape o ...
From $175 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Granite Gables
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Unwind on Granite Lake at this thoughtfully renovated historic property. Private beach, beautiful views and tasteful dec ...
From $800 per night (USD)
VRBO
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VRBO
Old Chesham Road
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience enchanting moments in this newly constructed home nestled on an incline, offering a captivating panorama of M ...
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VRBO
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VRBO
Lake Cottage Retreat on Harrisville Pond in the Monadnock region of NH
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking to get away from busy city / suburban life? We’ve got a wonderful lakeside location on Harrisville Pond in Harri ...
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VRBO
From $242 per night (USD)
VRBO
Spacious and comfortable home on a 250 Acre Private Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
If you’re looking for the ultimate cozy getaway deep in the country, you have found it at the end of a mile-and-a-half d ...
From $242 per night (USD)
VRBO
From $195 per night (USD)
VRBO
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently updated private cottage on Pool Pond. 2 bedrooms, 1 and a half baths, sleeps 6 people comfortably. With all the ...
From $195 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Cozy Lakefront Cottage On Forest Lake- Live the Lake Life!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet, peaceful lakefront cottage on Forest Lake in Southern New Hampshire. Enjoy an unforgettable week living the lake ...
From $275 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Cozy 2 BR Apartment in Quaint New England Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome! Located in the heart of idyllic New England, Walpole, NH. Within walking distance to a quaint downtown and acce ...
From $150 per night (USD)
VRBO
$3BR Private Vacay Mountain \/ Lakehouse, Ski, Lg Parking$
From $365 per night (USD)
VRBO
3BR Private Vacay Mountain \/ Lakehouse, Ski, Lg Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful 3BR Cape located in Lake Ashuelot Estates, beach, tennis courts, bball court. ATV trails all the way to Canada ...
From $365 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Valley House - Spacious Washington Family Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Escape to our cozy home designed for unforgettable family getaways. Nestled on a quiet road, it's a haven for families s ...
From $416 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Village Flat with Antique Billiards
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Charming, but spacious entire first floor apartment nestled in the center of the Bellows Falls village, a short 5 minute ...
From $138 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Family Cottage On Pristine Lake Nubanusit
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Gorgeous 1929 cabin built by master carpenter. Nestled among tall hemlocks, the Gurney Cottage is a sturdy wood frame ...
From $372 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Cozy Lakefront Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming waterfront house located steps from Lake Monomonac. Enjoy all the lake has to offer including a boat launch on ...
From $175 per night (USD)
VRBO
$Timeless Red Sox Retreat w\/ Scenic Mountain Views!$
From $524 per night (USD)
Expedia
Timeless Red Sox Retreat w\/ Scenic Mountain Views!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Relive the glory days at 'The Splendid Splinter,' the former home of Red Sox star Ted Williams and his Vogue model wife, ...
From $524 per night (USD)
Expedia
$Studio Close to Downtown w\/ Trail Access$
From $83 per night (USD)
VRBO
Studio Close to Downtown w\/ Trail Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relax surrounded by history in a recently renovated 1800’s home in Southern Vermont. Enjoy extensive gardens bordered by ...
From $83 per night (USD)
VRBO
$Garden View In-Town Retreat w\/ Trail Access$
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VRBO
Garden View In-Town Retreat w\/ Trail Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relax surrounded by history in a recently renovated 1800’s home in Southern Vermont. Our extensive gardens are a sanctua ...
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VRBO
$Fully Furnished\/Pet Friendly!$
From $86 per night (USD)
VRBO
Fully Furnished\/Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Traveling professionals take note; this cozy third floor apartment comes with all the comforts of home. Fully furnished ...
From $86 per night (USD)
VRBO
$Fully furnished\/everything included\/Pet Friendly!$
From $89 per night (USD)
VRBO
Fully furnished\/everything included\/Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Well appointed, fully furnished 1 or 2 bedroom apartment with an office (or second bedroom) located on the second floor ...
From $89 per night (USD)
VRBO
From $563 per night (USD)
VRBO
AN AMAZING GETAWAY FOR THE WHOLE FAMILY!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful 4800sqft Year-round log cabin on a clear unobstructed view lakefront lot with 200ft shoreline and 2 docks. Pub ...
From $563 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Relaxing lake front, big deck, sandy beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint cottage set on Lake Monomonac. Great for those who want to sit back and relax. Also perfect for those who are m ...
From $225 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Secluded Paradise - Private 1st Floor Apt. - Country Setting
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We've created a private, 1st floor getaway for you in our historic 1863 home in Southern Vermont. This is a wonderful re ...
From $119 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Lakefront Cottage in a Quiet, Beautiful Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This rustic lake home is all about location. Sited broadly on the east side of White Pond (43ac), perfect for the early ...
From $250 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Secluded Lake House, Private Beach For Swimming or Boating, Kids & Pets Welcome
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This home is the perfect place for families with pets and kids who want to get away from it all. The house is located of ...
From $497 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Spacious Family Lake & Ski House
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
We are excited to offer large 5 bedroom, 3 bath house, with room for family to gather. The property is located on 250 a ...
From $262 per night (USD)
VRBO
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VRBO
A spacious one bedroom apartment on a family farm in beautiful Monadnock Region.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our home is a Tech-Built Pre-Fab, Mid-Century Modern house built in 1958 and the apartment is on the bottom floor with i ...
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VRBO
From $245 per night (USD)
VRBO
Spacious, Sunny Lake House. Close to ski trails.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Windsor Hills is located on 225+ acres of beautiful woodland in southern New Hampshire. The property was previously used ...
From $245 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Rustic Updated Cozy Lake House! Close to skiing!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Windsor Hills is located on 225+ acres of beautiful woodland in southern New Hampshire. The property was previously used ...
From $221 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Outdoor Playground on Lake and Close to Skiing
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
Windsor Hills is located on 225+ acres of beautiful woodland in southern New Hampshire. The property was previously used ...
From $165 per night (USD)
VRBO
$Large, Comfy Family House w\/ Lake & Beach access$
From $238 per night (USD)
VRBO
Large, Comfy Family House w\/ Lake & Beach access
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Bring the whole family with you for some fun in the sun. The house is located on a 250 acre former youth camp, and if yo ...
From $238 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Log Home In Secluded Lake Ashuelot Estates
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
New to VRBO/Home Away. Come stay at our newly Built 2011 Log Home in Desirable Lake Ashuelot Estates. The House has 2.5 ...
From $194 per night (USD)
VRBO
From $205 per night (USD)
VRBO
Downtown apartment ideal location to everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful one bedroom apartment in downtown Brattleboro. The space Beautiful downtown apartment on second floor walk up, ...
From $205 per night (USD)
VRBO
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Expedia
Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to paradise at our stunning waterfront property on Lake Monomonac, offering year-round activities and endless opp ...
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Expedia
From $236 per night (USD)
VRBO
Copley’s Guest House on Lake Monomonac
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Brand New- updated photos to come! A very unique, beautifully designed Belgium Farmhouse Guesthouse located above a gara ...
From $236 per night (USD)
VRBO
From $818 per night (USD)
VRBO
Copley's Lakefront Cottage on Lake Monomonac
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Brand New- updated photos to come! A very unique, beautifully designed Belgium Farm House on Lake Monomonac, who's water ...
From $818 per night (USD)
VRBO
$'Red Sweetheart Barn Studio' w\/ Mtn & River Views!$
From $257 per night (USD)
VRBO
'Red Sweetheart Barn Studio' w\/ Mtn & River Views!
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
The opportunity of a lifetime awaits when you book this Westminster vacation rental-previously owned by former Miss Verm ...
From $257 per night (USD)
VRBO
$Luxurious Home w\/ View of the CT River$
From $765 per night (USD)
VRBO
Luxurious Home w\/ View of the CT River
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This 5400 sqft, 5 bedroom, Mid Century Modern home sits in a private neighborhood overlooking the CT River and mountains ...
From $765 per night (USD)
VRBO
$Lake Front w\/ Sandy Beach & Large Deck on Lake Monomonac NH\/MA$
From $225 per night (USD)
VRBO
Lake Front w\/ Sandy Beach & Large Deck on Lake Monomonac NH\/MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy lake life at its best! This renovated home on lake Monomonac has great outdoor space with a large deck, screened i ...
From $225 per night (USD)
VRBO
From $998 per night (USD)
VRBO
Copley's Lakefront Cottage and Guest House on its own Peninsula
Bedrooms:
4
Bathrooms:
4
Sleeps:
18
A very unique, beautifully designed Belgium Farm House on Lake Monomonac, who's waters straddle both Massachusetts and N ...
From $998 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Cozy home in Brattleboro
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the picturesque charm of Brattleboro, Vermont, and make our historic 3-bedroom, 2-bathroom home your haven dur ...
From $174 per night (USD)
VRBO
From $541 per night (USD)
VRBO
Amazing Lakefront property, Private in ground pool, Epic views of Lake Monomonac
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Escape to our stunning waterfront property on Lake Monomonac! With 200 ft of lake frontage, private boat docks, and a be ...
From $541 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Cozy 'Green Mountain Chalet' in Putney Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Check out of the monotonous routines of everyday life and check in to this dreamy 1-bedroom, 1-bath vacation rental. Sit ...
From $211 per night (USD)
VRBO
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VRBO
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful newly renovated historic home on a quiet street in Brattleboro. 3 beautiful bedrooms, 1 Queen, 1 Full, and 2 t ...
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VRBO
$Washington Vacation Rental w\/ Lake Access & Grill!$
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VRBO
Washington Vacation Rental w\/ Lake Access & Grill!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Live out your waterfront dreams at this charming 3-bedroom, 2-bathroom cabin in Washington, New Hampshire! Situated near ...
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VRBO
From $140 per night (USD)
Expedia
Cozy Camp in the woods surrounded by nature.!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hidden camp in the woods surrounded by peaceful nature. In walking distance to Asheulot Lake. Hiking and biking trails r ...
From $140 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wake up in the loft to the beautiful sunrise view over the pond. Enjoy our open concept, sunlit home, just steps away f ...
From $238 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Gorgeous Waterfront Cottage with Views to Die For!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
The Cottage at Long Pond is a modern, up-to-date 1,585sf home beautifully sited on 3/4 acres with 385 feet of direct wat ...
From $250 per night (USD)
VRBO
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VRBO
Modern apartment close to town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a stylish experience at this centrally-located place. Modern open concept, 2 bedroom apartment in ell addition off ...
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VRBO

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Cheshire Area Rentals

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Results: 149 Rentals