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

From $648 per night (USD)
VRBO
Magic Lakehouse, Waterfront, Private Beach and Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Beautiful lake front home on a private island on Lake Monomonac in Rindge, NH. This home is set on a quiet cove where yo ...
From $648 per night (USD)
VRBO
From $517 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 $517 per night (USD)
VRBO
From $573 per night (USD)
VRBO
Spectacular lake house with private dock, beach area & gorgeous views
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Over 100 feet of private waterfront await you outside your door at this spacious lake house on Lake Monomonac. With all ...
From $573 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Kilburn Cottage is perfect for families, friends or an extended stay. Enjoy a quiet country setting while being in t ...
From $271 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Scenic views with 100 feet of private lake frontage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful recently renovated 2 bedroom/1 bath condo, accentuated with natural tongue and groove pine. Rental includes la ...
From $277 per night (USD)
VRBO
From $173 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 $173 per night (USD)
VRBO
From $273 per night (USD)
VRBO
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Bedrooms:
1
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 $273 per night (USD)
VRBO
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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 ...
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Expedia
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Cozy Lakefront Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming waterfront house located steps from Lake Monomonac. Enjoy all the lake has to offer with your own dock and pad ...
From $216 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Village Flat with Antique Billiards
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Charming, but spacious entire first floor apartment nestled in the center of the Bellows Falls village, a short 5 minute ...
From $173 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Amazing Views, Skiing Nearby and Amenities Galore!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Discover your perfect getaway at our stunning rental, nestled in the heart of Rockingham. Boasting breathtaking views, t ...
From $541 per night (USD)
Expedia
Click For Pricing
VRBO
Large Sunny Downtown Artisanal Vermont Home w/ Porch, Private Chef, and Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Located in Brattleboro, this lovely house boasts 4 bedrooms including a queen bed, full bed, crib, and twin bed. With 2 ...
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VRBO
From $84 per night (USD)
Expedia
Cozy 1-bedroom apartment in delightful Brattleboro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this apartment your home away from home while you visit Brattleboro. Nestled in a serene and enchanting setting ...
From $84 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Large, Comfy Family House w/ Lake & Beach access
Bedrooms:
2
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 $384 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Lakefront Cabin in Beautiful, Quiet Location
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Located just 90 minutes from Boston, this White Pond cabin offers lakefront living within reach of all New England. The ...
From $262 per night (USD)
Expedia
From $282 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 $282 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Outdoor Playground on Lake and Close to Skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Windsor Hills is located on 225+ acres of beautiful woodland in southern New Hampshire. The property was previously used ...
From $268 per night (USD)
VRBO
From $733 per night (USD)
VRBO
3 NIGHT SEPT & OCT SPECIAL REDUCED RATE FRI, SAT AND SUN!
Bedrooms:
2
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 $733 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Relaxing lake front, big deck, sandy beach
Bedrooms:
1
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 $304 per night (USD)
VRBO
From $85 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 $85 per night (USD)
VRBO
From $76 per night (USD)
VRBO
Fully Furnished 2bdrm/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 $76 per night (USD)
VRBO
From $535 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 $535 per night (USD)
VRBO
From $136 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 $136 per night (USD)
VRBO
From $378 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 $378 per night (USD)
VRBO
From $257 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 $257 per night (USD)
VRBO
From $262 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 $262 per night (USD)
VRBO
From $302 per night (USD)
VRBO
'Red Sweetheart Barn Studio' w/ Mtn & River Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The opportunity of a lifetime awaits when you book this Westminster vacation rental-previously owned by former Miss Verm ...
From $302 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Modern Waterfront Gem w/ Dock on Lake Monomonac
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Direct Lake Access | Sweeping Views | Boat Trailer Parking Swim. Sunbathe. Repeat. At this updated 2-bedroom, 1-bath va ...
From $282 per night (USD)
VRBO
From $78 per night (USD)
VRBO
Fully furnished 2 bdr apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This fully furnished two bedroom apartment features light filled rooms with plenty of space to work or stretch out and r ...
From $78 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Spacious, Cute, & Clean - 1-bedroom apt in gorgeous Brattleboro with WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Brattleboro, this apartment is a dream. With 1 adjustable queen bed, a workspace, lamp and end tables, storag ...
From $171 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Charming 1-bedroom apartment with WiFi, & kitchen in fabulous Town of Rockingham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Get ready to relax in this fantastic 1-bedroom apartment in the Town of Rockingham. This gorgeous space features a cozy ...
From $215 per night (USD)
VRBO
From $117 per night (USD)
Expedia
Charming 1-bedroom apartment with WiFi, AC in delightful Brattleboro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming apartment in Brattleboro. This fabulous space features 1 cozy bedroom with a full bed, a well-e ...
From $117 per night (USD)
Expedia
From $912 per night (USD)
VRBO
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
VRBO Top 10 of 2024! As seen in Fortune Magazine, USA Today, Forbes and many others. Don't miss your opportunity to stay ...
From $912 per night (USD)
VRBO
From $1111 per night (USD)
VRBO
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Bedrooms:
4
Bathrooms:
4
Sleeps:
18
VRBO Top 10 of 2024! As seen in Fortune Magazine, USA Today, Forbes and many others. Don't miss your opportunity to stay ...
From $1111 per night (USD)
VRBO
From $347 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 $347 per night (USD)
VRBO
From $862 per night (USD)
VRBO
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
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 $862 per night (USD)
VRBO
From $90 per night (USD)
VRBO
Fully furnished/Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Traveling professionals take note; this unit has it all! Beautiful two bedroom in Victorian style that can be found thro ...
From $90 per night (USD)
VRBO
From $90 per night (USD)
Expedia
Charming 2-bedroom condo in awesome Brattleboro with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience quaint Brattleboro like a local in this 2-bedroom condo. The space features 1 queen bed with walk-in closet a ...
From $90 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Cozy Lakefront Escape with Private Beach & Stunning Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wake up to serene Lake Monomonac views, paddle from your private beach, or unwind by the fire pit This home has great ou ...
From $284 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Beautiful newly renovated historic home on a quiet street in Brattleboro. 3 beautiful bedrooms, 1 Queen, 1 Full, and 2 t ...
From $265 per night (USD)
VRBO

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Cheshire Area Rentals

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Results: 143 Rentals