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Vacation rentals in Cheshire County

Vacation rentals in Cheshire County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cheshire County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Oak Hill R&R - complete apartment
SUPERHOST
Entire house · 5 guests · 3 beds · 1 bath

Oak Hill R&R - complete apartmentGreat individual/family/group space for all season outdoor adventures: access to snowmobile and hiking trails on property. A half hour+/- from Pat's Peak and Sunapee Ski areas. Short walk or drive to public child-friendly beach. Pets welcome.

Cozy little carriage apartment close to downtown
SUPERHOST
Entire apartment · 4 guests · 2 beds · 1 bath

Cozy little carriage apartment close to downtownLovely one-bedroom carriage house apartment walking distance to downtown Keene. Separate entrance welcomes you into the vintage farmhouse kitchen and dining area. Continue into the living area with full bathroom, washer & dryer, separate bedroom for a comfortable stay.

Court Street Cottage
SUPERHOST
Private room · 1 guest · 1 bed · 1 private bath

Court Street CottagePrivate residence blocks away from Central Square. Keene, a vibrant arts community, features a friendly Main Street, great restaurants, a community-owned food co-op, and shops for browsing and buying. Your room is quiet and cozy and has its own 1/2 bath. Explore our small yet dynamic college town on foot or bike (I have one you can borrow). Safe off-street parking.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
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Popular amenities for Cheshire County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cheshire County

Immaculate, cape close to all local amenities
Private room
Immaculate, cape close to all local amenities
Price:$78 / night
Grateful Gait Farm
SUPERHOSTEntire apartment
Grateful Gait Farm
Price:$145 / night
The Brick House on Washington Street
SUPERHOSTEntire house
The Brick House on Washington Street
Price:$175 / night
Social Distance in Separate 2 Bedroom Guest Suite
SUPERHOSTEntire guest suite
Social Distance in Separate 2 Bedroom Guest Suite
Price:$62 / night
Country quiet, near Lake, trails, skiing and  NEC
SUPERHOSTPrivate room
Country quiet, near Lake, trails, skiing and NEC
Price:$65 / night
Southern Vermont Getaway
SUPERHOSTEntire apartment
Southern Vermont Getaway
Price:$55 / night
"The Sleepy Cat Inn"
SUPERHOSTPrivate room
"The Sleepy Cat Inn"
Price:$55 / night
Downtown Apartment with Rooftop View
Entire apartment
Downtown Apartment with Rooftop View
Price:$90 / night
The Monadnock Room - Elm City Carriage Barn
SUPERHOSTPrivate room
The Monadnock Room - Elm City Carriage Barn
Price:$102 / night
Lower Main Street Apartment
SUPERHOSTEntire apartment
Lower Main Street Apartment
Price:$154 / night
Two-story Condo, Southern Vermont
Entire condominium
Two-story Condo, Southern Vermont
Price:$45 / night
The Artist's Nest Apartment (1 bdrm option)
Entire apartment
The Artist's Nest Apartment (1 bdrm option)
Price:$125 / night