
Apartment holiday rentals in Cheshire County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Cheshire County
Guests agree: These apartments are highly rated for location, cleanliness and more.

Victorian Inn Apartment
Spacious 3rd floor apartment in 1887 Victorian Inn. Private 3 bedrooms, living room, kitchen (fully equipped) and bath. Shared front porch with river views and large yard surrounding the Inn. Basketball hoop in driveway. Barn to store bicycles or sports equipment. Eight acres of flat fields... good for all sports. 24 acres of woods including trails for mountain biking, hiking, running, cross-country skiing and snowshoeing. We welcome kids, families, all types of groups! We do not allow pets.
FamilyLocationLayout

The Murdock Suite @ The Large House
Welcome to "The Murdock Suite " @ "The Large House" conveniently located @ 50 Monadnock highway Swanzey NH. Originally built in 1772 with its early American history & charm has been beautifully restored & upgraded with modern finishes & amenities. Dunkins directly across the street for your morning coffee or a 1/4 mile for some fine dining @ Papagallos Italian restaurant. The Murdock Suite @ The Large House is a great place to use as your launch pad for the Keene area & greater Monadnock Region.
LocationFamilyQuiet

Private Apartment with a Mt. view
*We may make special exceptions for a dog. $50.00 fee per night. *The water from our well is excellent Comfortable, private apartment in a Mid-Century Modern house with stunning views of Mt. Monadnock and farm. 1 Bedroom with Queen Bed w/AC sleeps 2. NOTE: $50 fee for each bed after main bed. Fully equipped Kitchenette, Huge bathroom & Living room -Queen Hide-a-bed sleeps 2. NOTE: We have internet TV, but no cable. So please remember to bring your sign in information for Netflix and Amazon.
FamilyValueHeating

Private Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.
ValueLocationKitchen

Cozy Retreat Near Downtown
Welcome to your perfect New England getaway! This one-bedroom, one-bath private unit offers the ideal home base for exploring — just a short walk to downtown shops, restaurants, scenic hiking trails, and a pedaling distance to top-notch mountain biking. Note: there is not a full kitchen. A microwave, mini fridge, coffee maker, and hot water pot are in the unit for use. Access involves steep stairs. The unit includes one parking space in the driveway, and your hosts live in the home below.
LocationFamilyKitchen

Studio Apt with Full Kitchen
Take a two minute walk over our newly renovated bridge to downtown Peterborough, a beautiful New England town. Thornton Wilder, who wrote the play “Our Town”, describes it as a “good place to live”. Leave your car and walk to amazing restaurants, a healthy food market, a wonderful bookstore, antique shops, a movie theater, clothing stores, historic buildings, a beautiful new library, fun walkways along the river or drive to the many wonderful outings in the Monadnock region.
ValueLocationIndoor spaces

Minimal organic hideaway inspired by nature
Akasha, the first floor of this historic 1800’s carriage house in the center of Putney Village, was gutted and meticulously renovated by the hosts into a unique wellness apothecary and cafe and now serene and beautifully conceptualized open concept studio apartment. Aged wood tones, textured plaster walls, poured concrete counter tops and elegant dining bar imbue an old world tea house aesthetic with modern sensibilities. A unique space for quiet contemplation and relaxation.
FamilyValueHiking

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.
LocationValueLayout

Cute, Quiet, Art-Filled Apt.
This above-garage apartment is cozy and comfortable. Perfect getaway! Just 1.5 miles from Peterborough in the beautiful Monadnock region this gem has easy access to trails (backyard) and lakes. Quality linens, tasteful decor, great coffee and a spot to stash all your gear in the breezeway. Guests share main entrance with owners (but separate dwelling) who respect your privacy. Apartment access thru narrow stairs off breezeway.
FamilyLocationHiking

Idyllic Peterborough Apt. Above TwinElmFarm
This special place is close to everything, making it easy to plan your visit. Great location, in the beautiful town of Peterborough. Located upstairs from a wonderful antique shop. Central air, washer dryer in unit, making travel easy. There is a deck off of the master that overlooks the backyard patio. and gardens. There is an umbrella for shade in the bedroom closet it fits in the table on the deck
LocationValueOutdoor spaces

Apartment on Main Street
One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.
ValueLocationGetting around

Schoolhouse No. 1
This Historic Schoolhouse, circa 1816 has a rich history, which is displayed in the unit! You are invited to enjoy a stylish experience at this centrally-located unit, which has very easy access to all points in the Monadnock region. Good food, great hiking, and the Kimball Farms Ice Cream, are all just minutes away!
ValueLocationParks
Popular amenities for Cheshire County apartment rentals
Weekly apartment rentals

Hip & Cozy Storefront
LocationValueHeating

Union Mill 102
FamilyLocationBackyard

Lake-View Spofford Apartment w/ Shared Dock!
FamilyLocationAccuracy

Cozy unit in Downtown Keene
ValueLocationHospitality

Swanzey Retreat-serene yet close to Keene
ValueLocationRiver

Cozy Downtown Keene Private Apartment
FamilyValueBathroom

3 bedroom apt #1 in Marlborough- close to Keene
LocationIndoor spacesParking

Sunny Apartment with Goats
LocationFamilyOutdoor spaces
Private apartment rentals

Historic Luxury Loft
LocationFamilyParking

On the Water at North Bridge Cove, Patio and Sauna
LocationFamilyCheckout

Dover by Downtown: Upstairs
FamilyLocationCheck-in

Downtown Keene, Keene State College, Walk to Shops
LocationDecorHospitality

Apartment in Historic Home
FamilyLocationWalkability

"Always Summer" Walk to Downtown
LocationFamilyHeating

Cozy Studio at foot of Mt Monadnock
FamilyLocationNearby

Privacy, View, Amenities, Gym, Garage included too
LocationSleep qualityLong stay
Family-friendly apartment rentals

Simply suite, nestled upstairs
LocationCleanlinessQuiet

Red House Rental
LocationAccessHiking

Private 1st Floor Apartment/ Secluded Paradise
ValueLocationQuiet

Clean, quiet, serene studio apt
ConditionHeatingCleanliness

Cozy Loft Minutes from Downtown
LocationParkingHospitality

2 bedroom apartment, great spot!
LocationCleanliness

Apartment by the Lake
FamilyValueSolo travel

"Midtown" at Ro & Oak House
ValueLocationGetting around
Destinations to explore
- Rentals with a kayak Cheshire County
- Rentals with a hot tub Cheshire County
- House rentals Cheshire County
- Family-friendly rentals Cheshire County
- Farmstay rentals Cheshire County
- Beachfront rentals Cheshire County
- Pet-friendly rentals Cheshire County
- Rentals with lake access Cheshire County
- Private suite rentals Cheshire County
- Guesthouse rentals Cheshire County
- Rentals with pools Cheshire County
- Rentals with breakfast Cheshire County
- Tiny house rentals Cheshire County
- Waterfront rentals Cheshire County
- Apartment rentals New Hampshire
- Apartment rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bear Brook State Park
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Smith College
- Mount Sunapee Resort
- Mount Holyoke College
- Palace Theatre
- Camp Plymouth State Park
- The Montague Bookmill
- Quechee Gorge





