Apartment vacation 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.

%{current} / %{total}1 / 1
Guest favorite
The Victorian Inn is set on a gently sloping green lawn, framed by vibrant fall foliage. The three-story structure features a wide front porch with white railings, large windows, and a well-maintained exterior, contributing to its historical charm.
Apartment in Town of Rockingham
4.9 out of 5 average rating, 102 reviews

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.

Guest favorite
A spacious living room features a comfortable leather sofa and armchair, complemented by a wooden coffee table. Natural light enters through large windows with navy blue curtains. A flat-screen TV is mounted above a white fireplace, adding a warm focal point to the inviting space.
Apartment in Keene
4.93 out of 5 average rating, 61 reviews

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.

Top guest favorite
Apartment in Peterborough
4.93 out of 5 average rating, 202 reviews

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.

Top guest favorite
A spacious living area features eclectic furniture, including vibrant green and neutral-toned seating. A round glass table sits at the center, surrounded by a patterned rug. Walls are adorned with framed black-and-white art, and large windows allow natural light to fill the space.
Apartment in Putney
4.9 out of 5 average rating, 155 reviews

Hip & Cozy Storefront

Ground-level historic storefront turned into a private, hip place to sleep. Nestled in the village of Putney, VT it is just a walk to restaurants, General Store, nature trails and Next Stage Theater-short drive to Putney School, Landmark College & The Greenwood School- huge bathtub, movie screen, kitchenette with fridge, handicap accessible. Can sleep 3 or more upon request. The ski resorts of Okemo, Mt. Snow, Magic Mountain, and Stratton are not far~ making Putney a perfect ski get-a-way spot.

Top guest favorite
A snow-covered landscape features a cozy house nestled among trees. The scene is brightened by clear blue skies and sunlight filtering through branches, casting shadows on the fresh snow.
Apartment in Dublin
4.97 out of 5 average rating, 258 reviews

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.

Top guest favorite
A billiards room features a red pool table with cues and balls arranged on it. Large windows allow natural light to fill the space. Bar stools are positioned at a small pub table, and warm-colored curtains frame the windows.
Apartment in Town of Rockingham
4.95 out of 5 average rating, 257 reviews

Village Flat with Antique Billiards

Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

Guest favorite
Apartment in Keene
4.98 out of 5 average rating, 47 reviews

Cozy Downtown Keene Private Apartment

Perfect for weekend getaways to visit the kids in college or to rent on a longer basis as a travel nurse. Walk to downtown Keene, Dartmouth-Hitchcock and hiking trails all from this cozy duplex style apartment. The unit is a 1 Bedroom townhouse style home with a kitchen and breakfast nook downstairs and bedroom, bathroom, laundry and living room upstairs. The unit is part of duplex style dwelling neighboring the host who will be available should you need anything. Pets welcome!

Top guest favorite
A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.
Apartment in Putney
4.95 out of 5 average rating, 115 reviews

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.

Guest favorite
The open-concept kitchen and living area features natural wood paneling and high ceilings with exposed beams. A spacious kitchen island, accompanied by three wooden stools, provides ample counter space. Large windows allow natural light to illuminate the inviting space, while shelves filled with books line the walls.
Apartment in Nelson
4.89 out of 5 average rating, 107 reviews

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.

Superhost
The kitchen features modern white cabinetry and a sleek stainless steel range hood above a gas stove. A teal kettle rests on the stove, alongside essential appliances such as a microwave and a refrigerator. Decorative elements include a small plant and a motivational poster on the wall.
Apartment in Keene
4.82 out of 5 average rating, 17 reviews

Cozy unit in Downtown Keene

Peaceful Downtown Retreat — Walk to Everything in Keene Relax in your own private 1-bedroom apartment just steps from Central Square. Enjoy a spacious modern kitchen and bathroom, all in a quiet, secure building—perfect for business travelers, or solo guests. Walk to Keene State College, local restaurants, cafés, shops, and the best nightlife in town. Experience the convenience of downtown living without the noise. The ideal home base for exploring Keene!

Guest favorite
A bright living space features a comfortable sofa, a modern electric fireplace, and a television mounted on the wall. Natural light filters through the room, complemented by houseplants and a decorative bowl on a wooden coffee table. The open layout connects to an adjoining area.
Apartment in Peterborough
4.92 out of 5 average rating, 100 reviews

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.

Top guest favorite
A spacious living area features a large, brown leather sofa positioned around a central area rug. Plants are placed throughout, with a decorative mirror and artwork on the walls. A television is situated on a low table, enhancing the cozy atmosphere.
Apartment in Town of Rockingham
4.96 out of 5 average rating, 225 reviews

Gorgeous 1-Bedroom Space in Historic Bellows Falls

Enjoy a stylish experience at this centrally-located place. Bellows Falls is a historic village located in Southern Vermont. Once a booming mill town, now a quaint picturesque village with shops, restaurants, and more. The space is located right in the center of town with plenty of space for those seeking to unwind in a small New England village.

Popular amenities for Cheshire County apartment rentals