Apartment holiday rentals in Cheshire County

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.

Location · Family · Indoor spaces

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.

Value · Family · Condition

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.

Location · Family · Decor

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.

Family · Location · Parks

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.

Family · Location · Decor

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.

Value · Family · Nearby

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.

Location · Family · Heating

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.

Value · Location · Indoor spaces

Swanzey Retreat-serene yet close to Keene

Stylish and comfortable, this 2nd floor - well equipped 2 bedroom apartment is within an 1800's farmhouse. Settle into the quaint breakfast nook evoking Paris, or the mid-century livingroom where you can curl up to watch tv or read a book. Situated on a two acre wooded lot, bordered by a branch of the Ashuelot River right off of Route 12 - this property is close to downtown Keene, 30 minutes from Brattleboro and 20 min from Mt Monadnock.

Location · Value · Decor

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.

Location · Family · Pets

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.

Location · Value · Laundry

"Midtown" at Ro & Oak House

This downtown apartment is located in a historic 1901 building and has just been renovated top to bottom. The location can't be beat, and carefully curated design unites all 7 rooms, from the sunny porch to the cozy living room. All rooms are spacious and well-appointed with antique charm and modern conveniences alike.

Location · Value · Access