Apartment vacation rentals in Cheshire County

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Top-rated apartment rentals in Cheshire County

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Guest favorite

Rental unit in Keene

4.99 out of 5 average rating, 131 reviews

Sunny New England Apartment

This sunny New England 2 bedroom apartment is a perfect getaway with that homey feel. We want to make sure that when you stay with us you will want to return. We have taken pride in the work on this apartment, beds and tables were hand crafted by us so that your stay is like no other. It is important to us that the finer details of this apartment have been covered. When you stay here you will realize that this is our commitment to you. Owned and operated by K&M Events LLC. Please no third

Guest favorite

Rental unit in Putney

4.89 out of 5 average rating, 131 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.

Guest favorite

Rental unit in Dublin

4.97 out of 5 average rating, 215 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.

Guest favorite

Rental unit in Bellows Falls

4.94 out of 5 average rating, 217 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

Rental unit in Keene

5 out of 5 average rating, 36 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!

Guest favorite

Rental unit in Peterborough

4.95 out of 5 average rating, 42 reviews

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.

Guest favorite

Rental unit in Keene

4.94 out of 5 average rating, 210 reviews

The Carriage House Loft: Seasonal Stays

Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern eclectic two-bedroom(no door on loft bedroom) apartment, just one block from Central Square in Downtown Keene. Featuring newly remodeled kitchen, fitted with electric range and microwave. Other tenants occupy part of the building, but guests have a private entrance and off-street parking behind the building. Comfortable for up to four guests. Pet friendly!

Guest favorite

Rental unit in Swanzey

5 out of 5 average rating, 11 reviews

2 Bedroom Marlboro Suite

Experience the charm of the Marlboro Suite! Newly updated 2nd floor unit offers 2 bedrooms with luxurious king-size bed in the primary suite with direct bathroom access, second bedroom with a comfortable full-size bed. Relax in the spacious living room, enjoy cooking your own meals with the fully equipped kitchen, and stay productive with the dedicated workspace. Laundry facilities in the unit. Just a short 10-minute drive to downtown Keene, convenience meets comfort here!

Guest favorite

Rental unit in Winchester

4.91 out of 5 average rating, 191 reviews

Downtown Loft next to Distillery

Enjoy a lovely weekend getaway in this cute 1 bedroom loft, centrally located in Winchester, NH. Enjoy a tasting at New England Sweetwater Farm & Distillery next door and a pint on us at Outlaw Brewing Company. This cozy loft features a full kitchen, 3/4 bath as well as a bedroom and living/dining room. 20 minutes to Keene, Brattleboro and Chesterfield. Access to Pisgah State Park, the Ahsuelot Rail Trail and Forest Lake. Come see what our beautiful area has to offer!

Guest favorite

Rental unit in Town of Rockingham

4.95 out of 5 average rating, 254 reviews

Stunning Studio in historic Downtown Bellows Falls

Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.

Guest favorite

Rental unit in Brattleboro

4.89 out of 5 average rating, 538 reviews

Cozy, Private & Great location for exploring VT !

The apartment is centrally located, cozy, quiet and private. It has been set up to be a comfortable retreat. It's private entrance leads upstairs to an open living room/ kitchen space. The back door opens to a deck overlooking a ball field and green hills. The sleeping nook contains a queen size , metal framed bed. The mattress is comfortable and the sheets are soft. VT charges 10% tax

Guest favorite

Rental unit in Jaffrey

4.96 out of 5 average rating, 135 reviews

OVERVIEW

Large, bright 2 BR apartment in private rural setting with full kitchen & bath. Mt. Monadnock, Shattuck Golf Course, Franklin Pierce University, Rails to Trails, Gilmore Pond, Peterborough’s Depot Square (restaurants, shops, boutiques, pubs, theatre, bookstore, etc.), Monadnock Community Hospital, and Jaffrey Civic Center are just some activity options only minutes from here!