Apartment vacation rentals in Cheshire County

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Top-rated apartment rentals in Cheshire County

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Top guest favorite

A cozy reading nook is depicted, featuring a plush armchair draped with a knitted throw. A small side table with a lamp provides soft illumination, enhancing the natural light that enters through nearby windows. The space combines comfort with a modern layout.

Apartment in Keene

4.99 out of 5 average rating, 132 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

A cozy hallway leads to a sitting area with large windows showcasing stained glass designs. Soft natural light fills the room, illuminating a comfortable seating arrangement including a sofa and armchairs. A warm lamp provides additional lighting, creating a welcoming space.

Apartment in Town of Rockingham

4.9 out of 5 average rating, 100 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.

Superhost

A charming historic house is presented in a sketch style, featuring a welcoming front entrance with a set of steps leading to the porch. Large windows adorn the front, and the home is surrounded by greenery, conveying a sense of tranquility.

Apartment in Keene

5 out of 5 average rating, 3 reviews

Dover by Downtown

Dover by Downtown is a historic fully furnished second-floor apartment waiting for your arrival! Located in a quiet, residential neighborhood this apartment is only a ten-minute walk to all downtown Keene has to offer! The spacious layout can accommodate large groups while still being cozy and comfortable for couples or solo travelers. *This is a NEW AIRBNB as of Dec. 2024; please send over any questions about the space as I continue to add to the listing and include more pictures* Pets Welcome

Top guest favorite

A spacious living area is furnished with a comfortable beige couch and a coffee table. Bookshelves filled with books line the walls, and a dining area with a table and chairs is visible in the background. Large windows provide natural light.

Apartment in Peterborough

4.92 out of 5 average rating, 189 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $30.00 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.

Guest favorite

An open living area features eclectic furniture, including a green chair and various sofas. A circular glass table occupies the center, while a colorful area rug enhances the space. Artwork is displayed on one wall, and large windows allow ample natural light.

Apartment in Putney

4.89 out of 5 average rating, 137 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 lush garden landscape is presented, featuring blooming pink azaleas alongside vibrant greenery. A tranquil stream runs through the garden, flanked by an array of flowers and well-maintained grass, surrounded by dense trees, creating a serene natural environment.

Apartment in Dublin

4.97 out of 5 average rating, 227 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 living area features an elegant layout with a mix of seating options, including a dark armchair and a light-toned sofa. A round wooden coffee table is centered on an intricately patterned rug. Decorative mirrors and artwork add visual interest to the muted walls.

Apartment in Jaffrey

4.95 out of 5 average rating, 74 reviews

Apartment in Historic Home

Light filled apartment in Historic 1798 house with private entrance to 2nd floor and access to a large, beautiful backyard. Jaffrey is Home of Mt. Monadnock “the most climbed mountain “ and 3 lakes, for swimming and boating. Shattuck Golf Course which sits at the base of the mountain offers a spectacular setting and offers cross country skiing during winter months. The apartment's unique interior has been featured in several design publications. High Speed Internet throughout the apartment.

Guest favorite

The living room features a spacious couch with reclining sections and an accent chair, complemented by warm lighting from two lamps. Elegant drapes frame the windows, and a coffee table sits on a richly patterned area rug. An artwork adorns the wall above a window.

Apartment in Bellows Falls

4.94 out of 5 average rating, 235 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

A modern living area showcases two sofas, one light gray and one brown leather, positioned around a wooden coffee table. Colorful throw pillows add visual interest. Artwork adorns the walls, and natural light enters through large windows with blinds.

Apartment in Keene

4.94 out of 5 average rating, 218 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

A spacious studio is depicted, featuring a cozy seating area with a blue couch and a patterned loveseat. A large wooden dining table is positioned nearby. The room is accented by vibrant artwork and is illuminated by natural light from two windows, complementing the warm wood flooring.

Apartment in Town of Rockingham

4.95 out of 5 average rating, 271 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

A spacious living area features a gray sectional sofa adorned with orange cushions, complemented by a light-colored coffee table. Natural light floods the room through numerous large windows, illuminating the woven rug and a single accent chair, creating a warm and inviting layout.

Apartment in Winchester

4.91 out of 5 average rating, 198 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. 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

An open living room and kitchen area is featured, furnished with a beige sofa, a coffee table, and a television mounted on a wooden stand. The kitchen includes wooden cabinets, a refrigerator, and a small dining space with two stools at the counter.

Apartment in Brattleboro

4.89 out of 5 average rating, 561 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