Apartment vacation rentals in Cheshire County

Find and book unique apartments on Airbnb

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Popular amenities for Cheshire County apartment rentals

Weekly apartment rentals

Superhost
A cozy bedroom features a queen bed covered with dark linens. Decorative art hangs on the walls, framed alongside maps and a bookshelf filled with books. A bedside lamp provides soft illumination, while a stack of towels is neatly arranged at the foot of the bed.
Apartment in Keene
4.82 out of 5 average rating, 202 reviews

The Barry Faulkner Suite: Seasonal Stays

RachelleRating, 5 stars4 months ago
This was a spacious, comfortable, clean apartment full of old New England charm. You feel like Ralph Waldo Emerson or Margaret Fuller are going to come up the stairs for some tea and conversation. Every room felt inviting to hang out in and the apartment had everything you need for a family to get away for a few days. The pictures on the walls were endlessly fascinating. The beds were very comfortable and the bedrooms spacious and cozy at the same time. The house is basically a block off the main square in downtown Keene and walkable to the Keene Public Library (among other things) so the location was perfect. We were there over a frigid few days in January and the heat was on and kept us toasty the whole time. My only suggestion would be a few more bowls/serving items in the kitchen. Would love to stay here again.
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, 204 reviews

Gorgeous 1-Bedroom Space in Historic Bellows Falls

AllieRating, 5 stars2 weeks ago
Remy was a great host! Perfect place to stay in Bellows Falls! Easy parking and great restaurant right below! Highly recommend staying here!
Guest favorite
A leather couch with decorative pillows is positioned against a dark wall, complemented by a textured area rug. A tufted coffee table holds books and magazines beneath a decorative frame, enhancing the cozy ambiance of the living space.
Apartment in Keene
4.98 out of 5 average rating, 57 reviews

"Midtown" at Ro & Oak House

DianeRating, 5 stars2 weeks ago
This was a beautiful apartment conveniently located to downtown. The kitchen and rooms were updated to feel modern and welcoming though it had details reflecting its historic past. The shower had the best water pressure I’ve experienced in a long time. Hannah was very communicative and I would definitely stay here again.
Top guest favorite
A comfortable living space is featured, showcasing a brown sofa and two stylish leather chairs. A wooden side table complements each chair. A wall-mounted TV is positioned across from the seating area, with a desk and chair available for work purposes. Natural light filters in through the window.
Apartment in Keene
4.96 out of 5 average rating, 25 reviews

"The Ramsdell Suite @ The Large House"

BarbaraRating, 5 stars1 month ago
Another enjoyable & super excellent stay at Shane's place! Very comfortable & safe, impeccably clean first floor apartment. Shane is an extremely kind, attentive, super excellent Host!
Superhost
A welcoming bedroom features a spacious bed dressed in soft gray linens. Natural light enters through two windows adorned with blinds. A decorative wall art piece positioned above the bed showcases an illustration, complementing the neutral color palette.
Apartment in Keene
4.5 out of 5 average rating, 8 reviews

Downtown Duplex a Seasonal Stay

MattRating, 5 stars3 months ago
Thank you for being a great host! The house was perfect for our needs.
Superhost
A spacious bedroom is highlighted by a large, firm bed with grey linens. Surrounding bookshelves are filled with numerous old books. A comfortable armchair adds seating, and natural light enters through a window draped with sheer curtains, illuminating the room's neutral color palette.
Apartment in Keene
4.78 out of 5 average rating, 55 reviews

Abbott Handerson Thayer Suite: Seasonal Stays

MarkRating, 5 stars2 weeks ago
This place was a great place to walk to downtown and to bike around the area! We enjoyed our 6 days in Keene and this place being so close, was great! Everything was comfortable and we enjoyed the place! There is some minor noise at night, but is manageable. Super place and would go back to stay if in the area again!
Guest favorite
A spacious studio features a cozy sleeping area with a comfortable bed, complemented by soft bedding. A television is positioned near a vibrant area rug. A small dining table and chairs are visible, along with shelving that holds decorative items, creating a welcoming living space.
Apartment in Town of Rockingham
5 out of 5 average rating, 22 reviews

Spacious Studio in VT Village

WhitneyRating, 5 stars3 weeks ago
Spacious room in the heart of a classic Vermont village.
Superhost
A cozy family room is highlighted by a black couch adorned with a patterned pillow. Two yellow accent chairs are positioned nearby. A bookshelf filled with old books stands against one wall, while sunlight filters through the windows, illuminating the space.
Apartment in Keene
4.83 out of 5 average rating, 59 reviews

Murray's Gallery: Seasonal Stays

ChristinaRating, 5 stars4 months ago
Great place to stay close to downtown! Very walkable. Even more spacious in person than the pictures made it look!

Private apartment rentals

Guest favorite
A spacious King bedroom is displayed, featuring a decorative bedspread with intricate patterns. Bedside tables with lamps are positioned on either side, and a large mirror reflects warm light from the lamps. Wood flooring adds a touch of elegance to the cozy space.
Apartment in Harrisville
4.94 out of 5 average rating, 31 reviews

The Nest at Aldworth Manor

DonRating, 5 stars1 month ago
We were attending a wedding at a nearby venue, and this place worked out great! I hope to come back one day when I am doing the Sunapee to Monadnock Greenway Trail....
Guest favorite
A sitting area features a modern black sofa and a round glass coffee table. Soft floor cushions are positioned nearby. Natural light enters through two large windows framed by blue and white striped curtains. A textured wall hanging and artwork adorn the walls.
Apartment in Town of Rockingham
4.91 out of 5 average rating, 77 reviews

Lovely light-filled 2 bedroom flat

PremRating, 5 stars9 months ago
We really enjoyed our stay at Kristen’s place in Rockingham. Location was perfect, very quiet at night and very easy to walk into the little town of Bellows Falls. The bed was comfortable and the apartment was very spacious. We would highly recommend and definitely return.
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
4.97 out of 5 average rating, 97 reviews

Minimal organic hideaway inspired by nature

ItaRating, 5 stars2 weeks ago
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.
Guest favorite
The living area is furnished with a plush gray couch and a stylish brown armchair, creating a relaxed seating arrangement. A round coffee table is centered on a patterned rug, and natural light filters through the window, complemented by decorative curtains.
Apartment in Jaffrey
4.97 out of 5 average rating, 33 reviews

Schoolhouse No. 1

JenniferRating, 5 stars1 month ago
Such a gorgeous little place! We stayed because we were in between places at the time, stayed 16 days total. David responded quickly to questions or issues that we had. Only thing I would have liked to see was another lock of sorts on the door, my 2 year old knows how to use door handles(he hasn’t figured out door knobs yet) and tried to escape a few times so another lock that he couldn’t reach would have been great. Otherwise, amazing stay!
Superhost
A cozy living room is depicted, featuring a light gray couch adorned with vibrant pillows. A round woven coffee table sits in front, with two lamps providing soft illumination. A window with bamboo shades allows natural light to brighten the space.
Apartment in Peterborough
5 out of 5 average rating, 3 reviews

"Always Summer" Walk to Downtown

RobertRating, 5 stars8 months ago
The only negative for us was the television/Roku. We were unable to figure out how to watch some live news shows and various other programs that we know were televised. A written primer or directions on how to use Roku effectively would have. been nice. I did not bring this to Lindsay's attention as I should have.
Top guest favorite
A cozy living room is shown with a wall-mounted television and a rustic brick fireplace. Two comfortable recliners are positioned in front of the fireplace, with a stacked wood storage area visible beneath the mantel. Natural light filters through the window blinds.
Apartment in Keene
5 out of 5 average rating, 9 reviews

Privacy, View, Amenities, Gym, Garage included too

AndreaRating, 5 stars1 month ago
Laura’s place was better than expected. The pictures don’t do it justice. I wish I knew about it 4 years ago when my son started college. I would’ve stayed there every year. They are very welcoming. The suite is amazing and the scenery is beautiful. I wish we could’ve stayed there longer.
Superhost
A cozy sleeping area is featured with a spacious bed dressed in soft linens. A wooden desk and a chair are positioned nearby, while warm lighting from a lamp creates a soothing ambiance. The room is accented by a rustic wooden window and light-hued walls.
Apartment in Putney
4.93 out of 5 average rating, 81 reviews

Southern Vermont Getaway

StephenRating, 5 stars3 months ago
Really nice spot in the country - a great value. The double bed is in a loft. There is a settee where someone can sleep on the first floor.
Superhost
A welcoming living space features a dark-colored sofa adorned with colorful throw pillows. A circular area rug lies beneath a wooden coffee table displaying books and decorative items. A cozy armchair, a plant, and vintage skis accent the rustic wooden flooring.
Apartment in Hancock
4.85 out of 5 average rating, 13 reviews

Mountain View Getaway

AndrayaRating, 5 stars3 months ago
Wonderful spot to stay for a weekend ski trip. Super helpful hosts. Would definitely book again.

Family-friendly apartment rentals

A tranquil lake scene is captured with a vibrant rainbow arching across the sky. Surrounding trees exhibit autumn colors, reflecting the seasonal change. A small dock and calm waters are visible, enhancing the peaceful outdoor atmosphere.
Apartment in Winchester
4.68 out of 5 average rating, 44 reviews

Beautiful lake side getaway, quiet.

BrittRating, 5 stars2 months ago
Very nice place. The lake is gorgeous. Wish it was warmer, so i could use the kayaks. Bill and Sandie are very friendly and helpful. Their not intrusive at all, but were very responsive to any questions or concerns we had. I would definitely stay here again.
A light-filled living area features a comfortable couch and a side table with a lamp. Artwork decorates the walls, adding visual interest. A doorway leads to another room, with wooden accents enhancing the space's warmth. Clean wood flooring contributes to a spacious feel.
Private room in Harrisville
4.83 out of 5 average rating, 157 reviews

Apartment by the Lake

JenRating, 5 stars3 weeks ago
We are returning guests and we’re thrilled to see the property and surrounding area in spring. We were serenaded by nearby loon calls and found our whole stay quite peaceful. This is a special place at a great price!
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, 75 reviews

Apartment in Historic Home

LaurieRating, 5 stars6 months ago
Jeanne's place was perfect, and I will definitely be staying again. Location was 5 miles from my family, and I had a wonderful time. Jeanne was very responsive and easy to communicate with.
Guest favorite
An aerial view captures a historic home surrounded by a sprawling green lawn, framed by trees adorned in autumn colors. The landscape shows pathways winding through the property, providing access to outdoor spaces for relaxation and enjoyment.
Apartment in North Westminster
4.9 out of 5 average rating, 68 reviews

Private 1st Floor Apartment/ Secluded Paradise

JamesRating, 5 stars7 months ago
My stay at paradise Island was great and exactly what I needed for a couple weeks while I was working on a project ,I was able to relax ,rest, and enjoy a nice peaceful area and set my mind at ease ,met such wonderful hosts and very welcoming ,I appreciate the hospitality and what a beautiful place thank you again .

Destinations to explore