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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheshire County apartment rentals
Weekly apartment rentals
Apartment in Putney
4.95 out of 5 average rating, 73 reviewsSouthern Vermont Getaway
Jun 25 – Jul 2
Apartment in Jaffrey
4.9 out of 5 average rating, 10 reviewsSchoolhouse No. 1
Jun 17 – 24
Apartment in Keene
5.0 out of 5 average rating, 27 reviewsThe Murdock Suite @ The Large House
Sep 19 – 26
Apartment in Hillsboro
5.0 out of 5 average rating, 49 reviews"Country Comfort" in Hillsborough, NH.
Jun 13 – 20
Apartment in Putney
5.0 out of 5 average rating, 40 reviewsWorking horse farm barn apartment.
May 22 – 29
Apartment in Keene
4.81 out of 5 average rating, 16 reviewsUpdated Vintage Apartment < 1/2 Mi to Main St
Oct 26 – Nov 2
Apartment in Putney
4.94 out of 5 average rating, 17 reviewsSecluded Putney Home with a View
Nov 9 – 16
Apartment in Putney
5.0 out of 5 average rating, 4 reviewsThe Artist's Nest Apartment (2 bdrm option)
Oct 18 – 25
Private apartment rentals
Apartment in Peterborough
5.0 out of 5 average rating, 18 reviewsCute, Quiet, Art-Filled Apt.
Jan 22 – 29
Apartment in Town of Rockingham
4.89 out of 5 average rating, 65 reviewsLovely light-filled 2 bedroom flat
May 16 – 23
Apartment in Putney
4.95 out of 5 average rating, 66 reviewsMinimal organic hideaway inspired by nature
May 3 – 10
Apartment in Peterborough
5.0 out of 5 average rating, 18 reviewsIdyllic Peterborough Apt. Above TwinElmFarm
Oct 14 – 21
Apartment in Peterborough
5.0 out of 5 average rating, 29 reviewsBeautiful Apartment On The River
Dec 16 – 23
Apartment in Keene
4.92 out of 5 average rating, 24 reviewsThe Day’s Eye
Sep 3 – 10
Apartment in Harrisville
4.93 out of 5 average rating, 27 reviewsThe Nest at Aldworth Manor
Jan 11 – 18
Apartment in Putney
4.97 out of 5 average rating, 39 reviewsCozy In Town Apartment in Putney, VT
Jan 10 – 17
Family-friendly apartment rentals
Apartment in Jaffrey
4.93 out of 5 average rating, 61 reviewsApartment in Historic Home
Dec 28 – Jan 4
Apartment in Fitzwilliam
4.64 out of 5 average rating, 118 reviewsSpacious Sunlit 2BR Sanctuary on Historic Register
Sep 11 – 18
Apartment in Town of Rockingham
4.89 out of 5 average rating, 93 reviewsVictorian Inn Apartment
Aug 28 – Sep 4
Apartment in Peterborough
4.91 out of 5 average rating, 164 reviewsPrivate Apartment with a Mt. view
Jan 9 – 16
Apartment in Winchester
4.75 out of 5 average rating, 40 reviewsBeautiful lake side getaway, quiet.
Apr 19 – 26
Apartment in North Westminster
4.89 out of 5 average rating, 63 reviewsPrivate 1st Floor Apartment/ Secluded Paradise
Jan 19 – 26
Room in Harrisville
4.86 out of 5 average rating, 120 reviewsApartment by the Lake
Nov 5 – 12
Apartment in Jaffrey
4.94 out of 5 average rating, 47 reviewsSpacious First Floor of Historic House
Jan 7 – 14
Destinations to explore
- Serviced apartment rentals United States
- Apartment rentals United States
- Apartment rentals Boston
- Apartment rentals New Hampshire
- Serviced apartment rentals New Hampshire
- Apartment rentals New Hampshire
- Serviced apartment rentals New Hampshire
- Apartment rentals Downtown
- Monthly Rentals Cheshire County
- Rentals with breakfast Cheshire County
- Rentals with a patio Cheshire County
- Kid-friendly rentals Cheshire County
- Rentals with a fire pit Cheshire County
- Rentals with a kayak Cheshire County
- Beachfront rentals Cheshire County
- Rentals with a hot tub Cheshire County
- Rentals with a fireplace Cheshire County
- Rentals with lake access Cheshire County
- Pet-friendly rentals Cheshire County
- Rentals with outdoor seating Cheshire County
- Private suite rentals Cheshire County
- Rentals with a washer and dryer Cheshire County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes