Vacation Homes in Cheshire County, NH

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Cheshire County

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

$182 nightly
The price is $203 total per night
$203 total
Oct 19 - Oct 20
Total with taxes and fees
A garden is available at this vacation home.
Kitchen
Air conditioning
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Get rates
This vacation home features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and onsite laundry facilities. A hot tub, a sauna, and barbecue grills are also on offer.
Pool
Hot Tub
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Get rates
A hot tub is featured at this vacation home, along with a garden and barbecue grills.
Hot Tub
Kitchen
Private Beach And Mountain Lake Home

Private Beach And Mountain Lake Home

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Get rates
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Pool
Kitchen
16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit

$490 nightly
The price is $531 total per night
$531 total
Oct 22 - Oct 23
Total with taxes and fees
This vacation home features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.
Pool
Hot Tub
The Green Mountain Chapel // Old Church repositioned into 3 BR

The Green Mountain Chapel // Old Church repositioned into 3 BR

2 out of 5
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Happy Place On Lake Sunapee - 10 minutes from the ski resort

Happy Place On Lake Sunapee - 10 minutes from the ski resort

Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Get rates
Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Cheshire County
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Vacation Homes in Cheshire County

Why book a vacation home in Cheshire County?

Vacation homes in Cheshire County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Cheshire County?

Private Cheshire County rental homes range between $203 - $531 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Cheshire County vacation home rentals. You might look for Cheshire County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Cheshire County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Cheshire County?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Cheshire County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Cheshire County hotels and vacation homes that best suit your stay. We also have deals for flights, and Cheshire County car rentals. You’ll save even more when you bundle your items into a Cheshire County vacation package!

How many vacation homes are available to book in Cheshire County?

There are 679 rental homes in Cheshire County. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Cheshire County?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Cheshire County Vacation Homes essential information

Accommodation
679 Vacation Homes
Lowest Price
$203
Highest Price
$531
Popular accommodation
Lovely 2nd Floor Apartment, Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing, Private Beach And Mountain Lake Home, Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c, Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns, 16 ppl 2 hot tubs, game room, fire pit, The Green Mountain Chapel // Old Church repositioned into 3 BR, Happy Place On Lake Sunapee - 10 minutes from the ski resort, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Beautiful, private log cabin with huge, relaxing screened porch, Beautiful Custom Built Timber Frame Home, Sleeps 11

Explore More Ways to Travel with Travelocity