Vacation Homes in Cheshire, MA
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Top Vacation Homes in Cheshire
Deluxe Queen Room with 2 Queen Beds
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Contemporary Berkshire Home with Views of Taconic Golf Course
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Garfield Townhouse in the Berkshires on Main St
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Berkshire Lake at the Pillow, and EV!
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Top hotels in Cheshire
The Yankee, Trademark Collection by Wyndham
Find the Best Vacation Homes in Cheshire
Why book a vacation home in Cheshire?
Vacation homes in Cheshire 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?
Private Cheshire rental homes range between - 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 vacation home rentals. You might look for Cheshire 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 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?
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. 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 hotels and vacation homes that best suit your stay. We also have deals for flights, and Cheshire car rentals. You’ll save even more when you bundle your items into a Cheshire vacation package!
How many vacation homes are available to book in Cheshire?
There are 297 rental homes in Cheshire. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Cheshire?
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 Vacation Homes essential information
Accommodation | 297 Vacation Homes |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Deluxe Queen Room with 2 Queen Beds, Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Contemporary Berkshire Home with Views of Taconic Golf Course, Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort.., Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Garfield Townhouse in the Berkshires on Main St, Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Lake Front Home in Heart of the Berkshires Near Jiminy Peak, Berkshire Lake at the Pillow, and EV!, Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!, Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge! |