Vacation Homes in Sheffield, MA
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Top Vacation Homes in Sheffield

Pet Friendly Riverfront Home in Great Barrington

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Peace and quiet on the lake

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Berkshire House Stay

Falls Reach In The Heart of Copake

Amore Estate - beautiful room with many places to explore and relax in.

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

A Grand property in Historic Stockbridge

The Meadows House @ Otis Ridge w/ 7-person hot tub

General Williams Estate House Lenox/Stockbridge
Top hotels in Sheffield

Wilder House Berkshires
Find the Best Vacation Homes in Sheffield
Why book a vacation home in Sheffield?
Vacation homes in Sheffield 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 Sheffield?
Private Sheffield rental homes range between $115 - $377 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 Sheffield vacation home rentals. You might look for Sheffield 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 Sheffield 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 Sheffield?
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 Sheffield. 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 Sheffield hotels and vacation homes that best suit your stay. We also have deals for flights, and Sheffield car rentals. You’ll save even more when you bundle your items into a Sheffield vacation package!
How many vacation homes are available to book in Sheffield?
There are 451 rental homes in Sheffield. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Sheffield?
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.
Sheffield Vacation Homes essential information
Accommodation | 451 Vacation Homes |
|---|---|
Lowest Price | $115 |
Highest Price | $377 |
Popular accommodation | Pet Friendly Riverfront Home in Great Barrington, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Peace and quiet on the lake, Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, Berkshire House Stay, Falls Reach In The Heart of Copake, Amore Estate - beautiful room with many places to explore and relax in., Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!, A Grand property in Historic Stockbridge, The Meadows House @ Otis Ridge w/ 7-person hot tub, General Williams Estate House Lenox/Stockbridge, Country Living just minutes from Everything! |






