300+ stays

Stays in Sheffield

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SUPERHOST
Entire apartment in Sheffield
Private Berkshire Barn Apartment
2 guests1 bedroom1 bed1 bath
WifiHeatingFree parking
$125 per night
Entire apartment in Great Barrington
The Nest
3 guests1 bedroom1 bed1 bath
WifiKitchenHeatingFree parking
$100 per night
Entire apartment in Great Barrington
The Treehouse
3 guests2 bedrooms2 beds1 bath
WifiKitchenHeatingFree parking
$109 per night
Private room in Great Barrington
Berkshire County Rental
2 guests1 bedroom1 bed1 private bath
WifiKitchenHeatingFree parking
$54 per night
Entire house in Sheffield
Cozy Berkshire Getaway walk to Brewery w/ HOT TUB
5 guests2 bedrooms2 beds2 baths
WifiKitchenHeatingFree parking
$195 per night
SUPERHOST
Private room in Lee
Comfortable living in 1870's house!
2 guests1 bedroom1 bed1.5 shared baths
WifiHeatingFree parking
$43 per night
SUPERHOST
Private room in Stockbridge
Villa Favorita
2 guests1 bedroom1 bed1 private bath
WifiHeatingFree parking
$80 per night
SUPERHOST
Entire guest suite in Canaan
Walk to Brewery in Historic Railroad Depot
3 guests1 bedroom3 beds1 bath
WifiHeatingFree parking
$80 per night
SUPERHOST
Private room in Sheffield
Beautiful Hartfield House in The Berkshires
2 guests1 bedroom2 beds1.5 baths
WifiHeatingFree parking
$125 per night
SUPERHOST
Yurt in Sheffield
Eco Mongolian yurt in the Berkshires
2 guestsStudio1 bed1 bath
WifiKitchenHeatingFree parking
$146 per night
Entire house in New Marlborough
BERKSHIRES RUSTIC ELEGANCE !
4 guests2 bedrooms2 beds2 baths
WifiKitchenHeatingFree parking
$193 per night
Entire cottage in Salisbury
Lovely Cottage on East Twin Lakes with Internet
6 guests3 bedrooms4 beds1.5 baths
WifiKitchenFree parking
$10 per night
SUPERHOST
Entire apartment in Sheffield
Hideaway with Spectacular Berkshire Views
2 guests1 bedroom2 beds1 bath
WifiKitchenHeatingFree parking
$150 per night
SUPERHOST
Entire house in Sheffield
Wow! Best BERKS Snow Home # 1 Private Super Clean!
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeatingFree parking
$161 per night
Entire house in Monterey
Lake Buel Cottage-GREAT SKI RENTAL-5 mins to Butternut!
6 guests3 bedrooms4 beds2 baths
WifiKitchenHeating
$116 per night
SUPERHOST
Entire house in Hillsdale
Breezy Hill: Massive Views, 1 mile to Catamount Ski!!
9 guests4 bedrooms6 beds2 baths
WifiKitchen
$184 per night
Private room in Sheffield
Private entrance & Bath. 1 bedroom 5 min to GB
2 guests1 bedroom1 bed1 private bath
WifiHeatingFree parking
$83 per night
SUPERHOST
Entire house in Sheffield
A Private Peninsula Retreat In The Berkshires!
9 guests3 bedrooms4 beds2 baths
WifiKitchenHeatingFree parking
$350 per night
SUPERHOST
Private room in Sheffield
Sheffield Lodge - Greylock Room
2 guests1 bedroom1 bed1 private bath
WifiKitchenHeatingFree parking
$120 per night
Entire cottage in New Marlborough
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
4 guests1 bedroom2 beds1 bath
WifiKitchenFree parking
$129 per night
1 – 20 of 300+ places to stay
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