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300+ stays

Stays in Lanesborough

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SUPERHOST
Entire flat in Pittsfield
Sharon's Place 5 Pet, and 420 friendly!!!!!!
2 guests1 bedroom2 beds1 bathroom
WifiKitchenHeating
Rating 4.79 out of 5;92 reviews
SUPERHOST
Entire cottage in Lanesborough
The Sail Loft
4 guests1 bedroom2 beds1.5 bathrooms
WifiKitchenHeating
Rating 4.90 out of 5;41 reviews
SUPERHOST
Entire cottage in Hinsdale
Lakeside 3 bd Berkshires Getaway Relax with Us
8 guests3 bedrooms3 beds1 bathroom
WifiKitchenHeating
Rating 4.64 out of 5;30 reviews
Entire cottage in Lanesborough
Berkshires Waterfront Lakehouse
6 guests3 bedrooms4 beds1.5 bathrooms
WifiKitchenHeating
Rating 4.87 out of 5;112 reviews
Entire apartment in Williamstown
Vacation Village in the Berkshires Resort Suite A
4 guests1 bedroom2 beds1 bathroom
WifiKitchenHeatingIndoor fireplace
Entire house in Pittsfield
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bathroom
WifiKitchenHeating
Rating 4.80 out of 5;248 reviews
SUPERHOST
Entire guest suite in Williamstown
Berkshire Guest Suite
2 guests1 bedroom1 bed1 bathroom
WifiHeating
Rating 4.96 out of 5;95 reviews
Entire guest suite in Hancock
Cozy apartment near Jiminy Peak
3 guests2 bedrooms3 beds1 bathroom
WifiKitchenHeating
Rating 4.76 out of 5;66 reviews
Entire cabin in Lanesborough
Luxury cabins
4 guestsStudio3 beds1 bathroom
WifiKitchenHeating
Rating 4.86 out of 5;21 reviews
Entire flat in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bathroom
WifiKitchenHeatingIndoor fireplace
Rating 4.61 out of 5;197 reviews
SUPERHOST
Entire apartment in Hancock
Cozy Condo @ Jiminy Peak
5 guests2 bedrooms2 beds1.5 bathrooms
WifiKitchenHeatingIndoor fireplace
Rating 4.69 out of 5;39 reviews
SUPERHOST
Entire flat in Pittsfield
Sharon's place 18
3 guests1 bedroom1 bathroom
WifiKitchenHeating
Rating 3.67 out of 5;3 reviews
SUPERHOST
Private room in Stephentown
King size room Black River Bed & Breakfast
3 guests1 bedroom1 bed1.5 shared bathrooms
WifiHeating
Rating 5.0 out of 5;25 reviews
Entire apartment in Williamstown
Vacation Village in the Berkshires Resort Suite B
4 guests1 bedroom2 beds1 bathroom
WifiKitchenHeatingIndoor fireplace
SUPERHOST
Private room in Stephentown
Red Queen Room Black River Bed and Breakfast
2 guests1 bedroom1 bed1.5 shared bathrooms
WifiHeating
Rating 4.93 out of 5;28 reviews
Entire house in Lenox
Mid-Century Modern Chic in Lenox
4 guests2 bedrooms2 beds2 bathrooms
WifiKitchenHeatingIndoor fireplace
Rating 4.52 out of 5;79 reviews
SUPERHOST
Private room in Pittsfield
Large guest suite w/private bath in the Berkshires
3 guests1 bedroom2 beds1 private bathroom
WifiKitchenHeating
Rating 4.99 out of 5;217 reviews
Entire flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
4 guests2 bedrooms2 beds1.5 bathrooms
WifiKitchenHeating
Rating 4.81 out of 5;85 reviews
SUPERHOST
Private room in Pittsfield
Private Room and Bathroom - Clean and Spacious
2 guests1 bedroom1 bed1.5 bathrooms
WifiKitchenHeating
Rating 4.93 out of 5;28 reviews
SUPERHOST
Barn in Williamstown
Silo Suite with Berkshire Mountain Views!
2 guests1 bedroom1 bed1 bathroom
HeatingIndoor fireplace
Rating 5.0 out of 5;20 reviews
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.