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300+ stays

Stays in Lenox

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Entire house in Lenox
Mid-Century Modern Chic in Lenox
4 guests2 bedrooms2 beds2 baths
Air conditioningSelf check-in
Rating 4.53 out of 5;72 reviews
Price:$151 / night
Entire house in Lee
Berkshire Mountain retreat with Urban luxuries
8 guests2 bedrooms4 beds2 baths
Air conditioningSelf check-in
Rating 5.0 out of 5;36 reviews
Price:$285 / night
Entire house in Becket
A Magical Spot on Little Robin Lake
4 guests2 bedrooms2 beds2 baths
Self check-in
Rating 4.57 out of 5;106 reviews
Price:$125 / night
Entire house in Pittsfield
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bath
Air conditioningSelf check-in
Rating 4.80 out of 5;228 reviews
Price:$97 / night
SUPERHOST
Entire apartment in Pittsfield
Sharon's Place 5 Pet, and 420 friendly!!!!!!
2 guests1 bedroom2 beds1 bath
Air conditioningSelf check-in
Rating 4.79 out of 5;85 reviews
Price:$43 / night
Entire cottage in Hinsdale
Lakeside 3 bd Berkshires Getaway Relax with Us
8 guests3 bedrooms3 beds1 bath
Self check-in
Rating 4.60 out of 5;27 reviews
Price:$134 / night
Entire apartment in Great Barrington
The Treehouse
3 guests2 bedrooms2 beds1 bath
Air conditioningSelf check-inBreakfast
Rating 4.64 out of 5;223 reviews
Price:$133 / night
Entire cottage in Great Barrington
Artist Cottage at the Foot of Monument Mountain
2 guests1 bedroom1 bed2 baths
Air conditioningSelf check-in
Rating 4.94 out of 5;54 reviews
Price:$178 / night
Entire apartment in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bath
Air conditioningSelf check-in
Rating 4.61 out of 5;196 reviews
Price:$47 / night
SUPERHOST
Entire guesthouse in Canaan
Airy cottage with meadow views in The Berkshires
4 guests1 bedroom3 beds1 bath
WifiKitchenFree parking
Rating 4.94 out of 5;101 reviews
Price:$145 / night
SUPERHOST
Entire house in Lenox
Heart of Lenox Walk to Town Cozy Cottage!
4 guests2 bedrooms3 beds1 bath
Air conditioningSelf check-in
Rating 4.95 out of 5;106 reviews
Price:$272 / night
Entire apartment in Great Barrington
The Nest
3 guests1 bedroom1 bed1 bath
Breakfast
Rating 4.29 out of 5;31 reviews
Price:$109 / night
SUPERHOST
Entire chalet in Otis
Octagonal Glass Treehouse in Berkshires
4 guests1 bedroom2 beds2 baths
Self check-in
Rating 4.94 out of 5;104 reviews
Price:$264 / night
SUPERHOST
Private room in Pittsfield
Private Room and Bathroom - Clean and Spacious
2 guests1 bedroom1 bed1.5 baths
Air conditioning
Rating 4.93 out of 5;28 reviews
Price:$48 / night
Entire apartment in Otis
Rustic Berkshire Getaway
4 guests2 bedrooms2 beds2 baths
Air conditioningSelf check-in
Rating 4.94 out of 5;16 reviews
Price:$128 / night
SUPERHOST
Entire cottage in Becket
BERKSHIRE COTTAGE BY CRYSTAL CLEAR LAKE
4 guests2 bedrooms2 beds1 bath
Air conditioningSelf check-in
Rating 4.95 out of 5;64 reviews
Price:$172 / night
SUPERHOST
Entire cabin in Stockbridge
NEW Stockbridge Cabin - A quick stroll to the lake
6 guests3 bedrooms5 beds1.5 baths
Air conditioning
Rating 4.88 out of 5;25 reviews
Price:$314 / night
Private room in Lenox
One private single room in Lenox
2 guests1 bedroom1 bed1.5 shared baths
Breakfast
Rating 4.98 out of 5;51 reviews
Price:$50 / night
Entire cabin in Stockbridge
NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!
6 guests2 bedrooms4 beds2 baths
Air conditioning
Rating 4.44 out of 5;9 reviews
Price:$261 / night
SUPERHOST
Entire cottage in New Lebanon
The Writer's Cottage
3 guests1 bedroom2 beds1 bath
Air conditioningSelf check-in
Rating 4.95 out of 5;112 reviews
Price:$95 / night
1 20 of 300+ places to stay
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