Vacation Rentals in Lenox, Massachusetts

36 Properties Available

The Winthrop Estate - 12K SF 32 Acres Villa
The Winthrop Estate - 12K SF 32 Acres
$3086 / night
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Chic Modern Farmhouse 1 Mile to Downtown Lenox Private vacation home
Chic Modern Farmhouse 1 Mile to Downtown Lenox
$1518 / night
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Luxury Berkshires Retreat in Lenox - Main House  & Studio Private vacation home
Luxury Berkshires Retreat in Lenox - Main House & Studio
$1170 / night
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Amore Estate -  beautiful room with many places to explore and relax in. Private vacation home
Amore Estate - beautiful room with many places to explore and relax in.
$1093 / night
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Spacious Historic 9-bedroom Inn in charming Lenox. Equipped with full kitchen. Private vacation home
Spacious Historic 9-bedroom Inn in charming Lenox. Equipped with full kitchen.
$1060 / night
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Lakeside Estate: 2 Homes For Family Gatherings Private vacation home
Lakeside Estate: 2 Homes For Family Gatherings
$873 / night
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Spacious Lenox Home Near Tanglewood Private vacation home
Spacious Lenox Home Near Tanglewood
$660 / night
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Farmhouse-Loft -48 Main Street, Lenox, MA Apartment
Farmhouse-Loft -48 Main Street, Lenox, MA
$602 / night
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Perfect location in the heart of downtown Lenox Private vacation home
Perfect location in the heart of downtown Lenox
$587 / night
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Sophisticated Lenox Retreat by Evergreen Home Private vacation home
Sophisticated Lenox Retreat by Evergreen Home
$495 / night
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Lakefront, Kayaks Included, Come Unwind In Lenox! Private vacation home
Lakefront, Kayaks Included, Come Unwind In Lenox!
$474 / night
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51 Church Street, Lenox MA - One Bedroom Unit Apartment
51 Church Street, Lenox MA - One Bedroom Unit
$436 / night
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Restored 1881 Farm House Private vacation home
Restored 1881 Farm House
$349 / night
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 \nCharming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, AC.\n Private vacation home
\nCharming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, AC.\n
$342 / night
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Historical  Downtown 1bedroom Apartment
Historical Downtown 1bedroom
$328 / night
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Renovated Downtown 1bedroom Apartment
Renovated Downtown 1bedroom
$328 / night
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Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center Apartment
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
$303 / night
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Historic Lenox Village Summer Rental Condo
Historic Lenox Village Summer Rental
$299 / night
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! Agritourism
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
$290 / night
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Lovely Townhouse In Heart Of Lenox  Private vacation home
Lovely Townhouse In Heart Of Lenox
$272 / night
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Gateways Inn & Restaurant Hotel
Gateways Inn & Restaurant
$254 / night
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Tranquil Lakeside Escape in the Berkshires Condo
Tranquil Lakeside Escape in the Berkshires
$232 / night
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Unique Condo, Quiet Neighborhood, Walk to Town. Condo
Unique Condo, Quiet Neighborhood, Walk to Town.
$165 / night
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Peaceful 1BR Condo with Pond View Condo
Peaceful 1BR Condo with Pond View
$163 / night
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Hideaway Inn Lenox Guest house
Hideaway Inn Lenox
$148 / night
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The Yankee, Trademark Collection by Wyndham Hotel
The Yankee, Trademark Collection by Wyndham
$135 / night
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Howard Johnson by Wyndham Lenox Motel
Howard Johnson by Wyndham Lenox
$89 / night
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Center of Lenox, cozy Apartment 2-bedroom<br>REVIEWS   https:\/\/abnb.me\/kcBk7oCR6xb Apartment
Center of Lenox, cozy Apartment 2-bedroom<br>REVIEWS https:\/\/abnb.me\/kcBk7oCR6xb
$0 / night
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Eastgate Inn B&B Bed & breakfast
Eastgate Inn B&B
$0 / night
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Enveloped in Nature @ Lenox Private vacation home
Enveloped in Nature @ Lenox
$0 / night
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Family friendly house with two complete units, private deck and yard. Private vacation home
Family friendly house with two complete units, private deck and yard.
$0 / night
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Family fun @ The Ponds at Foxhollow Resort Apartment
Family fun @ The Ponds at Foxhollow Resort
$0 / night
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Miraval Berkshires Resort & Spa - All Inclusive Adults Only Hotel resort
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
$0 / night
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Private Guest House in Dtwn Lenox, Walk to Dining! Cottage
Private Guest House in Dtwn Lenox, Walk to Dining!
$0 / night
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Steps away from shops and restaurants of Lenox Village, with private forest Private vacation home
Steps away from shops and restaurants of Lenox Village, with private forest
$0 / night
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Wheatleigh Hotel
Wheatleigh
$0 / night
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