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Lenox, MA Villas and Apartments
Holiday Rentals
USA
Massachusetts (MA)
Berkshires
Lenox, MA Villas and Apartments
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Internet or Wifi (61)
Air Conditioning (57)
Washer/Dryer (56)
Grill (36)
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Kid friendly (54)
Pet friendly (16)
Wheelchair access (0)
Elder access (0)
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Holiday Rental House (44)
Condominium/Apartment (17)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Boat Available (2)
Waterfront (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
The Mount, Edith Wharton's Home
Tanglewood
Mass Audubon Pleasant Valley Wildlife Sanctuary
Ventfort Hall Mansion and Gilded Age Museum
Shakespeare & Company
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61 rentals
in Lenox.
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Restored 1881 Farm House
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
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Unique Condo, Quiet Neighborhood, Walk to Town.
1 review
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Amore Estate - beautiful room with many places to explore and relax in.
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 16
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Private Guest House in Dtwn Lenox, Walk to Dining!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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51 Church Street, Lenox MA - One Bedroom Unit
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 4
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'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 8
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Condo with Resort Amenities in Lenox
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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BERKSHIRES CHARM! Lenox, Tanglewood! SUMMER ONLY, or LongTerm Rental. Location!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Heart of Lenox!! - renovated downtown apartment
21 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Historic Lenox Village Summer Rental
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Heart of Lenox Walk to Town Cozy Cottage!
37 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Farmhouse-Loft -48 Main Street, Lenox, MA
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Cozy Condo with resort amenities
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Center of Lenox, cozy Apartment 2-bedroomREVIEWS
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Lenox House w/ Screened Patio & Mountain View
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 2
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Enjoy a renovated private home right in downtown Lenox
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Family friendly house with two complete units, private deck and yard.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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5 Minute Dive to Tanglewood
8 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Family Friendly Raised Cape in the Center of Lenox Village
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Huge Designer House on 2 acres property, minutes to restaurants, museums
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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As seen on
The Penthouse, Downtown Lenox by Evergreen Home
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 8
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Perfect location in the heart of downtown Lenox
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Charming, spacious country home with stunning views.....steps from Tanglewood!
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 8
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The Winthrop Estate - 12K SF 32 Acres
Holiday Rental House
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11 bedrooms
11 bathrooms
Sleeps 24
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Fabulous modern home with pool & separate guest house . Pet-friendly!
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
2 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Renovated Lenox Haus close to downtown
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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Sophisticated Lenox Retreat by Evergreen Home
2 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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As seen on
Lenox - Walk to Town - Berkshire Home
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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The Kemble- Built by a US Secretary of State in Lenox
Holiday Rental House
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13 bedrooms
14 bathrooms
Sleeps 35
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Your Invited to the Berkshires!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Family fun * The Ponds at Foxhollow Resort
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Kemble Inn - Mansion Buyout
Holiday Rental House
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9 bedrooms
10 bathrooms
Sleeps 20
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Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood
3 reviews
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 10
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Private Apartment in the Heart of Downtown Lenox
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Luxury Berkshires Retreat in Lenox - Main House & Studio
3 reviews
Holiday Rental House
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7 bedrooms
5 bathrooms
Sleeps 15
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One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood
34 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Renovated 1 bedroom in the city center
6 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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As seen on
Luxury Berkshires Retreat in Lenox - Main House
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 11
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Historical Downtown 1bedroom
3 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
Center of Lenox, cozy 2-bedroom apartment REVIEWS
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Mid-Century Modern Berkshires Getaway on 6.5 Acres!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Chic Modern Farmhouse 1 Mile to Downtown Lenox
33 reviews
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Private Access To Laurel Lake, Enjoy Lake Life
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Main Street Delight 1bedroom
3 reviews
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 4
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Showing results 1-50 of 61
Frequently Asked Questions about Lenox
Do any holiday rentals in Lenox have a pool?
Yes, here are some popular holiday rentals in Lenox that have a pool:
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Restored 1881 Farm House
Unique Condo, Quiet Neighborhood, Walk to Town.
See all holiday rentals with a pool in Lenox on Tripadvisor
Do any holiday rentals in Lenox have internet access?
Yes, here are some popular holiday rentals in Lenox that have internet access:
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Restored 1881 Farm House
Unique Condo, Quiet Neighborhood, Walk to Town.
See all holiday rentals in Lenox on Tripadvisor
What are the best pet friendly rentals in Lenox?
The best pet friendly rentals in Lenox are:
Restored 1881 Farm House
Heart of Lenox Walk to Town Cozy Cottage!
Lenox House w/ Screened Patio & Mountain View
See all pet friendly holiday rentals in Lenox on Tripadvisor
What are some great rentals in Lenox that are kid friendly?
Some of the most popular kid friendly rentals in Lenox are:
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Restored 1881 Farm House
Unique Condo, Quiet Neighborhood, Walk to Town.
See all kid friendly holiday rentals in Lenox on Tripadvisor
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