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Vacation Rentals near Tanglewood

297 West St, Lenox, Massachusetts 01240
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    Travelers to Lenox are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 68 Rentals in Lenox
    Gartner House, a charming home in Lenox1 / 21
    (40)Excellent
    1.6 miles from Tanglewood
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Heart of Lenox1 / 12
    (2)Excellent
    1.7 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Restored 1881 Farm House1 / 25
    (1)Excellent
    2.5 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    5 STAR CASUAL ELEGANCE for 5 STAR GUESTS1 / 30
    1.8 miles from Tanglewood
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood1 / 30
    (3)Excellent
    4.0 miles from Tanglewood
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Lenox, Berkshires
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 10
    Luxury Berkshires Retreat in Lenox - Main House & Studio1 / 30
    (3)Very good
    1.7 miles from Tanglewood
    7 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Lenox, Berkshires
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 15
    Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood1 / 30
    (34)Excellent
    1.1 miles from Tanglewood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    5 Minute Dive to Tanglewood1 / 30
    (9)Excellent
    1.5 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Heart of Lenox. Bishop Estates....Walk to Town, Tanglewood, Jacobs Pillow1 / 23
    1.2 miles from Tanglewood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox1 / 20
    (100)Excellent
    1.7 miles from Tanglewood
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Unique Condo, Quiet Neighborhood, Walk to Town.1 / 6
    (101)Excellent
    1.7 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Restored Lenox Farmhouse Near Tanglewood, Including Rescued Mini Donkeys!1 / 17
    (3)Excellent
    4.4 miles from Tanglewood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Enveloped in Nature * Lenox1 / 13
    4.5 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    48 Main Street, Lenox MA - 48 Main Street, Lenox, MA1 / 19
    1.4 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Huge Designer House on 2 acres property, minutes to restaurants, museums1 / 30
    4.5 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Long term vacation rental. Quiet clean and comfortable all one level1 / 19
    3.5 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lenox, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Historical Downtown 1bedroom1 / 16
    (25)Excellent
    1.4 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beautiful Berkshires Historic Lenox Home1 / 17
    3.2 miles from Tanglewood
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Secure Parking
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    • Private Yard
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    About this property
    This property is close to everything! Easy access to hike, ski, snowboard, 5 minute drive to Tanglewood, Kripalu, Dining, Cafes, shops, art galleries, live music & more. Enjoy westward facing kitchen, bathroom & bedroom window for beautiful sunset views of Lenox nature. Great cell & WiFi...
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Renovated 1 bedroom in the city center1 / 19
    (16)Excellent
    1.4 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    51 Church Street, Lenox MA - One Bedroom Unit1 / 17
    (2)Excellent
    1.5 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lenox House w/ Screened Patio & Mountain View1 / 28
    4.5 miles from Tanglewood
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Lenox, Berkshires
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Renovated Lenox Haus close to downtown1 / 27
    1.5 miles from Tanglewood
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Steps away from shops and restaurants of Lenox Village, with private forest1 / 17
    1.3 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    NEW! Lenox Home Mins to Tanglewood Shakespeare & Co1 / 25
    (18)Very good
    3.2 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Lenox Home: View of October Mountain1 / 29
    4.5 miles from Tanglewood
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    The best of both worlds, Country and Culture1 / 27
    (18)Excellent
    3.4 miles from Tanglewood
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    One Bedroom Luxury Cottage at Blantyre, Relais & Chateaux1 / 8
    2.8 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lenox, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Heart of Lenox Walk to Town Cozy Cottage!1 / 21
    (37)Excellent
    1.7 miles from Tanglewood
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Staycation Lenox House -7- mins walk to downtown1 / 22
    (9)Very good
    1.7 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA1 / 30
    (45)Excellent
    2.3 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Sophisticated Lenox Retreat, Minutes to Downtown1 / 30
    (2)Excellent
    2.2 miles from Tanglewood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Perfect location in the heart of downtown Lenox1 / 20
    1.6 miles from Tanglewood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Private Apartment in the Heart of Downtown Lenox1 / 6
    1.3 miles from Tanglewood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Restored 1881 Farm House1 / 25
    (37)Excellent
    2.5 miles from Tanglewood
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Lenox, Berkshires
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Center of Lenox, cozy Apartment 2-bedroomREVIEWS1 / 30
    1.6 miles from Tanglewood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Historic Lenox Village Summer Rental1 / 6
    1.5 miles from Tanglewood
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Enjoy a renovated private home right in downtown Lenox1 / 14
    (3)Excellent
    1.6 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Center of Lenox, cozy 2-bedroom apartment REVIEWS1 / 30
    1.6 miles from Tanglewood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Renovated 1860's Farmhouse, across from the Miraval.1 / 17
    2.8 miles from Tanglewood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Kemble Inn - Mansion Buyout1 / 30
    1.4 miles from Tanglewood
    9 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    Lenox, Berkshires
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 20
    Charming, spacious country home with stunning views.....steps from Tanglewood!1 / 26
    (37)Excellent
    0.3 miles from Tanglewood
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Lenox, Berkshires
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Your Invited to the Berkshires!1 / 18
    (4)Excellent
    2.5 miles from Tanglewood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Modern, Comfortable Classic House- Downtown Lenox1 / 25
    (8)Very good
    1.6 miles from Tanglewood
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Luxury Berkshires Retreat in Lenox - Main House1 / 30
    (42)Excellent
    1.7 miles from Tanglewood
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Lenox, Berkshires
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
    Private Guest House in Dtwn Lenox, Walk to Dining!1 / 23
    (13)Very good
    1.5 miles from Tanglewood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    A walk to Tanglewood and Main Street!1 / 18
    1.5 miles from Tanglewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Location Information
    Lenox, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Enjoy comfortable elegance in this secluded grand home located in Lenox town1 / 30
    (46)Excellent
    1.7 miles from Tanglewood
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
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    • DVD Player
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    Lenox, Berkshires
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    Lenox Grand Colonial with Pool, 3 Season Porch1 / 30
    4.6 miles from Tanglewood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Private, Luxury, Location 1 Mile to Downtown Lenox - 2.5 miles to Tanglewood1 / 30
    (33)Excellent
    2.5 miles from Tanglewood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Patio
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    Location Information
    Lenox, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    October Mountain Escape1 / 30
    3.0 miles from Tanglewood
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Location Information
    Lenox, Berkshires
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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