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Holiday Rentals in Lenox

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Bathrooms

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5 km
61 rentals in Lenox.
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, holiday rental in Lenox
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, holiday rental in Lenox
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, holiday rental in Lenox

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Restored 1881 Farm House, holiday rental in Lenox
Restored 1881 Farm House, holiday rental in Lenox
Restored 1881 Farm House, holiday rental in Lenox

Restored 1881 Farm House

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Unique Condo, Quiet Neighborhood, Walk to Town., holiday rental in Lenox
Unique Condo, Quiet Neighborhood, Walk to Town., holiday rental in Lenox
Unique Condo, Quiet Neighborhood, Walk to Town., holiday rental in Lenox

Unique Condo, Quiet Neighborhood, Walk to Town.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Amore Estate -  beautiful room with many places to explore and relax in., holiday rental in Lenox
Amore Estate -  beautiful room with many places to explore and relax in., holiday rental in Lenox
Amore Estate -  beautiful room with many places to explore and relax in., holiday rental in Lenox

Amore Estate - beautiful room with many places to explore and relax in.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Private Guest House in Dtwn Lenox, Walk to Dining!, holiday rental in Lenox
Private Guest House in Dtwn Lenox, Walk to Dining!, holiday rental in Lenox
Private Guest House in Dtwn Lenox, Walk to Dining!, holiday rental in Lenox

Private Guest House in Dtwn Lenox, Walk to Dining!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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51 Church Street, Lenox MA - One Bedroom Unit, holiday rental in Lenox
51 Church Street, Lenox MA - One Bedroom Unit, holiday rental in Lenox
51 Church Street, Lenox MA - One Bedroom Unit, holiday rental in Lenox

51 Church Street, Lenox MA - One Bedroom Unit

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, holiday rental in Lenox
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, holiday rental in Lenox
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, holiday rental in Lenox

'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Condo with Resort Amenities in Lenox, holiday rental in Lenox
Condo with Resort Amenities in Lenox, holiday rental in Lenox
Condo with Resort Amenities in Lenox, holiday rental in Lenox

Condo with Resort Amenities in Lenox

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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BERKSHIRES CHARM! Lenox, Tanglewood!  SUMMER ONLY, or LongTerm Rental. Location!, holiday rental in Lenox
BERKSHIRES CHARM! Lenox, Tanglewood!  SUMMER ONLY, or LongTerm Rental. Location!, holiday rental in Lenox
BERKSHIRES CHARM! Lenox, Tanglewood!  SUMMER ONLY, or LongTerm Rental. Location!, holiday rental in Lenox

BERKSHIRES CHARM! Lenox, Tanglewood! SUMMER ONLY, or LongTerm Rental. Location!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Heart of Lenox!! - renovated downtown apartment, holiday rental in Lenox
Heart of Lenox!! - renovated downtown apartment, holiday rental in Lenox
Heart of Lenox!! - renovated downtown apartment, holiday rental in Lenox

Heart of Lenox!! - renovated downtown apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Lenox Village Summer Rental, holiday rental in Lenox
Historic Lenox Village Summer Rental, holiday rental in Lenox
Historic Lenox Village Summer Rental, holiday rental in Lenox

Historic Lenox Village Summer Rental

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Heart of Lenox Walk to Town Cozy Cottage!, holiday rental in Lenox
Heart of Lenox Walk to Town Cozy Cottage!, holiday rental in Lenox
Heart of Lenox Walk to Town Cozy Cottage!, holiday rental in Lenox

Heart of Lenox Walk to Town Cozy Cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Farmhouse-Loft -48 Main Street, Lenox, MA, holiday rental in Lenox
Farmhouse-Loft -48 Main Street, Lenox, MA, holiday rental in Lenox
Farmhouse-Loft -48 Main Street, Lenox, MA, holiday rental in Lenox

Farmhouse-Loft -48 Main Street, Lenox, MA

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Condo with resort amenities, holiday rental in Lenox
Cozy Condo with resort amenities, holiday rental in Lenox
Cozy Condo with resort amenities, holiday rental in Lenox

Cozy Condo with resort amenities

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Center of Lenox, cozy Apartment 2-bedroomREVIEWS, holiday rental in Lenox
Center of Lenox, cozy Apartment 2-bedroomREVIEWS, holiday rental in Lenox
Center of Lenox, cozy Apartment 2-bedroomREVIEWS, holiday rental in Lenox

Center of Lenox, cozy Apartment 2-bedroomREVIEWS

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lenox House w/ Screened Patio & Mountain View, holiday rental in Lenox
Lenox House w/ Screened Patio & Mountain View, holiday rental in Lenox
Lenox House w/ Screened Patio & Mountain View, holiday rental in Lenox

Lenox House w/ Screened Patio & Mountain View

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Enjoy a renovated private home right in downtown Lenox, holiday rental in Lenox
Enjoy a renovated private home right in downtown Lenox, holiday rental in Lenox
Enjoy a renovated private home right in downtown Lenox, holiday rental in Lenox

Enjoy a renovated private home right in downtown Lenox

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family friendly house with two complete units, private deck and yard., holiday rental in Lenox
Family friendly house with two complete units, private deck and yard., holiday rental in Lenox
Family friendly house with two complete units, private deck and yard., holiday rental in Lenox

Family friendly house with two complete units, private deck and yard.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA, holiday rental in Lenox
Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA, holiday rental in Lenox
Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA, holiday rental in Lenox

Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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5 Minute Dive to Tanglewood, holiday rental in Lenox
5 Minute Dive to Tanglewood, holiday rental in Lenox
5 Minute Dive to Tanglewood, holiday rental in Lenox

5 Minute Dive to Tanglewood

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Raised Cape in the Center of Lenox Village, holiday rental in Lenox
Family Friendly Raised Cape in the Center of Lenox Village, holiday rental in Lenox
Family Friendly Raised Cape in the Center of Lenox Village, holiday rental in Lenox

Family Friendly Raised Cape in the Center of Lenox Village

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Huge Designer House on 2 acres property, minutes to restaurants, museums, holiday rental in Lenox
Huge Designer House on 2 acres property, minutes to restaurants, museums, holiday rental in Lenox
Huge Designer House on 2 acres property, minutes to restaurants, museums, holiday rental in Lenox

Huge Designer House on 2 acres property, minutes to restaurants, museums

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Penthouse, Downtown Lenox by Evergreen Home, holiday rental in Lenox
The Penthouse, Downtown Lenox by Evergreen Home, holiday rental in Lenox
The Penthouse, Downtown Lenox by Evergreen Home, holiday rental in Lenox

The Penthouse, Downtown Lenox by Evergreen Home

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect location in the heart of downtown Lenox, holiday rental in Lenox
Perfect location in the heart of downtown Lenox, holiday rental in Lenox
Perfect location in the heart of downtown Lenox, holiday rental in Lenox

Perfect location in the heart of downtown Lenox

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming, spacious country home with stunning views.....steps from Tanglewood!, holiday rental in Lenox
Charming, spacious country home with stunning views.....steps from Tanglewood!, holiday rental in Lenox
Charming, spacious country home with stunning views.....steps from Tanglewood!, holiday rental in Lenox

Charming, spacious country home with stunning views.....steps from Tanglewood!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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The Winthrop Estate - 12K SF 32 Acres, holiday rental in Lenox
The Winthrop Estate - 12K SF 32 Acres, holiday rental in Lenox
The Winthrop Estate - 12K SF 32 Acres, holiday rental in Lenox

The Winthrop Estate - 12K SF 32 Acres

Holiday Rental House
11 bedrooms
11 bathrooms
Sleeps 24
Match: Sleeps
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Fabulous modern home with pool & separate guest house . Pet-friendly!, holiday rental in Lenox
Fabulous modern home with pool & separate guest house . Pet-friendly!, holiday rental in Lenox
Fabulous modern home with pool & separate guest house . Pet-friendly!, holiday rental in Lenox

Fabulous modern home with pool & separate guest house . Pet-friendly!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, holiday rental in Lenox
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, holiday rental in Lenox
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, holiday rental in Lenox

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Renovated Lenox Haus close to downtown, holiday rental in Lenox
Renovated Lenox Haus close to downtown, holiday rental in Lenox
Renovated Lenox Haus close to downtown, holiday rental in Lenox

Renovated Lenox Haus close to downtown

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sophisticated Lenox Retreat by Evergreen Home, holiday rental in Lenox
Sophisticated Lenox Retreat by Evergreen Home, holiday rental in Lenox
Sophisticated Lenox Retreat by Evergreen Home, holiday rental in Lenox

Sophisticated Lenox Retreat by Evergreen Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lenox - Walk to Town - Berkshire Home, holiday rental in Lenox
Lenox - Walk to Town - Berkshire Home, holiday rental in Lenox
Lenox - Walk to Town - Berkshire Home, holiday rental in Lenox

Lenox - Walk to Town - Berkshire Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Kemble- Built by a US Secretary of State in Lenox, holiday rental in Lenox
The Kemble- Built by a US Secretary of State in Lenox, holiday rental in Lenox
The Kemble- Built by a US Secretary of State in Lenox, holiday rental in Lenox

The Kemble- Built by a US Secretary of State in Lenox

Holiday Rental House
13 bedrooms
14 bathrooms
Sleeps 35
Match: Sleeps
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Your Invited to the Berkshires!, holiday rental in Lenox
Your Invited to the Berkshires!, holiday rental in Lenox
Your Invited to the Berkshires!, holiday rental in Lenox

Your Invited to the Berkshires!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family fun * The Ponds at Foxhollow Resort, holiday rental in Lenox
Family fun * The Ponds at Foxhollow Resort, holiday rental in Lenox
Family fun * The Ponds at Foxhollow Resort, holiday rental in Lenox

Family fun * The Ponds at Foxhollow Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kemble Inn - Mansion Buyout, holiday rental in Lenox
Kemble Inn - Mansion Buyout, holiday rental in Lenox
Kemble Inn - Mansion Buyout, holiday rental in Lenox

Kemble Inn - Mansion Buyout

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
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Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood, holiday rental in Lenox
Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood, holiday rental in Lenox
Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood, holiday rental in Lenox

Historic Lenox 5 BR 5 BA renovated luxury house on 6 acres Minutes to Tanglewood

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private Apartment in the Heart of Downtown Lenox, holiday rental in Lenox
Private Apartment in the Heart of Downtown Lenox, holiday rental in Lenox
Private Apartment in the Heart of Downtown Lenox, holiday rental in Lenox

Private Apartment in the Heart of Downtown Lenox

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Berkshires Retreat in Lenox - Main House  & Studio, holiday rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House  & Studio, holiday rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House  & Studio, holiday rental in Lenox

Luxury Berkshires Retreat in Lenox - Main House & Studio

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, holiday rental in Lenox
One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, holiday rental in Lenox
One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, holiday rental in Lenox

One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, holiday rental in Lenox
Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, holiday rental in Lenox
Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, holiday rental in Lenox

Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Renovated 1 bedroom in the city center, holiday rental in Lenox
Renovated 1 bedroom in the city center, holiday rental in Lenox
Renovated 1 bedroom in the city center, holiday rental in Lenox

Renovated 1 bedroom in the city center

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Berkshires Retreat in Lenox - Main House, holiday rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House, holiday rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House, holiday rental in Lenox

Luxury Berkshires Retreat in Lenox - Main House

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Historical  Downtown 1bedroom, holiday rental in Lenox
Historical  Downtown 1bedroom, holiday rental in Lenox
Historical  Downtown 1bedroom, holiday rental in Lenox

Historical Downtown 1bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Center of Lenox, cozy 2-bedroom apartment REVIEWS, holiday rental in Lenox
Center of Lenox, cozy 2-bedroom apartment REVIEWS, holiday rental in Lenox
Center of Lenox, cozy 2-bedroom apartment REVIEWS, holiday rental in Lenox

Center of Lenox, cozy 2-bedroom apartment REVIEWS

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mid-Century Modern Berkshires Getaway on 6.5 Acres!, holiday rental in Lenox
Mid-Century Modern Berkshires Getaway on 6.5 Acres!, holiday rental in Lenox
Mid-Century Modern Berkshires Getaway on 6.5 Acres!, holiday rental in Lenox

Mid-Century Modern Berkshires Getaway on 6.5 Acres!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chic Modern Farmhouse 1 Mile to Downtown Lenox, holiday rental in Lenox
Chic Modern Farmhouse 1 Mile to Downtown Lenox, holiday rental in Lenox
Chic Modern Farmhouse 1 Mile to Downtown Lenox, holiday rental in Lenox

Chic Modern Farmhouse 1 Mile to Downtown Lenox

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, holiday rental in Lenox
Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, holiday rental in Lenox
Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, holiday rental in Lenox

Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, holiday rental in Lenox
Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, holiday rental in Lenox
Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, holiday rental in Lenox

Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Access To Laurel Lake, Enjoy Lake Life, holiday rental in Lenox
Private Access To Laurel Lake, Enjoy Lake Life, holiday rental in Lenox
Private Access To Laurel Lake, Enjoy Lake Life, holiday rental in Lenox

Private Access To Laurel Lake, Enjoy Lake Life

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Main Street Delight 1bedroom, holiday rental in Lenox
Main Street Delight 1bedroom, holiday rental in Lenox
Main Street Delight 1bedroom, holiday rental in Lenox

Main Street Delight 1bedroom

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 61
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