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Vacation Rentals nearby Tanglewood

297 West St, Lenox, Massachusetts 01240
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5 km
62 rentals in Lenox.
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, vacation rental in Lenox
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, vacation rental in Lenox
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, vacation rental in Lenox

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Holiday Rental House
5.1 kilometres from Tanglewood
5 bedrooms
2 bathrooms
Sleeps 6
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Restored 1881 Farm House, vacation rental in Lenox
Restored 1881 Farm House, vacation rental in Lenox
Restored 1881 Farm House, vacation rental in Lenox

Restored 1881 Farm House

Holiday Rental House
4.0 kilometres from Tanglewood
2 bedrooms
3 bathrooms
Sleeps 4
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Unique Condo, Quiet Neighborhood, Walk to Town., vacation rental in Lenox
Unique Condo, Quiet Neighborhood, Walk to Town., vacation rental in Lenox
Unique Condo, Quiet Neighborhood, Walk to Town., vacation rental in Lenox

Unique Condo, Quiet Neighborhood, Walk to Town.

Condo/Apartment
2.7 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 4
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Amore Estate -  beautiful room with many places to explore and relax in., vacation rental in Lenox
Amore Estate -  beautiful room with many places to explore and relax in., vacation rental in Lenox
Amore Estate -  beautiful room with many places to explore and relax in., vacation rental in Lenox

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

Holiday Rental House
4.8 kilometres from Tanglewood
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Private Guest House in Dtwn Lenox, Walk to Dining!, vacation rental in Lenox
Private Guest House in Dtwn Lenox, Walk to Dining!, vacation rental in Lenox
Private Guest House in Dtwn Lenox, Walk to Dining!, vacation rental in Lenox

Private Guest House in Dtwn Lenox, Walk to Dining!

Holiday Rental House
2.3 kilometres from Tanglewood
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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51 Church Street, Lenox MA - One Bedroom Unit, vacation rental in Lenox
51 Church Street, Lenox MA - One Bedroom Unit, vacation rental in Lenox
51 Church Street, Lenox MA - One Bedroom Unit, vacation rental in Lenox

51 Church Street, Lenox MA - One Bedroom Unit

Condo/Apartment
2.4 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, vacation rental in Lenox
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, vacation rental in Lenox
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox, vacation rental in Lenox

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

Holiday Rental House
2.7 kilometres from Tanglewood
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Condo with Resort Amenities in Lenox, vacation rental in Lenox
Condo with Resort Amenities in Lenox, vacation rental in Lenox
Condo with Resort Amenities in Lenox, vacation rental in Lenox

Condo with Resort Amenities in Lenox

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

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

Condo/Apartment
3.1 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Heart of Lenox!! - renovated downtown apartment, vacation rental in Lenox
Heart of Lenox!! - renovated downtown apartment, vacation rental in Lenox
Heart of Lenox!! - renovated downtown apartment, vacation rental in Lenox

Heart of Lenox!! - renovated downtown apartment

Condo/Apartment
2.4 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Lenox Village Summer Rental, vacation rental in Lenox
Historic Lenox Village Summer Rental, vacation rental in Lenox
Historic Lenox Village Summer Rental, vacation rental in Lenox

Historic Lenox Village Summer Rental

Condo/Apartment
2.4 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Heart of Lenox Walk to Town Cozy Cottage!, vacation rental in Lenox
Heart of Lenox Walk to Town Cozy Cottage!, vacation rental in Lenox
Heart of Lenox Walk to Town Cozy Cottage!, vacation rental in Lenox

Heart of Lenox Walk to Town Cozy Cottage!

Holiday Rental House
2.7 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 4
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Farmhouse-Loft -48 Main Street, Lenox, MA, vacation rental in Lenox
Farmhouse-Loft -48 Main Street, Lenox, MA, vacation rental in Lenox
Farmhouse-Loft -48 Main Street, Lenox, MA, vacation rental in Lenox

Farmhouse-Loft -48 Main Street, Lenox, MA

Condo/Apartment
2.3 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Condo with resort amenities, vacation rental in Lenox
Cozy Condo with resort amenities, vacation rental in Lenox
Cozy Condo with resort amenities, vacation rental in Lenox

Cozy Condo with resort amenities

Condo/Apartment
3.7 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Center of Lenox, cozy Apartment 2-bedroomREVIEWS, vacation rental in Lenox
Center of Lenox, cozy Apartment 2-bedroomREVIEWS, vacation rental in Lenox
Center of Lenox, cozy Apartment 2-bedroomREVIEWS, vacation rental in Lenox

Center of Lenox, cozy Apartment 2-bedroomREVIEWS

Condo/Apartment
2.6 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lenox House w/ Screened Patio & Mountain View, vacation rental in Lenox
Lenox House w/ Screened Patio & Mountain View, vacation rental in Lenox
Lenox House w/ Screened Patio & Mountain View, vacation rental in Lenox

Lenox House w/ Screened Patio & Mountain View

Holiday Rental House
7.1 kilometres from Tanglewood
1 bedroom
2 bathrooms
Sleeps 2
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Enjoy a renovated private home right in downtown Lenox, vacation rental in Lenox
Enjoy a renovated private home right in downtown Lenox, vacation rental in Lenox
Enjoy a renovated private home right in downtown Lenox, vacation rental in Lenox

Enjoy a renovated private home right in downtown Lenox

Holiday Rental House
2.6 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 6
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Family friendly house with two complete units, private deck and yard., vacation rental in Lenox
Family friendly house with two complete units, private deck and yard., vacation rental in Lenox
Family friendly house with two complete units, private deck and yard., vacation rental in Lenox

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

Holiday Rental House
7.1 kilometres from Tanglewood
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, vacation rental in Lenox
Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA, vacation rental in Lenox
Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA, vacation rental in Lenox

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

Holiday Rental House
3.7 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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5 Minute Dive to Tanglewood, vacation rental in Lenox
5 Minute Dive to Tanglewood, vacation rental in Lenox
5 Minute Dive to Tanglewood, vacation rental in Lenox

5 Minute Dive to Tanglewood

Holiday Rental House
2.4 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Raised Cape in the Center of Lenox Village, vacation rental in Lenox
Family Friendly Raised Cape in the Center of Lenox Village, vacation rental in Lenox
Family Friendly Raised Cape in the Center of Lenox Village, vacation rental in Lenox

Family Friendly Raised Cape in the Center of Lenox Village

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

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

Holiday Rental House
6.9 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Penthouse, Downtown Lenox by Evergreen Home, vacation rental in Lenox
The Penthouse, Downtown Lenox by Evergreen Home, vacation rental in Lenox
The Penthouse, Downtown Lenox by Evergreen Home, vacation rental in Lenox

The Penthouse, Downtown Lenox by Evergreen Home

Condo/Apartment
2.4 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect location in the heart of downtown Lenox, vacation rental in Lenox
Perfect location in the heart of downtown Lenox, vacation rental in Lenox
Perfect location in the heart of downtown Lenox, vacation rental in Lenox

Perfect location in the heart of downtown Lenox

Holiday Rental House
2.6 kilometres from Tanglewood
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Lenox House. In the center of Lenox and the Berkshires, vacation rental in Lenox
The Lenox House. In the center of Lenox and the Berkshires, vacation rental in Lenox
The Lenox House. In the center of Lenox and the Berkshires, vacation rental in Lenox

The Lenox House. In the center of Lenox and the Berkshires

Holiday Rental House
2.6 kilometres from Tanglewood
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming, spacious country home with stunning views.....steps from Tanglewood!, vacation rental in Lenox
Charming, spacious country home with stunning views.....steps from Tanglewood!, vacation rental in Lenox
Charming, spacious country home with stunning views.....steps from Tanglewood!, vacation rental in Lenox

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

Holiday Rental House
0.5 kilometres from Tanglewood
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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The best of both worlds, Country and Culture, vacation rental in Lenox
The best of both worlds, Country and Culture, vacation rental in Lenox
The best of both worlds, Country and Culture, vacation rental in Lenox

The best of both worlds, Country and Culture

Holiday Rental House
5.5 kilometres from Tanglewood
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Main Street Delight 1bedroom, vacation rental in Lenox
Main Street Delight 1bedroom, vacation rental in Lenox
Main Street Delight 1bedroom, vacation rental in Lenox

Main Street Delight 1bedroom

Condo/Apartment
2.3 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy comfortable elegance in this secluded grand home located in town, vacation rental in Lenox
Enjoy comfortable elegance in this secluded grand home located in town, vacation rental in Lenox
Enjoy comfortable elegance in this secluded grand home located in town, vacation rental in Lenox

Enjoy comfortable elegance in this secluded grand home located in town

Holiday Rental House
2.7 kilometres from Tanglewood
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN., vacation rental in Lenox
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN., vacation rental in Lenox
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN., vacation rental in Lenox

NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.

Holiday Rental House
2.4 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Condo, walk to town, private and bright, vacation rental in Lenox
Cozy Condo, walk to town, private and bright, vacation rental in Lenox
Cozy Condo, walk to town, private and bright, vacation rental in Lenox

Cozy Condo, walk to town, private and bright

Condo/Apartment
2.4 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, vacation rental in Lenox
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, vacation rental in Lenox
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux, vacation rental in Lenox

Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux

Holiday Rental House
4.0 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Berkshires Retreat in Lenox - Main House  & Studio, vacation rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House  & Studio, vacation rental in Lenox
Luxury Berkshires Retreat in Lenox - Main House  & Studio, vacation rental in Lenox

Luxury Berkshires Retreat in Lenox - Main House & Studio

Holiday Rental House
2.7 kilometres from Tanglewood
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Sophisticated Lenox Retreat by Evergreen Home, vacation rental in Lenox
Sophisticated Lenox Retreat by Evergreen Home, vacation rental in Lenox
Sophisticated Lenox Retreat by Evergreen Home, vacation rental in Lenox

Sophisticated Lenox Retreat by Evergreen Home

Holiday Rental House
3.5 kilometres from Tanglewood
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Downtown 1bedroom, vacation rental in Lenox
Renovated Downtown 1bedroom, vacation rental in Lenox
Renovated Downtown 1bedroom, vacation rental in Lenox

Renovated Downtown 1bedroom

Condo/Apartment
2.3 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fabulous modern home with pool & separate guest house . Pet-friendly!, vacation rental in Lenox
Fabulous modern home with pool & separate guest house . Pet-friendly!, vacation rental in Lenox
Fabulous modern home with pool & separate guest house . Pet-friendly!, vacation rental in Lenox

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

Holiday Rental House
7.1 kilometres from Tanglewood
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, vacation rental in Lenox
Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, vacation rental in Lenox
Charming 3-bedroom townhome owned by artist in wonderful Lenox with WiFi, vacation rental in Lenox

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

Holiday Rental House
2.6 kilometres from Tanglewood
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, vacation rental in Lenox
Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, vacation rental in Lenox
Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood, vacation rental in Lenox

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

Holiday Rental House
1.8 kilometres from Tanglewood
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, vacation rental in Lenox
Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, vacation rental in Lenox
Cozy 3BR Home w/ Yard & Patio 5 min to Tanglewood, vacation rental in Lenox

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

Holiday Rental House
2.9 kilometres from Tanglewood
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Townhouse In Heart Of Lenox, vacation rental in Lenox
Lovely Townhouse In Heart Of Lenox, vacation rental in Lenox
Lovely Townhouse In Heart Of Lenox, vacation rental in Lenox

Lovely Townhouse In Heart Of Lenox

Holiday Rental House
3.1 kilometres from Tanglewood
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mid-Century Modern Berkshires Getaway on 6.5 Acres!, vacation rental in Lenox
Mid-Century Modern Berkshires Getaway on 6.5 Acres!, vacation rental in Lenox
Mid-Century Modern Berkshires Getaway on 6.5 Acres!, vacation rental in Lenox

Mid-Century Modern Berkshires Getaway on 6.5 Acres!

Holiday Rental House
2.1 kilometres from Tanglewood
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Home in Lenox, vacation rental in Lenox
Cozy Home in Lenox, vacation rental in Lenox
Cozy Home in Lenox, vacation rental in Lenox

Cozy Home in Lenox

Holiday Rental House
6.9 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Lenox
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Lenox
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, vacation rental in Lenox

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Holiday Rental House
7.1 kilometres from Tanglewood
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Winthrop Estate - 12K SF 32 Acres, vacation rental in Lenox
The Winthrop Estate - 12K SF 32 Acres, vacation rental in Lenox
The Winthrop Estate - 12K SF 32 Acres, vacation rental in Lenox

The Winthrop Estate - 12K SF 32 Acres

Holiday Rental House
2.3 kilometres from Tanglewood
11 bedrooms
11 bathrooms
Sleeps 24
Match: Sleeps
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Private Apartment in the Heart of Downtown Lenox, vacation rental in Lenox
Private Apartment in the Heart of Downtown Lenox, vacation rental in Lenox
Private Apartment in the Heart of Downtown Lenox, vacation rental in Lenox

Private Apartment in the Heart of Downtown Lenox

Condo/Apartment
2.1 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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5 STAR CASUAL ELEGANCE for 5 STAR GUESTS, vacation rental in Lenox
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS, vacation rental in Lenox
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS, vacation rental in Lenox

5 STAR CASUAL ELEGANCE for 5 STAR GUESTS

Holiday Rental House
2.9 kilometres from Tanglewood
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Lenox Haus close to downtown, vacation rental in Lenox
Renovated Lenox Haus close to downtown, vacation rental in Lenox
Renovated Lenox Haus close to downtown, vacation rental in Lenox

Renovated Lenox Haus close to downtown

Holiday Rental House
2.4 kilometres from Tanglewood
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chic Modern Farmhouse 1 Mile to Downtown Lenox, vacation rental in Lenox
Chic Modern Farmhouse 1 Mile to Downtown Lenox, vacation rental in Lenox
Chic Modern Farmhouse 1 Mile to Downtown Lenox, vacation rental in Lenox

Chic Modern Farmhouse 1 Mile to Downtown Lenox

Holiday Rental House
4.0 kilometres from Tanglewood
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Historical  Downtown 1bedroom, vacation rental in Lenox
Historical  Downtown 1bedroom, vacation rental in Lenox
Historical  Downtown 1bedroom, vacation rental in Lenox

Historical Downtown 1bedroom

Condo/Apartment
2.3 kilometres from Tanglewood
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Center of Lenox, cozy 2-bedroom apartment REVIEWS, vacation rental in Lenox
Center of Lenox, cozy 2-bedroom apartment REVIEWS, vacation rental in Lenox
Center of Lenox, cozy 2-bedroom apartment REVIEWS, vacation rental in Lenox

Center of Lenox, cozy 2-bedroom apartment REVIEWS

Condo/Apartment
2.6 kilometres from Tanglewood
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 62