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South Lee Vacation Rentals

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50 rentals in South Lee.
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Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!, vacation rental in South Lee
Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!, vacation rental in South Lee
Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!, vacation rental in South Lee

Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More, vacation rental in South Lee
Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More, vacation rental in South Lee
Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More, vacation rental in South Lee

Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!, vacation rental in South Lee
Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!, vacation rental in South Lee
Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!, vacation rental in South Lee

Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade, vacation rental in South Lee
Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade, vacation rental in South Lee
Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade, vacation rental in South Lee

Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in South Lee
Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in South Lee
Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in South Lee

Spring Break Special! Stay two nights get one free for March and April!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, vacation rental in South Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, vacation rental in South Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, vacation rental in South Lee

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off, vacation rental in South Lee
Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off, vacation rental in South Lee
Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off, vacation rental in South Lee

Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, vacation rental in South Lee
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, vacation rental in South Lee
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, vacation rental in South Lee

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Elegant 19th Century New England 2BR Vacation Rental at Garfield House, vacation rental in South Lee
Elegant 19th Century New England 2BR Vacation Rental at Garfield House, vacation rental in South Lee
Elegant 19th Century New England 2BR Vacation Rental at Garfield House, vacation rental in South Lee

Elegant 19th Century New England 2BR Vacation Rental at Garfield House

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Grand Estate in Historic Stockbridge, vacation rental in South Lee
A Grand Estate in Historic Stockbridge, vacation rental in South Lee
A Grand Estate in Historic Stockbridge, vacation rental in South Lee

A Grand Estate in Historic Stockbridge

Rental Home
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in South Lee
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in South Lee
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in South Lee

Stockbridge! 1/2 mile from Red Lion inn. Great Barrington, Lenox, Lee close by.

Rental Home
0 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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General Williams Estate House Lenox/Stockbridge, vacation rental in South Lee
General Williams Estate House Lenox/Stockbridge, vacation rental in South Lee
General Williams Estate House Lenox/Stockbridge, vacation rental in South Lee

General Williams Estate House Lenox/Stockbridge

Rental Home
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Gorgeous, Private, Family-Friendly, Organic Home with a Great Location in Lee, vacation rental in South Lee
Gorgeous, Private, Family-Friendly, Organic Home with a Great Location in Lee, vacation rental in South Lee
Gorgeous, Private, Family-Friendly, Organic Home with a Great Location in Lee, vacation rental in South Lee

Gorgeous, Private, Family-Friendly, Organic Home with a Great Location in Lee

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Freckled Hen's Berkshire Nest

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Housatonic River View from newly renovated Historic Cottage, vacation rental in South Lee
Spectacular Housatonic River View from newly renovated Historic Cottage, vacation rental in South Lee
Spectacular Housatonic River View from newly renovated Historic Cottage, vacation rental in South Lee

Spectacular Housatonic River View from newly renovated Historic Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., vacation rental in South Lee
Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., vacation rental in South Lee
Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., vacation rental in South Lee

Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less.

Rental Home
0 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in South Lee
A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in South Lee
A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in South Lee

A Charming Mid 1800's Stockbridge Farmhouse

Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hidden Gem in Lenox Great Estate / Handicap Accessible, vacation rental in South Lee
Hidden Gem in Lenox Great Estate / Handicap Accessible, vacation rental in South Lee
Hidden Gem in Lenox Great Estate / Handicap Accessible, vacation rental in South Lee

Hidden Gem in Lenox Great Estate / Handicap Accessible

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC, vacation rental in South Lee
Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC, vacation rental in South Lee
Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC, vacation rental in South Lee

Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Stockbridge Historic Victorian  a StoneThrow Away from the Red Lion INN, vacation rental in South Lee
Charming Stockbridge Historic Victorian  a StoneThrow Away from the Red Lion INN, vacation rental in South Lee
Charming Stockbridge Historic Victorian  a StoneThrow Away from the Red Lion INN, vacation rental in South Lee

Charming Stockbridge Historic Victorian a StoneThrow Away from the Red Lion INN

Rental Home
12 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
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NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood, vacation rental in South Lee
NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood, vacation rental in South Lee
NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood, vacation rental in South Lee

NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, vacation rental in South Lee
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, vacation rental in South Lee
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, vacation rental in South Lee

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, vacation rental in South Lee
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, vacation rental in South Lee
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, vacation rental in South Lee

2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Rabbit Run - in the heart of Stockbridge, vacation rental in South Lee
Rabbit Run - in the heart of Stockbridge, vacation rental in South Lee
Rabbit Run - in the heart of Stockbridge, vacation rental in South Lee

Rabbit Run - in the heart of Stockbridge

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Garfield House Studio at 208, vacation rental in South Lee
Garfield House Studio at 208, vacation rental in South Lee
Garfield House Studio at 208, vacation rental in South Lee

Garfield House Studio at 208

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Two Blocks from the Red Lion Inn & next to Berkshire Theater, vacation rental in South Lee
Two Blocks from the Red Lion Inn & next to Berkshire Theater, vacation rental in South Lee
Two Blocks from the Red Lion Inn & next to Berkshire Theater, vacation rental in South Lee

Two Blocks from the Red Lion Inn & next to Berkshire Theater

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Holiday in Norman Rockwell's Stockbridge, vacation rental in South Lee
Holiday in Norman Rockwell's Stockbridge, vacation rental in South Lee
Holiday in Norman Rockwell's Stockbridge, vacation rental in South Lee

Holiday in Norman Rockwell's Stockbridge

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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In the Heart of Everything, vacation rental in South Lee
In the Heart of Everything, vacation rental in South Lee
In the Heart of Everything, vacation rental in South Lee

In the Heart of Everything

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Expansive Berkshires walk to town, vacation rental in South Lee
Expansive Berkshires walk to town, vacation rental in South Lee
Expansive Berkshires walk to town, vacation rental in South Lee

Expansive Berkshires walk to town

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Upscale Architecturally Designed Berkshire Home, vacation rental in South Lee
Upscale Architecturally Designed Berkshire Home, vacation rental in South Lee
Upscale Architecturally Designed Berkshire Home, vacation rental in South Lee

Upscale Architecturally Designed Berkshire Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Fox Hollow Lakeside Condo, Minutes to Tanglewood, vacation rental in South Lee
Fox Hollow Lakeside Condo, Minutes to Tanglewood, vacation rental in South Lee
Fox Hollow Lakeside Condo, Minutes to Tanglewood, vacation rental in South Lee

Fox Hollow Lakeside Condo, Minutes to Tanglewood

Condo/Apartment
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!, vacation rental in South Lee
NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!, vacation rental in South Lee
NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!, vacation rental in South Lee

NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lake House, vacation rental in South Lee
Lake House, vacation rental in South Lee
Lake House, vacation rental in South Lee

Lake House

Rental Home
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
More info
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Circa 1900 Berkshire Cottage on 75 acres.  Very private yet centrally located., vacation rental in South Lee
Circa 1900 Berkshire Cottage on 75 acres.  Very private yet centrally located., vacation rental in South Lee
Circa 1900 Berkshire Cottage on 75 acres.  Very private yet centrally located., vacation rental in South Lee

Circa 1900 Berkshire Cottage on 75 acres. Very private yet centrally located.

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE, vacation rental in South Lee
LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE, vacation rental in South Lee
LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE, vacation rental in South Lee

LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Stockbridge renovated classic- picture perfect, vacation rental in South Lee
Stockbridge renovated classic- picture perfect, vacation rental in South Lee
Stockbridge renovated classic- picture perfect, vacation rental in South Lee

Stockbridge renovated classic- picture perfect

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Fox Hollow Laurel Lake Ranch, vacation rental in South Lee
Fox Hollow Laurel Lake Ranch, vacation rental in South Lee
Fox Hollow Laurel Lake Ranch, vacation rental in South Lee

Fox Hollow Laurel Lake Ranch

Rental Home
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
More info
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Garfield House, vacation rental in South Lee
Garfield House, vacation rental in South Lee
Garfield House, vacation rental in South Lee

Garfield House

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Vacation Home on 10 Acres with Pool and Spa, vacation rental in South Lee
Vacation Home on 10 Acres with Pool and Spa, vacation rental in South Lee
Vacation Home on 10 Acres with Pool and Spa, vacation rental in South Lee

Vacation Home on 10 Acres with Pool and Spa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Iris Room, vacation rental in South Lee
Iris Room, vacation rental in South Lee
Iris Room, vacation rental in South Lee

Iris Room

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Horse Room, vacation rental in South Lee
Horse Room, vacation rental in South Lee
Horse Room, vacation rental in South Lee

Horse Room

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA, vacation rental in South Lee
Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA, vacation rental in South Lee
Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA, vacation rental in South Lee

Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, vacation rental in South Lee
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, vacation rental in South Lee
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, vacation rental in South Lee

Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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'Too Good' AKA 2 Goodrich St., vacation rental in South Lee
'Too Good' AKA 2 Goodrich St., vacation rental in South Lee
'Too Good' AKA 2 Goodrich St., vacation rental in South Lee

'Too Good' AKA 2 Goodrich St.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Gatehouse on Golden Hill, vacation rental in South Lee
The Gatehouse on Golden Hill, vacation rental in South Lee
The Gatehouse on Golden Hill, vacation rental in South Lee

The Gatehouse on Golden Hill

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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** Private Berkshire Escape** Monthly Pricing Available, vacation rental in South Lee
** Private Berkshire Escape** Monthly Pricing Available, vacation rental in South Lee
** Private Berkshire Escape** Monthly Pricing Available, vacation rental in South Lee

** Private Berkshire Escape** Monthly Pricing Available

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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** Private Berkshire Escape. Monthly Pricing Available!, vacation rental in South Lee
** Private Berkshire Escape. Monthly Pricing Available!, vacation rental in South Lee
** Private Berkshire Escape. Monthly Pricing Available!, vacation rental in South Lee

** Private Berkshire Escape. Monthly Pricing Available!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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One block from Main St Stockbridge, vacation rental in South Lee
One block from Main St Stockbridge, vacation rental in South Lee
One block from Main St Stockbridge, vacation rental in South Lee

One block from Main St Stockbridge

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Berkshire Get away, vacation rental in South Lee
Berkshire Get away, vacation rental in South Lee
Berkshire Get away, vacation rental in South Lee

Berkshire Get away

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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2 Bedroom/2 Bath Luxury Condo in the Berkshires, vacation rental in South Lee
2 Bedroom/2 Bath Luxury Condo in the Berkshires, vacation rental in South Lee
2 Bedroom/2 Bath Luxury Condo in the Berkshires, vacation rental in South Lee

2 Bedroom/2 Bath Luxury Condo in the Berkshires

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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