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South Lee Holiday Rentals

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50 rentals in South Lee.
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Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More

Holiday Rental House
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!

Holiday Rental House
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

Holiday Rental House
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!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Elegant 19th Century New England 2BR Vacation Rental at Garfield House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Grand Estate in Historic Stockbridge

Holiday Rental House
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.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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General Williams Estate House Lenox/Stockbridge

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Housatonic River View from newly renovated Historic Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Fox Hollow Estate Ranch, Dream Location On Laurel Lake

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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The Freckled Hen's Berkshire Nest

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A Charming Mid 1800's Stockbridge Farmhouse

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hidden Gem in Lenox Great Estate / Handicap Accessible

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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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

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rabbit Run - in the heart of Stockbridge

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Stockbridge Historic Victorian a StoneThrow Away from the Red Lion INN

Holiday Rental House
12 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
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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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Holiday in Norman Rockwell's Stockbridge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Expansive Berkshires walk to town

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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In the Heart of Everything

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lake House

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Circa 1900 Berkshire Cottage on 75 acres. Very private yet centrally located.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Stockbridge renovated classic- picture perfect

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Fox Hollow Lakeside Condo, Minutes to Tanglewood

Condo/Apartment
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Fox Hollow Laurel Lake Ranch

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Garfield House

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Home on 10 Acres with Pool and Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Iris Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Horse Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Fabulous Home with Pool on 10 Acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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'Too Good' AKA 2 Goodrich St.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Gatehouse on Golden Hill

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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** Private Berkshire Escape** Monthly Pricing Available

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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** Private Berkshire Escape. Monthly Pricing Available!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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One block from Main St Stockbridge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Berkshire Get away

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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2 Bedroom/2 Bath Luxury Condo in the Berkshires

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