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Air conditioning
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Cot available
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Shared outdoor pool (unheated)
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Linen provided
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Private fishing lake or river
Staffed property
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
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Beach or lakeside relaxation
Tennis in town
Water sports
Horse riding

Fishing
Golf course on site or within 15 min walk
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55 Houses

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Lake House

Lee house

5 bedrooms
6 bathrooms

sleeps 9

Price per night from

$818

Berkshires Spacious Comfortable Charming Farmhouse

Lee apartment

3 bedrooms
2 bathrooms

sleeps 8

“lovely stay” The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.

Price per night from

$373

Deluxe New Home, 2 Master Suites, Tanglewood Area

Lee house

5 bedrooms
5 bathrooms

sleeps 12

Price per night from

$859

The Gatehouse on Golden Hill

Lee house

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$744

Private Berkshire Escape Monthly Pricing Available

Lee house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$659

The Heart of Berkshires

Lee house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$402

Great rentals within 20 miles that match your search

Spacious Lakeside Berkshire Home

Monterey house

4 bedrooms
5 bathrooms

sleeps 10

Price per night from

$574

Heart of Lenox

Lenox house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 12 minutes

Price per night from

$345

Whitman Woods - A Berkshire Vacation

Hancock house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$172

Hudson Valley Berkshires Cottage

Spencertown house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$197

Chalet near 4 ski resorts with hot tub

East Chatham house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,032

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

1 bedroom
1 bathroom

sleeps 6

Price per night from

$261

CHALET-STYLE STUNNER ON A COUNTRY ROAD

Hillsdale house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$281

Charming, modernized 1810 Farmhouse perfectly located in Hillsdale, NY

Hillsdale house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$345

Close to attractions in the Berkshires

South Lee hotel apartment

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$115

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$567

Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!

Old Chatham villa

9 bedrooms
5 bathrooms

sleeps 16

Price per night from

$1,260

Spacious Contemporary With Beautiful Gardens

Housatonic house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$682

Charming Guest Suite

Old Chatham apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$155

The Stephentown Hotel!

Stephentown b&b

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$109

Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins

South Lee condo

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$70

Beautiful Berkshires Historic Lenox Home

Lenox house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$172

One of the Finest Homes and Best location in the Berkshires

Stockbridge house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$802

Modern, Private on 40 Acres New Renovation

Ashley Falls house

4 bedrooms
3 bathrooms

sleeps 9

Price per night from

$915

Modern Copake Falls Getaway

Copake Falls apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$102

6BR Berkshire Bliss - 38 private acres - close to skiing and town

Lanesborough house

6 bedrooms
5 bathrooms

sleeps 15

Price per night from

$795

Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!

Hancock studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 31 minutes

Price per night from

$122

Holiday Inn Club Vacations Oak N' Spruce 2BR Suite SATURDAY Check-Ins

South Lee condo

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$81

Expansive Berkshire Property

Stockbridge house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$458

Private Home Overlooking Stevens Lake (31 Night Min)

Great Barrington house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$572

Private Berkshire County Retreat

Sheffield house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$686

Restored 1881 Farm House

Lenox house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$572

Iris Room

Stockbridge farmhouse

1 bedroom
1 bathroom

sleeps 2

Price per night from

$172

Horse Room

Stockbridge farmhouse

1 bedroom
1 bathroom

sleeps 3

Price per night from

$172

Thanksgiving week lux condo/4 Berkshires

Williamstown condo

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$263

Christmas in The Berkshires

Hancock condo

1 bedroom
2 bathrooms

sleeps 4

Price per night from

$258

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$153

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

3 bedrooms
2 bathrooms

sleeps 5

Price per night from

$327

Viewing 38 of 55
rentals in Lee

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Lee Rentals

Per night

55 Houses

Viewing 38 of 55rentals in Lee

Also consider

Viewing 38 of 55
rentals in Lee