Vacation Rentals & House Rentals in Stephentown

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Air conditioning
Wireless Internet
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Shared indoor pool
Trampoline
Fax machine
Freezer
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Video player
Linen provided
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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30 Houses

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The Meadow House 4 bdrm 4 bath house

Stephentown house

4 bedrooms
4 bathrooms

sleeps 12

Match: Air conditioning

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Price per night from

$723

Ski Cottage in the Berkshire Hills

Stephentown house

3 bedrooms
2 bathrooms

sleeps 6

Match: Air conditioning

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Price per night from

$287

Great rentals within 20 miles that match your search

Thanksgiving week lux condo/4 Berkshires

Williamstown condo

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$263

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.

Match: Air conditioning

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Price per night from

$373

Bentley/Wyndham Hancock Mass at Jiminy Peak

Hancock condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Air conditioning

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Price per night from

$430

Golden Triangle in the Berkshires

Hancock house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$2,867

Lake House

Lee house

5 bedrooms
6 bathrooms

sleeps 9

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Price per night from

$819

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$153

The Lodge at Fox Hollow

Petersburg house

2 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$339

Heart of Lenox

Lenox house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 12 minutes

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Price per night from

$344

The Bear Den

North Adams apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$339

Hudson Valley Berkshires Cottage

Spencertown house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$196

The Heart of Berkshires

Lee house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$402

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

1 bedroom
1 bathroom

sleeps 6

Match: Air conditioning

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Price per night from

$261

Quite stay in the country

Nassau house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$299

Close to attractions in the Berkshires

South Lee hotel apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Air conditioning

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Price per night from

$115

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

3 bedrooms
3 bathrooms

sleeps 8

Match: Air conditioning

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Price per night from

$568

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

Old Chatham villa

9 bedrooms
5 bathrooms

sleeps 16

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Price per night from

$1,262

Charming Guest Suite

Old Chatham apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$155

Gorgeous Newly Renovated Victorian with an Amazing treehouse and playground

Troy house

4 bedrooms
3 bathrooms

sleeps 8

Match: Air conditioning

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Price per night from

$316

One of the Finest Homes and Best location in the Berkshires

Stockbridge house

4 bedrooms
3 bathrooms

sleeps 10

Match: Air conditioning

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Price per night from

$803

1880s Home with a Postcard View

Williamstown house

4 bedrooms
1 bathroom

sleeps 8

Match: Air conditioning

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Price per night from

$195

Beautiful Berkshires Historic Lenox Home

Lenox house

2 bedrooms
1 bathroom

sleeps 4

Match: Air conditioning

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Price per night from

$172

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

South Lee condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Air conditioning

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Price per night from

$70

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

South Lee condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Air conditioning

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Price per night from

$71

Restored 1881 Farm House

Lenox house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$572

The Gatehouse on Golden Hill

Lee house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$744

Expansive Berkshire Property

Stockbridge house

4 bedrooms
4 bathrooms

sleeps 8

Match: Air conditioning

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Price per night from

$458

Private Berkshire Escape Monthly Pricing Available

Lee house

4 bedrooms
2 bathrooms

sleeps 10

Match: Air conditioning

All filters match

Price per night from

$659

North Getaway Cottage

Williamstown house

4 bedrooms
2 bathrooms

sleeps 7

Match: Air conditioning

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Price per night from

$172

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Stephentown Rentals

Per night

30 Houses

The Meadow House 4 bdrm 4 bath house

Ski Cottage in the Berkshire Hills

Thanksgiving week lux condo/4 Berkshires

Berkshires Spacious Comfortable Charming Farmhouse

Bentley/Wyndham Hancock Mass at Jiminy Peak

Golden Triangle in the Berkshires

Lake House

Modern Cozy Wooded Retreat

The Lodge at Fox Hollow

Heart of Lenox

The Bear Den

Hudson Valley Berkshires Cottage

The Heart of Berkshires

UMIQUE Country Condo, 1BR 1 BA - NEW

Quite stay in the country

Close to attractions in the Berkshires

Mountainside Getaway @ Jiminy Peak In the Berkshires

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

Charming Guest Suite

Gorgeous Newly Renovated Victorian with an Amazing treehouse and playground

One of the Finest Homes and Best location in the Berkshires

1880s Home with a Postcard View

Beautiful Berkshires Historic Lenox Home

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

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

Restored 1881 Farm House

The Gatehouse on Golden Hill

Expansive Berkshire Property

Private Berkshire Escape Monthly Pricing Available

North Getaway Cottage

Viewing 30 of 30
rentals in Stephentown

Also consider

Stephentown Rentals

Per night

30 Houses

Viewing 30 of 30rentals in Stephentown

Also consider

Viewing 30 of 30
rentals in Stephentown