Vacation Rentals & House Rentals in Pittsfield

Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Ceiling Fans
Games room
Clothes dryer
Trampoline
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Swing set or jungle gym
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Skiing – property near ski resort
Walking trips
Tennis in town
Water sports

Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Golf within 30mins drive

See all

Less

16 Houses

Sort by:

The Meadow House 4 bdrm 4 bath house

Stephentown house

4 bedrooms
4 bathrooms

sleeps 12

Price per night from

$722

Christmas in The Berkshires

Hancock condo

1 bedroom
2 bathrooms

sleeps 4

Price per night from

$258

Gartner House, a charming home in Lenox

Lenox apartment

4 bedrooms
1 bathroom

sleeps 7

“Great Location In Lenox” My family, friends, & I had a wonderful 2 weeks at Gartner House. It is within easy walking distance of nice shops, terrific restaurants, & a friendly library. Not far are Chesterwood, Tanglewood, Jacob's Pillow, Mass MoCa, Norman Rockwell, & a great, newly renovated Beshire Museum in Pittsfield.

Price per night from

$229