31 Stockbridge Road
Comfortable 1840 farmhouse. 26 acres. Centrally located. 5 bdrm, 3½ baths. Sleeps 12. Eat-in-kitchen fully equipped. W/D cable/SAT/DVD/CD/WiFi.
Vacation Rentals in the Berkshires
Spotlight
Rest in Comfort!
Newest rooms in the Berkshires! Large Indoor Pool/Hot Tub. Free Hot Breakfast! Suites with Fireplace. Packages available.
Best Deal Under The Sun!
Newly renovated rooms in historic downtown. Walking distance to restaurants, shops, theatres. Free Continental Breakfast.
A Berkshires Lakefront Vacation House
Beautiful lakefront ski/summer house. 4 BR/2 bath frplc, lg deck, boat dock. Great views. Fully furn. Close to ski/all. Great fishing/swimming/boating.
Applegate Inn
Newly renovated, clean, affordable, close to Jiminy Peak, The Clark, Williams & MASS MoCA. Access to snowmobile trails. 2 bdrm chalet avail.
Ashmere Lake House & Cottage
Waterfront 4 bdrm, 2 bath house or 3 bdrm, 1 bath cottage. Beautiful Ashmere Lake. Close to Tanglewood and Williamstown. Available week/weekend.
Austerlitz Romantic Waterfront Cottage
Swim, canoe, 1 acre lake, lily pond, gardens, views. Studio/kit/bath/cable/DVD/DSL/AC/grill/heat/woodstove. Well appointed, close to everything.
Berkshire Condo Living
Furnished/sunny/cozy/newly renovated condo/new appliances/close to cultural/recreational activities. Vacation/temporary/relocation. Call for rates.
Berkshire Condos
Fully-equipped, comfortable 1&2 bdrm condos available wkly, summer only. AC/cable/3 pools/hot tub/sauna/health club/game rm/mini-golf. Great location!
Econolodge - The Springs
Newly renovated, clean, affordable, close to Jiminy Peak, The Clark, Williams & MASS MoCA. Access to snowmobile trails. 2 bdrm chalet avail.
Flatiron Guest Condominiums
Renovated in historic Flatiron – on Gallery Row”. Steps from MASS MoCA/eateries/shops. AC/kitchen/linens/bicycles. Small apartments $750 mth-$250 wk.”
FlipKey
Great selection of rentals in the Berkshires! From charming country cottages to lake houses with that perfect view – we’ve got you covered!
HomeAway® Vacation Rentals
250+ Berkshire area vacation rental homes, condos, cottages & other accommodations owned by private individuals, from 1 rm cabins to 5 BR homes. Contact the owners directly.
Indian Ledge Cottage
Indian Ledge Cottage is a fully furnished vacation rental home near cultural and historical attractions as well as outdoor activities.
McLean Realtors
Vacation Rentals in the Berkshires, From gracious estates to cozy condos. Monthly, seasonal & off season rates. Great selection. Call Paula at 413 442-7877.
Plainfield House
Lovely 2700 sq ft. furnished 3bdrm house w/private pond & rowboat, 2 baths, fireplace/TV/DVD/Garage/AC/WiFi/Laundry/BBQ/Gazebo/Crib. Full kitchen. Sleeps 10.
Ponds at Foxhollow, The
An elegant resort. Amenities include indoor & outdoor pools, tennis, fireplaces, hot tubs. Skiing & Tanglewood nearby.
Pontoosuc Lake House
Lakefront 3 bdrm, 1 bath, furnished-laundry, dishwasher, VCR/cable, grill. Screened deck. Dock, rowboat. 20 min to Lenox & Williamstown. Avail year round.
Private Residence Rental
Private studio in the Berkshires. Close to all cultural attractions. See website for more details.
Ridge House
Beautiful year round lakefront home. Lg. lot, 3 br, laundry, cable TV/VCR, phone. Wknd/wkly/mthly. Golf/ski/Berkshire attractions nearby.
Shaker Meadows B&B
1790s farmhouse for 6-12. 6 bdrms, 3 baths, laundry, fireplace, porches, lake beach, discount ski tix. 20 min. to Tanglewood/Jiminy Peak.
Yankee Suites-Extended Stays
Apt-style suites. 1 bdrm fully furnished. Kitchen, deck, high-speed net, HBO, in/outdoor pool access at Yankee Inn. 1 min walk to Colonial Theatre.
Yankee Inn 
Lee Premium Outlets 
Rte 7 Grill 
Tanglewood 
Gateways Inn & LaTerrazza Restaurant