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.
Top Value in the Berkshires
Great option for any traveler. Deeply discounted dining, romance & family ski packages. Fireplace rooms, pool/Jacuzzi and more. Family owned/operated.
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.
Austerlitz Romantic Waterfront Cottage
Private one room cottage on 7 acre estate. Swim, canoe. Ponds, streams, gardens, views. WiFi, cable & more. Minutes to Tanglewood, Gt. Barrington.
Berkshire Condo Living
Furnished/sunny/cozy/newly renovated condo/new appliances/close to cultural/recreational activities. Vacation/temporary/relocation. Call for rates.
Berkshire Magical Getaway
Perfect for families and groups. Minutes to Tanglewood, Berkshire Theatre Festival, Jacob’s Pillow, ski-resorts and more. Fully furnished. All season.
Berkshire Pied-a-Terre
Furnished 1 bdrm apts in the heart of Gt. Barrington in a turn-of-the-century building. Kitchen/AC/TV/VCR/Stereo. Stroll to restaurants/boutiques.
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.com
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.
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.
My Mountain Haven
Large, 3 bdrm/2 bath house on 16 acres, 2 miles from Jiminy Peak. 20 min. to Lenox & Williamstown. Sleeps 10. Furnished, A/C, WiFi, cable. Available all year.
October Mountain Farm, LLC
The General Williams House features 6 bdrms, 5.5 baths & 6 fireplaces. 5,500 sq ft of space on 4 acres & 2 patios to enjoy with family & friends.
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.
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.
Wyndham Bentley Brook
Located near Jiminy Peak featuring spacious Studios, 1 & 2 bedroom suites with full kitchens, living/dining areas and resort activities.
Yankee Suites
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
Canyon Ranch
TSUBO Massage
Classical Tents and Party Goods
Comfort Inn & Suites