- Cozy Mountain Cabin in Berkshire Resort - LABOR DAY SALEHancock10.0
- Bougie Bs Mountainside GetawayHancock
- Rustic 3bd Lake Front Country CottageMonterey
- Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4Hancock9.0
- Woodland Zen by AvantStay Modern Design PatioStockbridge
- 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7Hancock1.0
- Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey MagicHancock10.0
- Lakefront Hinsdale Home about 10 Mi to Pittsfield!Hinsdale
- Wilder House BerkshiresSheffield9.7
- 4 Mi to Skiing Cottage with Fire Pit in Richmond!Richmond
- COZY GUESTHOUSE Minutes Away From Hiking!New Marlborough9.5
- Urban Peak EscapeLenox10.0
- A Writers Retreat at The BarnMonterey
- Monterey Home with Hot Tub, Pool and Game Room!Monterey
- The entire Stephentown Hotel. 28 person occupancyHancock10.0
- Berkshire Hideaway with Fire Pit and Playground!Canaan
- Bright Boho Apt in 18th c Berkshire FarmhouseLanesborough9.0
- 1 Mi to Dtwn Beautiful Home in Williamstown!Williamstown
- Becket Home with 3-Season Porch Walk to Lake AccessBecket
- Water Street ApartmentsWilliamstown9.4
- Doctor Sax House9.7Lenox
- Casa del BoscoTolland9.0
- Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator Pool and LobbyHancock7.0
- Berkshire's Manor for Lasting MemoriesLee
- Family Ski House at Catamount
- 2 Bed Berkshire Getaway minutes to Jiminy Peak SkiHancock9.8
- Berkshires Studio Apartment at the Stephentown HotelHancock
- Lake Views and Dock Access - Pittsfield Cottage!Pittsfield
- Spacious 4Bd Just a Block from Lake MansfieldGreat Barrington
- Stunning All-Season Renovated Barn Escape!East Chatham
- Hudson Valley and The Berkshires CottageHillsdale10.0
- Stylish Rural Sanctuary Perfect for Every Season!East Chatham
- Private Hot Tub Hudson Valley Cabin Retreat!
- Secluded Estate w Guest House Private Pond Gym Movie Theater Sunny Pond
- Berkshire Vacation Home in Lee - Pool is Open!Lee
- 1 Mi to Dtwn Cottage with Large Yard in StockbridgeStockbridge
- Lake HavenMonterey
- Great Barrington Lakeside Getaway with Kayak and GrillGreat Barrington9.5
- Charming 6 Bdrm Countryside Stay, Sauna and HotTubNorth Egremont
- Hudson Valley and The Berkshires GetawayHillsdale
- Einde van de resultaten -