- Cozy Escape in a Suite near Bryant Mountain State Forest in MassachusettsHawley
- The Zen Waterfront Retreat: A Sweetwater StayOrange10.0
- Rustic-Chic Cottage with Yard and Grill - Near Hiking!Northfield9.8
- Unique and Eclectic Small Town Suite Rental in MassachusettsHawley
- Cozy Fiddlers Rest Cabin 11 Miles to Skiing!Bernardston10.0
- Historic Home with Modern Updates on Less Than 4 Acres9.5
- Berkshires Getaway Less Than 1 Mi Skiing and Hiking!Shelburne Falls9.0
- Farm Cottage Rental with Wood-Burning Stove in Colrain, MassachusettsHalifax
- Hadley Hideaway CottageHadley10.0
- Hadley Vacation Rental 24 Mi to Springfield!Hadley9.5
- Beautiful Two-Bedroom Cabin Rental Set in the Forests of the Berkshires, MassachusettsHinsdale
- Historic, Waterfront Suite Rental close to Boston, MassachusettsHawley
- Studio with Trail Access about 10 Mi to Brattleboro!Bernardston
- 2 Bedroom Mountain Cabin in the Berkshires, Hike, Flyfish, Zipline and moreFlorida
- Lakefront Westhampton Cabin with Beach and Kayaks!Westhampton
- Spacious Log Cabin for a Family Getaway near the Zoar Outdoor Adventure Resort in MassachusettsCharlemont
- Unique Ski Rental in Berkshires Charlemont Near Hawley State Forest, Plainfield, Western MassachusettsHawley
- River Valley InnHatfield6.7
- Walk to Trails Artsy Mtn-View Getaway in Vernon!
- Elegant Suite Rental for a Couples' Getaway to Greenfield, MassachusettsGreenfield
- Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, MassachusettsChesterfield
- Massachusetts Vacation Rental with Deck and GrillCheshire10.0
- Creative Moutain Getaway with Live Music close to Boston, MassachusettsHawley
- Courtyard Hadley AmherstHadley
- Bed and Breakfast Suite in a Gorgeous Rural Valley near Amherst, MassachusettsGreenfield
- 3 Mi to UMass Amherst Peaceful New England CabinSunderland
- Charlemont Retreat on Chickley River with EV ChargerCharlemont10.0
- Amherst Woodland EscapeAmherst
- The Glow Room at Indian HollowChesterfield
- Lakefront Orange Vacation Rental - Pet Friendly!Orange5.5
- Hawley Home with Deck 4 Mi to Berkshire East ResortHawley10.0
- Amherst InnAmherst
- Deck, Mountain Views Colorful Retreat in Vernon!
- Quaint Massachusetts Home with Yard and Grill!8.2
- Pet-Friendly Cabin with Fire Pit, BBQ and Great Deck!Williamsburg9.0
- Hawley Home with Deck and Mtn Views Swim, Ski and More!Hawley
- Blue Vista Motor LodgeFlorida9.6
- Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of MassachusettsHawley
- Blooming Inn Shelburne FallsShelburne Falls8.5
- 12-Acre Vacation Rental in the Berkshires!Hawley9.0
