B&B Jones Mountain

Wilder House Berkshires

Longpond House

Family-Friendly Woodbury Home with Yard + Deck!

2 Mi to Downtown: Springfield Apt w/ Balcony!

Naomi's Inn Bed & Breakfast

Fearlessrose vacation Rental 89

1 Mi to MGM Springfield: Cozy Winter Duplex!

fearlessrose vacation Rental 198

Newly Renovated Single Family Home

Guest BnB close to basketball hall of fame and MgM

Becket Home w/ 3-Season Porch: Walk to Lake Access

3 Mi to Dtwn Springfield: Winter Retreat w/ Office

private room in middletown 4 minute to wesleyan univ

3 bedrooms fully finished

3 BR Apartment Near Wesleyan 201

Apartment in Middletown-Wesleyan102

Water-View Home in the Berkshires

Peaceful Cabin Close to Skiing and Hiking

The Kent Collection - The Victorian

Historic Home 3 Mi to Middletown Main Street

Little Longbow Lakefront Chalet

The Kent Collection - The Garden Cottages

Charming Farmhouse w/ Pool & Fishing Pond!

Walk to Downtown: Pet-Friendly Millerton Home!