Search results; Over 1,000 homes in ChesterfieldOver 1,000 homes in Chesterfield

An 1850 post & beam cabin where you’ll wake to a mountain brook in Chesterfield

Sleep to the brook at this riverside A-frame on 100 wooded acres in Chesterfield

Slow down in this off-grid rustic Cummington cabin tucked in the woods

This 1700s Chesterfield farmhouse gives you 500 acres, a pool, and mountain views

Recharge at this rustic Chesterfield cabin with a wood stove and screened porch

This renovated Williamsburg farmhouse puts you among goats, ducks, and a fire pit

This Cummington guesthouse sets you among 10 acres of gardens and woods

This light-filled Florence duplex gives you a backyard with a fire pit and fruit trees

This newly renovated Shutesbury A-frame gives you lake views from the deck

This waterfront Westhampton RV gives you a private deck, fire pit, and hammock

Perched in five oaks, this Westhampton treehouse gives you views of Shaws Ledges

This Haydenville studio gives you a private deck overlooking the garden

This eco-friendly Massachusetts room lets you look out into lush gardens

This wooded Becket cottage puts you a 90-second walk from a spring-fed lake

Heated floors and a private deck greet you at this bright Northampton suite

Soak in the forest from three elevated decks at this Guilford treehouse

This renovated 1800s farmhouse in Russell gives you woods, a deck, and trails nearby

This 1870 Ashfield cottage gives you cathedral ceilings, literary history, and light