Chimney Hill Rentals & Real Estate

Welcome to Chimney Hill, Southern Vermont’s Four Season Resort Community. We are located just minutes from Mount Snow skiing and boarding, championship golf, beautiful lake Whitingham for swimming and boating and historic downtown Wilmington, VT for shopping and dining.

Chimney Hill is a unique 1,200 acre community of private homes bordered by the Green Mountain National Forest. Rental homes within the community range in size from three to five bedrooms and have been tastefully furnished by the individual owner to make this your home away from home. All homes have full kitchens, two plus bathrooms with the majority having fireplaces, decks, cable or satellite TV, W/D and BBQ grills. Some homes have outdoor hot tubs and free wifi. We are also a pet friendly resort with many of our homes accepting dogs and there are areas within the resort for walking with your furry friends.

All of our short term rental homes have full free access to our staffed Clubhouse which features indoor and outdoor pools, decks, patio area, BBQ grills, hot tub, fitness room, pool and ping pong, game room, kids’ play room and outdoor play area, nightly movies, kitchen and BYOB bar area and free wifi. A tennis court, bocce and horseshoes and a basketball court are also located on the Clubhouse grounds (some Clubhouse amenities are seasonal).

Also within the resort is a stocked fishing pond, outdoor ice skating rink and warming hut (skates available free of charge), hiking, snowshoeing, x-country and snowmobile trails with some homes having direct access to the Vermont Association of Snow Travelers (VAST) trail system.

Whether you’re staying for a weekend, week, month or season Chimney Hill and the surrounding communities will supply ample opportunity for those seeking activities or just some quiet Vermont charm, all at an affordable price. Pet Friendly.