Millbrook, NY Houses for Rent with Community Pool

Enjoy the summer in this furnished rental home in Millbrook. Available Memorial Day to Labor Day 2026 at $22,000 per month. Just 90 minutes north of NYC, come to enjoy the many activities this area has to offer: County Fairs, horseback riding events, local farm markets, wineries and breweries, hiking and rail trails, fantastic dining experiences and so much more. The 2,200+ square foot house has

Susan Whalen George T Whalen Real Estate

Set on 1.5 private acres along one of Millbrook’s most picturesque country roads, this 1950s cottage offers a quintessential Hudson Valley summer experience; equal parts relaxed, refined, and quietly beautiful. The heart of the property is the sun-filled gunite pool, perfectly sited and surrounded by leafy, pastoral views. Days unfold effortlessly here; morning swims, long afternoons in the sun,

Ashley Whittaker Spence Compass Greater NY, LLC

SUMMER Rental – Available August & September 2026 at $20,000 per month. This historic 1920 converted barn exudes charm and is the perfect location for a country getaway close to the Village of Millbrook. Once featured in Elle Decor Magazine, the home is tastefully furnished with primitive antique furniture and folk and modern art. A great room with soaring ceilings and fireplace, chef’s kitchen

PAULA REDMOND Corcoran Country Living