Search vacation rental in Millbrook, NY from 100+ sites!

This historic barn conversion, near Longview Pond in Clinton Corners, offers a unique stay 19 miles from Vassar College and 22 miles from the Bardavon Opera House.
This Salt Point vacation home boasts 3,660 square feet, one bedroom, three bathrooms, and sleeps 14, featuring a private pool, fully equipped kitchen, Wi-Fi, and parking.

This Millbrook cottage rental sits on a 54-acre farm estate near downtown Millbrook, offering easy access to the Poughkeepsie train station (20 minutes away) for convenient NYC commutes and proximity to Dutchess County attractions like Wing's Castle and the Clinton House State Historic Site.
The three-bedroom, two-bathroom house sleeps five, features a fully equipped kitchen with stainless steel appliances, high-speed internet, air conditioning, a private garden, and a fire pit overlooking the farm's goats and chickens; guests can enjoy over a mile of private hiking trails on the property.

This meticulously restored 19th-century barn, located in Pleasant Valley, offers a 65-minute commute to New York City and proximity to various local attractions.
This three-bedroom, three-bathroom farmhouse sleeps seven guests and features a private pool, English garden, and access to lawns, paddocks, and a playground, along with a fully equipped kitchen, air conditioning, and internet access.

Fallerhof, a private hilltop cottage in Millbrook, New York, is situated 90 miles from Midtown Manhattan and 6 minutes from the Tenmile River Metro-North station, offering secluded tranquility on 145 acres of forest and meadows.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a full kitchen, air conditioning, a garden, and a loft with a balcony, perfect for enjoying panoramic views and stargazing by the firepit, with direct access to private walking trails and a curated library for quiet contemplation.

This Pleasant Valley rental is a secluded two-bedroom apartment on 20 private acres, about an hour from New York City.
The private unit features a queen-sized bed (a second to be added), satellite Wi-Fi, a full kitchen with fridge, freezer, and microwave, and accommodates up to four guests; enjoy nature walks, birdwatching, and proximity to local restaurants and stores.

This Salt Point vacation home, located in Clinton Corners, is a 14-minute drive from the Dutchess County Fairgrounds and an 18-minute drive from Millbrook Vineyards & Winery.
The 3,660-square-foot property boasts three bedrooms, four bathrooms, a fully equipped kitchen, a swimming pool, and a spacious layout perfect for families or groups of up to eight, with added amenities including a barbecue grill, fireplace, in-unit laundry, and free Wi-Fi.

This spacious Salt Point vacation rental, a 1.5-hour drive from New York City, is nestled in a secluded wooded area near upstate New York attractions.
The 4-bedroom, 3.5-bathroom home boasts a private pool, a large attic play area, and accommodates up to 8 guests, offering a fully equipped kitchen and outdoor grilling area.

The Red Country Cottage is located in Amenia, New York, approximately 25-31 miles from Marist College, Vassar College, and the Bardavon 1869 Opera House.
This two-bedroom house sleeps 15 guests and features a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, free private parking, a washing machine, and provides linens and towels; nearby activities include exploring the Hudson Valley.

This Millbrook apartment is conveniently located a short drive from the Overlook Drive-In Theater and Frances Lehman Loeb Art Center, offering easy access to local attractions. The property has received excellent user ratings, ensuring a comfortable and enjoyable stay. This spacious rental features an open layout that can comfortably accommodate up to 10 guests. Enjoy a fully equipped kitchen, outdoor decking, a game room, a backyard fire pit, a private office space, and a host of other amenities ideal for families and groups.

This Millbrook apartment rental is conveniently located near Millbrook Vineyards & Winery (a 13-minute drive) and Innisfree Garden (9 minutes away), offering easy access to local attractions like the Franklin D. Roosevelt Presidential Library and Museum.
The three-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchenette with a refrigerator and microwave, Wi-Fi, air conditioning, on-site parking, and a terrace/balcony with access to a garden.

This 4-bedroom, 2-bathroom cottage in Amenia offers a secluded creekside setting within walking distance to the town center, providing direct access to the 26-mile Harlem Valley Rail Trail and proximity to wedding venues, Lime Rock Racing, and skiing destinations.
This family-friendly 1100 square foot rental accommodates up to 8 guests with a full kitchen, air conditioning, a terrace, garden, and provided bicycles, making it ideal for exploring nearby Millbrook Vineyards, Mohawk Mountain Ski Area, and Macedonia Brook State Park.

This spacious vacation home is located in Lucious Lagrangeville, Lagrangeville, offering convenient access to Vassar College (9 miles) and Bardavon Opera House (10 miles).
This 10,760 square foot house accommodates up to 19 guests and features air conditioning, a kitchen, swimming pool, jacuzzi, terrace, balcony, parking, and complimentary WiFi.