
Places to stay in Millbrook
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Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Clover Brooke Farm is a working farm with various animals you can admire from a public deck. Llamas, sheep, chickens & roosters. There may have been others but unfortunately we didn’t have the time to explore. The farm offers tours and various programs and classes like hiking with the llamas and soap making. A small store provides various items and/or souvenirs. My two day stay was filled with nearby family activities and a wedding so I was unable to attend the Llama activities or classes offered. The apt was clean, fully furnished and quite comfortable with excellent parking available. This is definitely a location I will enjoy again in the future when time permits me to take advantage of all the property has to offer.

Secluded Mountaintop Getaway
The charming cottage and grounds were perfect for our quiet retreat in a beautiful, private, and natural setting. The cottage is tastefully remodeled with obvious loving care displayed in the elegant simplicity. We enjoyed every aspect of each well thought-out and tastefully furnished room. The cottage was spotless and fully supplied. The many large windows provide a feeling of spaciousness that brings the outdoors indoors. The large covered deck provides an appealing outdoor living area. The large and artfully designed kitchen window takes maximum advantage of the mountain-top view. The large rolling grounds are kept in a very natural setting encouraging you to stroll out to the pond or sit and watch the birds and deer enjoy the surrounding forest. The hosts were very communicative, responsive, and pleasant to deal with. The day of our arrival, they suggested an SUV to deal with the very steep paved driveway, just in time for us to switch our rental car to an SUV which worked well.

Luxury A-Frame Cabin w/ Hot Tub
Fil & Ellie’s place was the perfect stay for our getaway. Their home is amazing. We were very impressed by the amenities, the cleanliness and attention to detail. This place has everything you’ll need for a great stay. The hosts were also very helpful in answering our questions and assisting us with check-in. I would highly recommend staying here if you have the chance.

Cozy Hudson Valley House
Stayed here with friends and family for my husband's art opening at Wassaic Project. The location was perfect! Design style of the house was perfect for us and the main kitchen/gathering space was gorgeous. Bedrooms were wonderful, especially the primary with the outdoor shower off the bathroom. We enjoyed two meals on the deck and had more than enough room to spread out in different areas of the home. Each bedroom opened to the deck, which was lovely. Kitchen was the most stocked I've ever experience in any Airbnb. Tons of attention to detail, including the art and extra comfy Parachute linens. It did get a little toasty for us upstairs when we were cooking in the evening but cooled off in the with the deck doors open. We all agreed to a return trip in the future! Just a lovely experience.

Country Cottage: Hudson Valley - Millbrook Area
This is a lovely stay nestled in the heart of Dutchess County. It is a short drive to Millbrook and not too far to Poughkeepsie and other surrounding towns. The home was clean and well kept. It has all the items you may need. The yard and spacious and surrounded by mature nature on a quiet road. An alpaca farm is just up the road and Zoe's Ice Cream Barn is around the corner. We would surely stay here again.

Boulder Tree House
This house was absolutely spectacular. The gorgeous, architectural design highlighted its natural surroundings while providing all the thoughtful comforts of a home away from home. Each window is carefully placed to frame the greenery and let in the perfect amount of light throughout the day. From the steam shower to the towels to the linens, the amenities provided were comparable to those offered at a luxury hotel. The hosts were super responsive and welcoming. We couldn’t recommend it more!

Barn House Near Rhinebeck w/ Hot Tub!
Caroline was a great host, super responsive. It was snowing a lot during our stay and she let us park one of our cars in the garage. A fuse also went out when we were using a hair dryer and she was able to immediately send someone to the house to fix it right away. The house was beautiful and we would stay here again, already making potential plans for the summer. We’ve already recommended it to other friends! We had a great time cooking, using the hot tub, lounging around and exploring Rhinebeck which is not far from the house. Not far from Hudson either! Perfect location.

Cosmic Hollow
We had a wonderful stay at Cosmic Hollow in Pleasant Valley. The home was super private, cozy, and had everything we needed to have dinners and just relax. The grounds were super nice and we enjoyed walking around and looking at the old stone walls. We loved driving the country roads and going over to the Dover Stone Church. It was quite easy to get back over to the Vassar Campus. Our daughter graduated and we wanted a nice airbnb for the family. Disco ball was a funky touch. Thanks so much.
Your guide to Millbrook
All About Millbrook
The village of Millbrook sits squarely within New York’s Hudson Valley, filled with lush deciduous forests, gently bubbling streams, and small lakes. The area has long been an upscale retreat but is also well known for its agriculture. You can spend days visiting maple syrup farms, family-owned vineyards, dairy farms with award-winning cheeses, and horse ranches where you can take long rides through wooded trails.
Millbrook itself is less than 20 miles from Poughkeepsie, but its tidy main streets, populated by cozy local storefronts and grand homes dating from the 18th century, make this destination feel a world away from the modern day. Comforting and inviting in that distinctly New England way, this is the kind of village where residents greet each other at the hardware store, host bake sale fundraisers, and lean into a slower pace of life.
The best time to stay in a vacation rental in Millbrook
Each season in the temperate Hudson Valley is quite distinct, making this a popular destination year round. However, it’s always a good idea to pack warm layers regardless of the month. Spring is mild and brings blooms, but temperatures can be cold at night. From May through the end of October, you can visit the local farmers’ market every Saturday morning, which is a great place to shop for artisanal goods or grab a hot coffee. The hot and humid summer weather is great for lake activities, and the Millbrook Literary Festival in May and Summer Carnival in July are popular attractions. The autumn season is great for hiking through forests filled with eye-popping foliage. Winter brings below-freezing temperatures, plenty of snow, and December festivals like the Parade of Lights.
Top things to do in Millbrook
Franklin Avenue
Starting at Tribute Gardens in the center of town, walk east along Franklin Avenue, one of the town’s main streets, to browse Millbrook’s local businesses. Here, you’ll find a three-story antique mall, boutiques selling home decor and handmade souvenirs, a 1950s diner that looks frozen in time, quaint cafes with baked goods, art galleries, and restaurants serving up classic American fare.
Innisfree Garden
This 185-acre garden, just to the southwest of town, is open from May to October. Innisfree takes its cues from traditional Chinese and Japanese gardens and is designed for slow-paced exploration. Each view around Tyrrel Lake has been carefully planned to show the water to best effect, with stone structures, water features, or wooden bridges around every corner. Almost half of the flowering plants here are native wildflowers, but the many varieties of trees are equally spectacular.
Dutchess Wine Trail
You can spend a whole day exploring several vineyards and wineries along this trail; each destination is only about 15 minutes apart by car. The drive itself is incredibly scenic, and you’ll pass orchards, horse farms, small lakes, and wooded streams on your way. Some wineries encourage visitors to bring picnics, while others host food trucks or offer their own menus.
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Sherwood Island State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Sterling Forest State Park
- The Stanwich Club
- The Connecticut Golf Club
- Norman Rockwell Museum
- Sleeping Giant State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Yale Golf Course