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Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

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Best Rates Guaranteed when Booking Direct

Why #BOOKDIRECT ?

Booking direct ensures you get the best rate possible. 
Gain access to our complimentary concierge services. 
Locally based and operated. 
Professionally managed. 

Home Sweet Hudson is the luxury vacation rental management company in the Mid Hudson Valley. Our collection of vacation rentals range from cozy cabins, rustic farmhouses, and modern getaways to choose from. The region is ripe for adventure all year round with activities such as rock climbing, skiing, and hiking as well as farm-to-table restaurants, breweries and farmers markets; vintage shops, and more!

Each property in our portfolio of homes has been hand-selected because of its unique location and character. Our team prides itself on marrying the magic of the Hudson Valley with the hotel quality hospitality and creature comforts that our well-traveled guests are looking for.

Our Concierge Service helps make planning your stay simple, giving you access to a vacation planner with a list of unique add-ons. You can create a custom experience such as booking a private chef, in-home yoga class, or massage session. Looking to take a fly-fishing class or learn to forage for mushrooms? Contact our Guest Support Team to start planning your stay!

What Our Guests Are Saying

Beautiful location, setting, home and amenities. Superb

Tammy
5star rating
Beautiful location, setting, home and amenities. Superb communication and couldn’t have asked for anything more.

Tuly secluded, beautifully designed

Elizabeth Plimack
5star rating
We loved our stay! The property is truly secluded in the woods with paths to a small pond, fire pit and trampoline (hidden gems). There is a basketball hoop and a well appointed kitchen. We loved the working and clean fireplace, with plenty of fir…

This place is so beautiful, modern, and clean!

Cathy
5star rating
This place is so beautiful, modern, and clean! Spent my 30th here and it was most wonderful time!

This is such a peaceful spot with easy access to and fr

Alexandra
5star rating
The house was beautiful with very comfortable bedrooms, and a great kitchen for all the at-home cooking we did. The enclosed deck was so nice for bundling up and eating meals outside, and we had easy access to the rail trail directly behind the hous…

Amazing stay

Megan Harley
5star rating
We had a wonderful stay at Greycliff. The property is absolutely beautiful — thoughtfully designed, incredibly peaceful, and positioned to take full advantage of the stunning views. Every window feels like a postcard, and the outdoor spaces make it…

Lovely house outside of Kingston!

Jodie
5star rating
Lovely house outside of Kingston! The location is fabulous for access to the Wallkill Valley Rail Trail and we enjoyed 2 great days of autumn biking (extra shout-out to Overlook Bicycles near Woodstock, NY for a great bike rental experience!). The h…

Clean and spacious house perfect for a getaway

Kevin
5star rating
Clean and spacious house perfect for a getaway within driving distance of the city. The house is great for a staycation but is also close to hiking/breweries if you want to explore and get out.

Greyclliff reunion

Ted Diamond
5star rating
Overall, our entire group rated this home very very highly! It was extremely clean, beautiful, and the location was fantastic. There were only a few small improvements that could be made from our viewpoint. One having a few extra towels available wo…

Fluffy pillows, hot showers, all the kitchen essentials

Kim
5star rating
Fluffy pillows, hot showers, all the kitchen essentials and more, great if you love to cook. The place gets really quiet, very peaceful. Woodstock is 8 min away for coffee, groceries and a bite. We loved the bakery Bread Alone. There’s a projector f…

Amazing Home!

Kelsey E Gibson
5star rating
My family and I had an amazing time at Greycliff! The view is amazing, and the accommodations were impeccable! We spent Christmas there, cooked a great meal, and spent lots of time together with family! I would definitely rent this home again!