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Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

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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!

Featured Properties

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What Our Guests Are Saying

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Great spot, beautiful home

Dillion
5star rating
Great spot, beautiful home

Beautiful home with gorgeous views!

Kelly Lynch
5star rating
This home was absolutely beautiful! The views of the mountain and lake, especially with all the fall foliage was breathtaking! The house was really large and spacious especially for a big group. Also, the listing says 4 bedrooms but it actually has…
Sparkling Ridge | Private Lake & Stunning Views

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…

Hightop House Thanksgiving Holiday

Audrey Elszasz
5star rating
Great location. Excellent kitchen for cooking a feast! The house had everything we needed. We were even able to plug in our car to charge up!
Hightop House | Walk to Uptown Kingston

Very relaxing and private

John Morrissey
5star rating
We really enjoyed our stay here. It was the perfect way to unwind in the forest
Mossybrook Hideout | Creek Oasis with Hot Tub

Beautifully clean house so close to nature walks and th

Holly
5star rating
Beautifully clean house so close to nature walks and the centre of Woodstock

The house is beautiful and in a great location. We love

Natalie
5star rating
The house is beautiful and in a great location. We loved the fireplace and kitchen!!

Awesome bath products, nice kitchen appliances/accessor

Julie
5star rating
Awesome bath products, nice kitchen appliances/accessories, very cute aesthetic. The kids loved playing by the pond and searching for frogs and salamanders. They met the kids at the neighboring “main house” and had a blast in the playhouse. Would be…
A Retreat | Pond House by Home Sweet Hudson

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…
Greycliff | Mohonk Preserve Getaway

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.
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