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Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

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!


Featured Properties

What Our Guests Are Saying

Cozy cabin

Laura
5star rating
Our stay was wonderful! Great location. Cabin was very clean and well stocked. So cozy and wonderful in the fall. Towels and sheets are done by a service. The beds are new and very comfortable. And got email responses very quickly from the rena…

Great house in High Falls

Matt Ludwig
5star rating
Had a great time at Mossybrook Hideout! House was exactly as pictured and came stocked with everything we needed for a great weekend trip. Our small dog who loved being able to run around in the grass and we loved taking advantage of amenities like…

house is well-appointed

Ryan
5star rating
When you walk in it’s apparent the house is well-appointed. The kitchen is stocked with just about anything you could ask for, the owners clearly put thought into selecting utensils and dish-ware to match the rustic mountain vibe. The picture window…

The house was great, easy check-in, very clean and uncl

Drew
5star rating
The house was great, easy check-in, very clean and uncluttered. The kitchen was warm, sunny and well equipped. Our six year old loved the kids room! Location was convenient, 10 minutes to Kingston center, also close to Woodstock, etc. We enjoyed our…

A serene escape from the world

Francis Kinder
5star rating
This house is the perfect city getaway. Situated among acres of trees, we completely disconnected while staying there. The hot tub was comfortable, the gas fireplace is convenient and cozy, the open floor plan and spacious living area facilitate con…

LOVED

Anne
5star rating
this was the perfect late fall get-away house! have been back twice and will come again!

Great place!

Allison
5star rating
Great place!

We will be back here again for sure.

Richard
5star rating
A well appointed three bedroom Catskill cabin with garden forest and running river in a friendly neighborhood . Perfect our family get together. The ground floor living space and kitchen is so inviting and added by a spacious deck . The local diner…

perfect place for extended family to enjoy a winter get

Beverly
5star rating
The Bearsville barn is the perfect place for extended family to enjoy a winter getaway. Places to be close and space to separate when necessary. Kitchen is cozy and warm with wood burning stove. Well equipped for gourmet meals and espresso coffee ma…
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