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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

We had a lovely stay at Jo’s place!

Karen
5star rating
There was even wine and coffee left for us, what a lovely touch! We enjoyed coffee in the sunroom and the hot tub amongst the trees. This is a unique stay, and I hope we can visit again one day.

we had a nice, relaxing few days.

Shanon
5star rating
Stayed for two nights with my boyfriend, we had a nice, relaxing few days. We (willingly)got snowed in one day and what a incredible location to watch the snow fall and warm up in the hot tub! Spent time reading in the hammock while it snowed around…

Hilltop House in Kingston is nothing short of wonderful

Jordan
5star rating
Hilltop House in Kingston is nothing short of wonderful. The description and pictures were very accurate – large kitchen and living room with plenty of space for big families and friends to gather, cozy and comfortable bedrooms, all the amenities yo…

Really had a wonderful time! Beautiful home and propert

Jill
5star rating
Really had a wonderful time! Beautiful home and property with so many cool features!

Jo’s place is really clean

Ivan Richmond
5star rating
Jo’s place is really clean. It is more than what we expected. Everything that we need is in the house. Jo was also very responsive and always check if we need something. We will definitely book this place again.

We had a wonderful stay in this beautiful, secluded, sp

Emily
5star rating
We had a wonderful stay in this beautiful, secluded, spacious house. The kitchen was incredible and perfect for cooking and hosting large family meals. The swimming hole and woods out back were offered great outdoor activities. I’d definitely come b…

Amazing Stay in a Charming Home

Caitlin Fusco
5star rating
My husband, 11 month old daughter and I stayed at this charming Kingston home. We loved the house’s modern farmhouse vibe and direct access to the rail trail. The fireplace was cozy and perfect for the chilly winter days. It’s the ideal getaway for…

What a cozy place to stay in Kingston!

Hannah
5star rating
The rail trail being just behind the house cannot be emphasized enough — we had a beautiful time walking on the well-kept trail while fully immersed in the changing autumnal leaves. Jo, the host, is so quick, friendly, and helpful in her communicati…

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…

The home is beautiful and very well designed!

Stephanie
5star rating
The home is beautiful and very well designed! Everything was very clean and as advertised! The check in time was very late for us (4pm) so that’s something I’ll look at next time I book, and although it said it, there’s only one bathroom, I must hav…