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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

Absolute Stunner of a Home!

Rose Ahn
5star rating
We stayed at the House on a Hill with two other families (that included 4 kids and a dog), and it was absolutely perfect. The home was beautifully and thoughtfully designed with great space to hangout for the weekend. We took full advantage of the p…

Jo’s place was great for a friendly get together!

Rachel
5star rating
Jo’s place was great for a friendly get together!

Serene weekend spot

Julia
5star rating
This house was logistically convenient for my friends’ weekend trip. The kitchen was well-stocked and the size of the house worked so well for our big group. BUT that’s not the best part – the best part is the house itself! So so beautiful. Every co…

Second time – still fantastic

Nick O’Shea
5star rating
We love this place. It has everything you need for a 6-10 person group!

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…

This is a great house.

Edward
5star rating
It has a lot of character and tons of space, plus the property it’s on is beautiful. I was only there for two nights with my group but we all loved it. I’d love to come back in the summer when I can use the pond!

Love it

Francisco Van Marissing
5star rating
Property was very beautiful and well kept. Size was perfect for my group.

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…

This place is phenomenal!

Shealyn
5star rating
This place is phenomenal! So close to Arrowood Farms, Westwind Orchards, and lots of other amazing spots. The hot tub was wonderful and the house was clean & comfy. Would definitely stay here again!

Our recent stay at greycliff

Mark Apfelbaum
5star rating
Great accommodation, exactly as advertised. Beautiful location, amazing backyard. Everyone had a great time.