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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

Peaceful and Well Appointed Retreat

Natalie Spak
5star rating
Our family of four, plus two friends, had a wonderful stay at this property over New Year’s Eve week. It was spacious, clean & comfortable. We cooked 3 meals a day and found everything we needed in the kitchen, plus more. There were two cabinets…

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!

Host was incredibly responsive and gave us the rundown

Rory
5star rating
Had a great time staying at this amazing place. The 3 bed/3 bathroom situation was perfect for the amount of people we had. Our dog loved the huge yard too. It was the perfect get away during the craziness of Covid, you are pretty secluded but then…

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!

This home is stunning.

Ellen
5star rating
This home is stunning. It has everything you could possibly need for a relaxing and accommodating stay. The outdoor spaces are beautiful, and the inside is modern and comfortable. Check-In/check-out process was easy. Would absolutely stay here again!

Dreamy Wedding Weekend

Marisa Speranzi
5star rating
The team was so kind and accommodating, and communication was seamless from start to finish. The property couldn’t have been more perfect, an absolutely stunning setting for our fall wedding, both inside and out.

Superb

Adelle Wadsworth
5star rating
We loved this cabin.. the location, the peace and quiet, the ambiance and of course the mod pool. We did have a bit of trouble getting the pool heated up as it was a bitter cold March weekend …problem solved via texting. Also the cabin itself needed…

Gorgeous home

Selene
5star rating
Gorgeous home, gorgeous location. We loved the hot tub, grilling, the outdoor fireplace, and the amazing record collection