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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 an amazing stay

Apolline
5star rating
We had an amazing stay with our friends visiting from France, we loved the house and especially the sunroom with the woodstove, and the grill outside with the jaccuzzi! We also had the chance to check the local orchard just a few minutes from the ho…

Our recent stay at greycliff

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

Beautiful, spacious house

J Krigman
5star rating
Had an excellent time! Looking forward to booking it again.

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!

everything the pictures look like

Greg
5star rating
a spacious, secluded cabin with a huge fireplace, plentiful firewood, surrounded by a forest, with an on-prem pond, in one of the best areas of the Catskills. super communicative and professional hosts. would stay again.

Absolutely love this place!!

MFOVR
5star rating
Sorry so late but we were there over the summer (August 2025) and we absolutely LOVE this place! Had a little hiccup at the beginning of our stay but they took care of it right away! The pool was awesome and the sauna was great! We will definitely…

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!

We had a great stay at this cute little retrofitted chu

Stephen
5star rating
The hot tub was perfect on chilly evenings after a day of hiking, and the enclosed patio in the back of the house was beautiful and inviting. Only wish we had had a chance to start a fire in the stove — all the fixings were there, which we really a…

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…

Beautiful space, definitely recommend. Perfect space to

Mark
5star rating
Beautiful space, definitely recommend. Perfect space to relax and enjoy a nice rainy day with some friends. Had a great time