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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 enjoyed our stay at Julie and Jo’s space

Dominique
5star rating
it was a beautiful home on a spacious wooded property. The location of the home is a short drive to downtown Woodstock, only 10 minutes by car. Would recommended this property to other guests.

I highly recommend the house & hope you enjoy your stay

Molly
5star rating
We had a lovely time at the Fox Run house. The house is very spacious. We stayed with two other couples and we were each able to stay on a different floor, as well as have our own bathrooms. The house is only 10 minutes from Windham & 15 minutes fro…

This was a fantastic property with plenty of space for

Tyler
5star rating
This was a fantastic property with plenty of space for outdoor activities. It has a very cool aesthetic and I would highly recommend.

Another Great Visit with Home Sweet Hudson

David May
5star rating
My friends and I have made it a 3 year tradition staying at a Home Sweet Hudson property. Great place and service, and we look forward to keeping this tradition alive again next year!

What a wonderful home base for our family weekend!!

Maura
5star rating
What a wonderful home base for our family weekend!! The house is so beautiful, stylish and comfortable. It was spotlessly clean and provided everything we could have needed. And the grounds are gorgeous. We couldn’t have asked for a better spot.

Great location and great communication

Rick
5star rating
Great location and great communication. The house is large and comfortable, with everything you need for a long weekend.

Amazing property, pickle ball court, cozy home theatre attic

Cat C
5star rating
I stayed here for a full week with a big group of friends and it was one of the nicest and coziest places we’ve had the pleasure of staying in. The pickleball court is A+++, as is the home theatre/attic. While there is no real living room space, the…

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…

Beautiful Home

Francisco Van Marissing
5star rating
Great experience. Property was very clean and well maintained. The sauna and pool where amazing. The ckin was seamless. Nice restaurants near by and close to kingston. We will booking again. Ty

Wonderful property!

C O
5star rating
We loved our stay at the House in Highland. It was clear that the hosts / HSH put a lot of thought and care into the property to ensure that guests have a wonderful stay. We had everything we needed for cooking, relaxing, and having fun. One note…