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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

Great place, exactly as pictured. Perfect for weekend g

Kugler
5star rating
Great place, exactly as pictured. Perfect for weekend getaway with friends.

Comfotable cottage in wooded setting

Joe F.
5star rating
My wife and I enjoyed our peaceful stay at the Rail Trail Cottage (and so did our dog Roxie). In terms of furniture and decor this is more of a home than a thrown-together rental. We made great use of the screen porch and comfortable living room…

Love the home!

Laura Leigh Rogers
5star rating
Great experience at the Todd Hill farmhouse! Thank you for having us. It is well equipped and such a restful and expansive hosting space for a large group. I will note, this is the second year coming and we always struggle with the coffee pot whe…

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!

Loved Our Stay!

Susan D.
5star rating
We loved our stay at the Chalet! Close to Rhinebeck, where we eat 3 nights. The house is secluded off road so was peaceful. Gym in basement was bonus. Thanks for lovely fun stay!

Place was well kept!

Kerry
5star rating
Place was well kept, quiet, cozy and the wood burning stove was dreamy. Hot tub on a cool fall weekend was even more awesome!

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…

place was wonderful!

Jennie
5star rating
Jo’s place was wonderful! Kids love the jet-spa (temperature of the water was warm and perfect for autumn weather) and firepit with spacious yard. The house and room was spacious and nice with everything inside.

Very nice and clean

Shimon
5star rating
Very nice and clean

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!