Skip to main content

Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

Explore All Properties
Where
Our Regions
All Cities
No items found.
When
Guests
Age 13 and above
-
+
Age 2-12
-
+
Bringing a pet?
Filters
Types of Place
Features & Amenities
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!

Featured Properties

View All Properties

What Our Guests Are Saying

View All Reviews

Great stay!

Talia
5star rating
Great stay! Such a unique and fun space- definitely will want to come back!

The home is beautiful and very well designed!

Stephanie
5star rating
The home is beautiful and very well designed! Everything was very clean and as advertised! The check in time was very late for us (4pm) so that’s something I’ll look at next time I book, and although it said it, there’s only one bathroom, I must hav…
Stony Kill Cabin: A Kerhonkson Getaway

Awesome experience

Francisco Van Marissing
5star rating
Great home. Super clean many amenities and host very responsive. Hot tub and sauna were very nice. Cleanliness was great.
Rondout Retreat: Winter Oasis w/ Sauna + Hot Tub

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!

Tuly secluded, beautifully designed

Elizabeth Plimack
5star rating
We loved our stay! The property is truly secluded in the woods with paths to a small pond, fire pit and trampoline (hidden gems). There is a basketball hoop and a well appointed kitchen. We loved the working and clean fireplace, with plenty of fir…
Green Sanctuary: Luxury Home Surrounded by Nature

Home was picture perfect for us.

Steven
5star rating
Very private location within 10-30 minutes of Woodstock, Kingston and Phoenicia. Tastefully decorated with comfortable furnishings. Communication was excellent. Would definitely return.

Definite in love with this place!

Carrie
5star rating
We enjoyed our stay, definite in love with this place! Everything’s perfect!

The most quaint rental in a picturesque location

Andrea
5star rating
The most quaint rental in a picturesque location

Jo’s place is really clean

Ivan Richmond
5star rating
Jo’s place is really clean. It is more than what we expected. Everything that we need is in the house. Jo was also very responsive and always check if we need something. We will definitely book this place again.

lovely home

Judy
5star rating
We loved this house – so many antique pieces to admire yet still updated where needed. 3 generations of our family enjoyed exploring nearby and coming back to a cozy fire. Home Sweet Hudson was available and responsive. Highly recommend.