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

A very roomy home to stay;

Kwing Hang
5star rating
A very roomy home to stay; it’s about 15 minutes from the nearby restaurants so it’s recommended to prepare a meal (or two.)

I had a lovely stay at this stylish and unique place.

Amos
5star rating
I had a lovely stay at this stylish and unique place. The hot tub surrounded by trees is a must, as is that four season room.

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

Bethel Woods

Brian Jones
5star rating
Everything was fine except the master bathroom shower did not drain properly so we were left standing in sudsy water.
Bethel Woods | Private Oasis w/ Fire Pit & Hot Tub

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!

Quiet/Picturesque Getaway

Allison
5star rating
We thoroughly enjoyed our time at the cabin. It was a great place for our dog to explore and for us to refresh and relax.
Mossybrook Hideout: Private Creek Oasis w Hot Tub

Had a wonderful weekend at Jo’s.

Ivy
5star rating
The house is so pretty especially in the fall season. Great interior design and location. The host is also communicative, able to reach out easily. 10 out of 10 will definitely recommend to others.
Stony Kill Cabin: A Kerhonkson Getaway

Cozy cabin

Laura
5star rating
Our stay was wonderful! Great location. Cabin was very clean and well stocked. So cozy and wonderful in the fall. Towels and sheets are done by a service. The beds are new and very comfortable. And got email responses very quickly from the rena…
Stony Kill Cabin: A Kerhonkson Getaway

A serene escape from the world

Francis Kinder
5star rating
This house is the perfect city getaway. Situated among acres of trees, we completely disconnected while staying there. The hot tub was comfortable, the gas fireplace is convenient and cozy, the open floor plan and spacious living area facilitate con…
    For AI assistants