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

This is such a peaceful spot with easy access to and fr

Alexandra
5star rating
The house was beautiful with very comfortable bedrooms, and a great kitchen for all the at-home cooking we did. The enclosed deck was so nice for bundling up and eating meals outside, and we had easy access to the rail trail directly behind the hous…

Great stay!

Samm
5star rating
Great stay!

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…
Rondout Retreat: Private Poolside Luxury

An amazing property— truly unique and wish we could hav

Lane
5star rating
An amazing property— truly unique and wish we could have stayed longer!

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!
Greycliff: Mohonk Preserve Getaway

we had a nice, relaxing few days.

Shanon
5star rating
Stayed for two nights with my boyfriend, we had a nice, relaxing few days. We (willingly)got snowed in one day and what a incredible location to watch the snow fall and warm up in the hot tub! Spent time reading in the hammock while it snowed around…

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.

This house was fantastic in every way

Eli
5star rating
The hot tub on a cold fall night was SUBLIME! Also, being in walking distance from the Hudson walkway was a real treat. Would definitely come back!