Skip to main content

Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

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!

What Our Guests Are Saying

Really Enjoyed Our Stay!

Allie Goldberg
5star rating
Thank you, team, for a wonderful stay at Hudson Woods. The property and homes were beautiful and fit our needs perfectly. The only feedback we have is that we wish we had known the pool would be closed for the weekend. Everyone brought swimsuits…

This house is gorgeous!

Gretchen
5star rating
This house is gorgeous! Its very private and spacious for a larger group. It’s close to the restaurants in Phoenicia and a short drive to Westkill brewery. The listing is accurate, amenities were plentiful, and the hosts communicated well. I would d…

Comfortable house with an amazing deck!

Francis Kinder
5star rating
We had an amazing time at the Fox Hill Home. While the electricity was down when we just arrived (due to strong winds in the region), HSH’s team was responsive and helpful. Our stay was very pleasant, with extra pillowy mattresses, a cozy living roo…

This guest house was absolutely beautiful inside and ou

Natalie
5star rating
This guest house was absolutely beautiful inside and out. It is on a small lake. Very luxurious and one we will plan to return to!

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!

LOVED

Anne
5star rating
this was the perfect late fall get-away house! have been back twice and will come again!

Such a lovely place!

Danielle
5star rating
Such a lovely place! Very cozy and perfect for a weekend getaway in the woods!

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…

Magical

Maggie Watson
5star rating
Had a magical weekend with close friends for my 50th celebration. The property is stunning and a great gathering place.

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.