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

Ahhhh… breathe of fresh air!

Angela
5star rating
Ahhhh… breathe of fresh air! The house was a perfect old farmhouse! Great updates to the bathrooms! I had fun exploring every nook and cranny! The porch was my spot in the mornings. Relaxing, meditative, and quiet! If you have a student at cia culin…

One of our favorite stays we have had!

Nick
5star rating
One of our favorite stays we have had! So many nice touches and a beautiful 15 min scenic drive to Hunter Mt.

Wonderful property!

C O
5star rating
We loved our stay at the House in Highland. It was clear that the hosts / HSH put a lot of thought and care into the property to ensure that guests have a wonderful stay. We had everything we needed for cooking, relaxing, and having fun. One note…

Great house

Julia
5star rating
Very well stocked with everything you may need for cooking. And we loved using the fire pit on chilly nights. House is just like the photos. Great for 4-6 people.
Rondout Retreat: Private Poolside Luxury

Beautiful place. Absolutely loved the hot tub and shuff

Siddharth
5star rating
Beautiful place. Absolutely loved the hot tub and shuffleboard.

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!

Just beautiful. Better than the pictures convey. Clean,

Sarah
5star rating
Just beautiful. Better than the pictures convey. Clean, comfortable, and had everything we needed. We didn’t want to leave!

A very clean and spacious place to enjoy the area. Very

Rich
5star rating
A very clean and spacious place to enjoy the area. Very much looking forward to staying again soon.