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

Comfotable cottage in wooded setting

Joe F.
5star rating
My wife and I enjoyed our peaceful stay at the Rail Trail Cottage (and so did our dog Roxie). In terms of furniture and decor this is more of a home than a thrown-together rental. We made great use of the screen porch and comfortable living room…

Wonderful place to stay for a long weekend! Can’t recom

Kat
5star rating
Wonderful place to stay for a long weekend! Can’t recommend enough!

Great place to stay! Would definitely recommend.

Carrie
5star rating
Great place to stay! Would definitely recommend.

Fox Hill Home

Joanne Reinhardt
5star rating
Our second Thanksgiving at this lovely, spacious, well-appointed home away from home. The grounds are calming and invigorating at once.
Fox Hill Home: 13 Minutes from Hunter w/ Hot Tub

A wonder in the woods!

Brenda B Cullerton
5star rating
Our family had a marvelous week at the barn. Everything was precisely as promised, inc. the state-of-the-art outdoor kitchen. We would recommend this amazing place to one and all with enthusiasm.

Terrific House

Ally Goltz
5star rating
We really enjoyed our stay at La Casita. It was three couples & a pup and we had a terrific time! The house was clean and beautifully decorated. We especially loved the wood burning fire place 🙂
La Casita: Modern Getaway, 25 Min to Hunter Mount.

Our stay was great, the location can’t be beat.

Charlotte
5star rating
Our stay was great, the location can’t be beat.

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…

Love the home!

Laura Leigh Rogers
5star rating
Great experience at the Todd Hill farmhouse! Thank you for having us. It is well equipped and such a restful and expansive hosting space for a large group. I will note, this is the second year coming and we always struggle with the coffee pot whe…
Todd Hill Farmhouse: Historic Charm & Luxury