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

Clean and spacious house perfect for a getaway

Kevin
5star rating
Clean and spacious house perfect for a getaway within driving distance of the city. The house is great for a staycation but is also close to hiking/breweries if you want to explore and get out.

place was wonderful!

Jennie
5star rating
Jo’s place was wonderful! Kids love the jet-spa (temperature of the water was warm and perfect for autumn weather) and firepit with spacious yard. The house and room was spacious and nice with everything inside.

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…

We had such a lovely, cozy stay in Olivebridge!

Sarah
5star rating
We had such a lovely, cozy stay in Olivebridge! The house had everything we needed and we really enjoyed having fires both inside and out. My kids had a great time exploring the yard and the surrounding area is beautiful.

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 🙂

We had a wonderful stay in this beautiful, secluded, sp

Emily
5star rating
We had a wonderful stay in this beautiful, secluded, spacious house. The kitchen was incredible and perfect for cooking and hosting large family meals. The swimming hole and woods out back were offered great outdoor activities. I’d definitely come b…

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!

Home Sweet Hudson was clean, spacious, and adorable

Keanna
5star rating
Catherine’s home hosted by Home Sweet Hudson was clean, spacious, and adorable. Located north of Minnewaska State Preserve, it was a solid place for traveling around to the trails. It’s quiet during the night- but the backyard has lights and a hot t…

A beautiful house, immaculately clean with a remarkably

Patricia
5star rating
A beautiful house, immaculately clean with a remarkably well-stocked kitchen!! Beds are extremely comfortable. Heated floors throughout. Hot tub was spectacular in the 10 degree weather outside! My only note to guests: in the winter, be sure to take…