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

Beautiful, spacious house

J Krigman
5star rating
Had an excellent time! Looking forward to booking it again.

Hilltop House in Kingston is nothing short of wonderful

Jordan
5star rating
Hilltop House in Kingston is nothing short of wonderful. The description and pictures were very accurate – large kitchen and living room with plenty of space for big families and friends to gather, cozy and comfortable bedrooms, all the amenities yo…

The house was large and well decorated

Kiri
5star rating
The house was large and well decorated – loved the hot tub, pool/ping pong table, and all the games! Nice speaker setup too

Excellent house with lots of thoughtful details. Very c

Chris
5star rating
Excellent house with lots of thoughtful details. Very clean. Very much as pictured. Lots of room. Pet friendly. Quiet area. The only thing to be aware of is that there is limited area to walk in the immediate vicinity. So plan to hop in the car to h…

My family and I loved this gorgeous little cabin!

Veronica
5star rating
My family and I loved this gorgeous little cabin! Tucked away in a private road, quiet, and serene – but somehow still close to essentials! We also loved how close the trails were – they’re super accessible and everyone was able to enjoy. The house…

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…

Lovely cabin getaway!

Sydney Weiss
5star rating
Highly recommended! The cabin is cozy and well-designed with everything you need for a relaxing stay. Great location if you want to venture out but also perfect for relaxing days and nights in by the fireplace and hot tub, well-appointed kitchen…

Amazing Stay in a Charming Home

Caitlin Fusco
5star rating
My husband, 11 month old daughter and I stayed at this charming Kingston home. We loved the house’s modern farmhouse vibe and direct access to the rail trail. The fireplace was cozy and perfect for the chilly winter days. It’s the ideal getaway for…

Awesome bath products, nice kitchen appliances/accessor

Julie
5star rating
Awesome bath products, nice kitchen appliances/accessories, very cute aesthetic. The kids loved playing by the pond and searching for frogs and salamanders. They met the kids at the neighboring “main house” and had a blast in the playhouse. Would be…

We had such a wonderful time at Jo’s Airbnb!

Taylor
5star rating
We had everything we needed to cook and relax. Even though it feels secluded, you are able to get to places quickly. It was clean, modern, and cozy with lots of space to spread out! Would definitely go back!!