Skip to main content

Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

Our Regions
All Cities
No items found.
-
+
TYPE OF PLACE
-
+
-
+
FEATURES & AMENITIES
Best Rates Guaranteed when Booking Direct

Why #BOOKDIRECT ?

Booking direct ensures your 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

Appreciated the openness in communication and how close

Frances
5star rating
Dan/ Ray/ Jo made our trip to Woodstock so memorable. It was a girls weekend away celebrating a friends 50th bday in which we will remember for many years to come.

great stay

Anosha Minai
5star rating
We had a lovely time at this house. The property & house are absolutely beautiful. We loved exploring the property, having fires in the evenings, and cooking large meals at home. The kitchen is very well stocked with many more tools than we expect…

perfect place for extended family to enjoy a winter get

Beverly
5star rating
The Bearsville barn is the perfect place for extended family to enjoy a winter getaway. Places to be close and space to separate when necessary. Kitchen is cozy and warm with wood burning stove. Well equipped for gourmet meals and espresso coffee …

Absolutely stunning property.

Irina
5star rating
Absolutely stunning property. My family enjoyed some much-needed peace, quiet, and nature. Would love to visit again!

I’ll deff be staying here again.

Mike
5star rating
This place was perfect. Close to great hikes like Kaaterskill Falls, Artist Rock, Dibbles Quarry and Hunter Mountain. Also perfect for a little 30 minute trip to Hudson for a fancy dinner

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…

This place is phenomenal!

Shealyn
5star rating
This place is phenomenal! So close to Arrowood Farms, Westwind Orchards, and lots of other amazing spots. The hot tub was wonderful and the house was clean & comfy. Would definitely stay here again!

We had a great stay at this cute little retrofitted chu

Stephen
5star rating
The hot tub was perfect on chilly evenings after a day of hiking, and the enclosed patio in the back of the house was beautiful and inviting. Only wish we had had a chance to start a fire in the stove — all the fixings were there, which we really…

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.

    From Our Blog

    Latest Articles

    A Dog Friendly Day in the Hudson Valley

    If you’re planning a vacation to the Hudson Valley and have a furry friend, I’m sure the question “Are you dog fr…

    Feed the Foodie: Saugerties Best Eateries

    Nestled in the Northeast corner of Ulster County, a small town swarming with historical charm exists. Jimmy Fallon wa…

    The 5 BEST Spots to View Hudson Valley Foliage

    Fall in the Hudson Valley is one of the most treasured times of the year. The weather gets crisp, the aroma turns…