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Book Your Upstate Getaway Today! 

The Best in Hudson Valley, NY
Vacation Rentals 

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

What Our Guests Are Saying

Tuly secluded, beautifully designed

Elizabeth Plimack
5star rating
We loved our stay! The property is truly secluded in the woods with paths to a small pond, fire pit and trampoline (hidden gems). There is a basketball hoop and a well appointed kitchen. We loved the working and clean fireplace, with plenty of fir…

late summer vacation

Kristoffer Diaz
5star rating
We had a great time on the property. There were a few minor issues (some power problems in the bathrooms, a non-functioning Jacuzzi), but the overall feel and design of the home was exactly what we needed. We’d be likely to visit again.

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…

This is a gem of a place! Very pretty and scenic.

Lynda
5star rating
This is a gem of a place! Very pretty and scenic. Very clean and well-maintained. Communication with Jo was quick and informative. Close to some gorgeous hiking. We would love to stay here again in the future!

Beautifully clean house so close to nature walks and th

Holly
5star rating
Beautifully clean house so close to nature walks and the centre of Woodstock

Absolute Best Weekend Away with my best friends!

Allie Goldberg
5star rating
We had the best time at Luna Cove. The amenities were everything we needed and more and the home was so beautiful. We were grateful for how responsive and on top of it the staff was. Thank you so much. 10/10 would stay again!

Amazing getaway

Vera Malezhik
5star rating
Beautiful house. Completely serenity! Loved it!

Beautiful location, setting, home and amenities. Superb

Tammy
5star rating
Beautiful location, setting, home and amenities. Superb communication and couldn’t have asked for anything more.

Hightop House Thanksgiving Holiday

Audrey Elszasz
5star rating
Great location. Excellent kitchen for cooking a feast! The house had everything we needed. We were even able to plug in our car to charge up!

What a beautiful house to stay in.

Karla
5star rating
What a beautiful house to stay in. Just perfect for my birthday. It’s bigger and more beautiful than the pictures show and the entire place was so clean. It had everything we needed for a cozy January weekend in. The pool table/ping pong table was s…
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