
Places to stay near Hudson Chatham Winery
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Top-rated holiday rentals near Hudson Chatham Winery
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Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

1860's Hudson River Carriage House Loft
Carriage house apartment on grounds of historic 1600's Dutch bouwerij (farm), yet with all of the modern amenities. Our Hudson river side apartment features original exposed beams, wood floors, tasteful decor, and a complete country kitchen. On-Hudson river edge setting with beach access allows watching eagles & herons, or kayaking. Walk-in to marshland wildlife refuge. 19th century lighthouse on property. Leaf peeping or apple picking during the fall. Hunter and Windham ski areas nearby.

Blacksmith House - Charming Historic Getaway
Built in 1790 as a blacksmith shop named “The Town Ax," Blacksmith House was rebuilt in the early 1990's and renovated by the present owners in 2017. The roughhewn beams of the original structure are exposed in every room. Approached by a grand stone staircase, set in a lilac-lined hamlet with plantings, surrounded by wildflowers, furnished with antiques and primitive Americana, Blacksmith House radiates tranquility and graciousness with its full-width front porch and classic proportions.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Chic Hudson Farmhouse w/ Fireplace & Porch
1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

Boutique TINY home+private HOT TUB-walk to Main St
Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries & great dining. @artparkhomes

Modern Barn on 12 acres w Sauna, FirePit+swimming
Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Riverside Retreat on the Hudson - Modern Cottage
Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Peaceful Tiny House Escape by Hudson & Berkshires
Welcome to "The Tiny" at The Hemptons in the Hudson Valley. The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Regretfully, we are unable to accommodate service animals due to the health risk it poses it the owners.
Popular amenities for holiday rentals near Hudson Chatham Winery
Condo rentals with Wi-Fi

Stunning Views • Bright 2BR • Pool • Near Farm • Lakes • Farm

Hunter Mtn. Clean Cozy Close Condo *Great Reviews*

Elegant, spacious studio apt in historic mansion

Cozy Downtown Hunter Mountain Getaway

Ski on/ Ski off Country Condo Hunter Mountain

Trailside At Hunter-Phase II-Hunter NY

walking distance to town and waterfront

Cozy Slope Side Retreat
Family-friendly house rentals

Luxe modern A Frame, Hot tub and new heated pool

Cozy Vermont mini-house

Designer Home, Hot Tub, Private Yard, & Projector

Quiet• pvt farmhouse•stunning mntn views nr Hudson

Hudson getaway w/ hot tub+ plunge pool on 20 acres

Pawfect Family Retreat w/fenced-in yard & Dog Park

Livingston Farmhouse Escape with hot tub and sauna

Modern House with Mountain View @Getawind
Apartment rentals with air conditioning

A Lovely Historic Apartment

Serene Suite: Hudson & Berkshires, Walk to Brewery

Hudson River Beach House

Above SpringRise

Couples Country Getaway. 5 minutes to Hudson.

Stylish Hudson Getaway

Marie's Place

King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Other great holiday rentals near Hudson Chatham Winery

Luxury Barn Retreat Near Hudson & the Berkshires

Country Getaway Tiny House in woods w/Pool/Sauna

The Upstate Cabin: A secluded getaway in the woods

Harvey Mountain Lodge by State Forest

Perfect Cottage On A Hill With A View

Willow Treehouse - secluded, unique, romantic

Cozy Grove Luxury Cabin

Welcome to Casa Bartolo, Your Oasis on the Hudson!
Destinations to explore
- Hunter Mountain
- Belleayre Mountain Ski Center
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- June Farms
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Thacher State Park
- Mohonk Preserve
- Kent Falls State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Peekamoose Blue Hole
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- MVP Arena
- Naumkeag
- New York State Museum
- Poets' Walk Park





