Naramata Wineries - Vacation Rentals in Hudson Valley

Chichester Home, Perfect for Couples and Small Family! From US $189
         

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8.0 (2 Reviews)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
The Twilight Lodge From US $75
         

8.5 (121 Reviews)
Bed & Breakfast
  • Child Friendly
  • Internet
5 Brm Chalet at Hunter Mountain From US $300
         

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7.6 (7 Reviews)
House
  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
Beacons Great Getaway Near hike, parks, shops and art From US $235
         

2.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Private countryside apartment suite 1.5 miles to Woodstock From US $132
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Brand new! Modern getaway with mountain views From US $360
         

New
House
  • Air Conditioner
  • Parking
  • Child Friendly

Luxury Places to Stay in Hudson Valley

Over 1065+ Luxury Places to Stay in or Near Hudson Valley
Luxury Apartments by Hyatus White Plains From US $9,500
         

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8.8 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private 37 Acre Lake Estate On 164 Acres - 11 Br From US $9,099
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountainview Estate - Main House by AvantStay From US $7,196
         

Mountainview - Guest House by AvantStay From US $7,188
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Red Country Cottage From US $5,000
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Windham Manor on 45 Acres - 5 Mi to Ski Resort! From US $4,930
         

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New
House
  • Parking
  • Accessibility
  • Security/Safety
The Bend Micro Resort From US $4,826
         

New
House
  • Air Conditioner
  • View
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Hudson Valley

Over 195+ Top-Rated Vacation Rentals with a Pool in or Near Hudson Valley
Palazzo Hudson - Luxury Pool, Hot Tub, and Sauna From US $1,011
         

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10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hudson Valley Retreat w/Pool Near Greenwood Lake From US $283
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • Security/Safety
1 Mi to Hunter Mtn: Cozy Unit on 6-Acre Property! From US $235
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Elevated Catskills Getaway On 15-acre Private Farm From US $1,097
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Chic Barn House with Pool From US $910
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Charming Cottage 4 min from Woodstock From US $556
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning South Fallsburg Home w/Pool & Deck! From US $481
         

Incredible Ranch in the Woods - Peace and Luxury! From US $309
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Hudson Valley

Over 547+ Pet-Friendly Vacation Rentals in or Near Hudson Valley
The 212 Escape From US $1,725
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stream Side cabin surrounded by woods + Fire Pit From US $158
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Feel like home in GWL, free EV/hybrid charger From US $216
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hudson Valley Farmhouse on 4 acres, pets allow From US $238
         

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10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Scenic Jewett Hideaway with Deck, Views and Fire Pit! From US $307
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Namaste Catskill - Get Away From it All! From US $152
         

9.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Roscoe Cabin Pet friendly From US $260
         

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10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Hudson Valley

Over 215+ Large Vacation Homes & Villas in or Near Hudson Valley
Domes at Catskills From US $375
         

10.0 (7 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Fantastic 2 family vacation home with EV charger From US $254
         

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10.0 (3 Reviews)
Ski Chalet
  • Parking
  • Balcony/Terrace
  • Security/Safety
Fairlawn Inn From US $169
         

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10.0 (3 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Hudson River Views: Briarcliff Manor Home w/Deck From US $1,361
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Malkita Aria Mountainview Retreat From US $1,045
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Lake Cabins Poolhottub Game Room & Courts From US $950
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Hudson Valley

Over 159+ Wheelchair Accessible Vacation Homes in or Near Hudson Valley
Lux APT 2 BR with free parking washer dryer dishwasher From US $184
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Roscoe Cottage Pet Friendly From US $219
         

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9.8 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Manor From US $150
         

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9.4 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn at Silver Maple Farm From US $239
         

9.3 (55 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Minnewaska Lodge From US $465
         

9.1 (215 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Winter Clove Inn & Resort From US $130
         

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9.0 (45 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Troutbeck From US $305
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
8BR Luxury Maplewood Manor, Hot Tub & Fire Pit From US $1,571
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View

Hudson Valley Vacation Rentals and Airbnb Places to Stay Under $200

Over 292+ Hudson Valley Vacation Rentals and Airbnb Places to Stay Under $200
1 Bedroom 15 min from Stewart airport From US $119
         

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5.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Internet
Kaaterskill Ski Luxury Historic Home on the Stream From US $194
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Stylish Pine Plains Home Near Parks & Hiking! From US $153
         

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10.0 (7 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Catskills The Bohemian Dream From US $167
         

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10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Fiber Artist's Studio From US $180
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Catskill Cabin Bird of Paradise 7 From US $175
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
1BR Apartment - Unit B - With Parking and 10min Walk to NYC Train Station From US $74
         

In the clouds your cozy- lake house From US $189
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Hudson Valley Vacation Rentals

With more than 1074 Hudson Valley vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Hudson Valley.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Hudson Valley, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Hudson Valley. Places to stay near Hudson Valley are 1520.19 ft² on average, with prices averaging US $486 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Hudson Valley with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Hudson Valley

Type Count
Vacation Homes 533
Hotels 245
Holiday Apartments 161
Villas 38
B&B 31
Others 31
Ski Chalet Rentals 22
Resorts 6
Cabin Rentals 4

Use these Quick Filters to Find a Vacation Rental in Hudson Valley

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Hudson Valley.

Weather in Hudson Valley

View the weather forecast for Hudson Valley before booking your Hudson Valley Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Hudson Valley Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Hudson Valley?
How many vacation rentals are available in Hudson Valley?

Currently, the total number of properties listed in 2026 is over 1074 in the Hudson Valley area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hudson Valley.