Hudson Valley holiday rentals

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Best Hudson Valley holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R991 - R7 946R7 946 - R14 901R14 901 - R21 855R21 855 - R28 810R28 810+ per night

Property Types

ApartmentCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Hudson Valley

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Cabin in the heart of the Hudson Valley, Cabin 2 - Newburgh - Patio
Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh, NY, United States
9.3Wonderful(13)
Free Wi-Fi
Air conditioning
R3 060+
Check availability
Luxury Hudson River Retreat- quaint town, nature & NYC nearby. - Nyack - Kitchen
Luxury Hudson River Retreat- quaint town, nature & NYC nearby.
Nyack, NY, United States
Free Wi-Fi
Air conditioning
R3 199+
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Cozy private suite in the heart of beautiful Gardiner. - New Paltz - Bedroom
Cozy private suite in the heart of beautiful Gardiner.
New Paltz, NY, United States
Free Wi-Fi
Air conditioning
R3 740+
Check availability
Clinton Cove - Lively 2 Br In The Heart Of Midtown - Kingston - Living room
Clinton Cove - Lively 2 Br In The Heart Of Midtown
Kingston, NY, United States
9.0Wonderful(2)
Free Wi-Fi
Air conditioning
R5 007+
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The Stables - Kingston
The Stables
Kingston, NY, United States
10Wonderful(57)
Parking
Free Wi-Fi
Air conditioning
R5 129+
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Charming duplex with private yard. Close to the beach, dining & shopping! - Greenwich - Dining room
Charming duplex with private yard. Close to the beach, dining & shopping!
Greenwich, CT, United States
9.8Wonderful(15)
Free Wi-Fi
Air conditioning
R5 529+
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Higashi: New Paltz family home with King bed minutes to downtown - New Paltz - Living room
Higashi: New Paltz family home with King bed minutes to downtown
New Paltz, NY, United States
9.7Wonderful(9)
Air conditioning
R5 686+
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Room In Lake Home - 2br 1ba Kitchenette - Greenwich - Bedroom
Room In Lake Home - 2br 1ba Kitchenette
Greenwich, CT, United States
8.6Very Good(4)
Parking
Free Wi-Fi
Air conditioning
R6 194+
Check availability
Charming, Nostalgic 4-bedroom Home w Tennis Court Overlooking Hudson River. - Nyack - Kitchen
Charming, Nostalgic 4-bedroom Home w Tennis Court Overlooking Hudson River.
Nyack, NY, United States
Air conditioning
R6 277+
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For The Creative Spirit, Swimming Dock On Pond, Horses To Pet, Fire Pit - Ulster Park - Living room
For The Creative Spirit, Swimming Dock On Pond, Horses To Pet, Fire Pit
Ulster Park, NY, United States
9.9Wonderful(22)
Free Wi-Fi
Air conditioning
R7 668+
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Hay Loft in Historic Barn - 4 Minutes to Legoland / Racetrack Views - Goshen - Bedroom
Hay Loft in Historic Barn - 4 Minutes to Legoland / Racetrack Views
Goshen, NY, United States
9.6Wonderful(12)
Free Wi-Fi
Air conditioning
R8 659+
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The Cozy Goshen Home, 5mins From Legoland And Near Skiing! - Goshen - Bedroom
The Cozy Goshen Home, 5mins From Legoland And Near Skiing!
Goshen, NY, United States
10Wonderful(10)
Air conditioning
R9 006+
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Waterfront Luxury in Town - Piermont
Waterfront Luxury in Town
Piermont, NY, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R16 587+
Check availability
Elegant Home 7brs, Game Room, Luxury Yard, Pool - Chester - Pool
Elegant Home 7brs, Game Room, Luxury Yard, Pool
Chester, NY, United States
Parking
Free Wi-Fi
Pool
Air conditioning
R21 960+
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Piermont Waterfront Villa! Sleeps up to 16 adults Luxuriously and In Style - Piermont - Living room
Piermont Waterfront Villa! Sleeps up to 16 adults Luxuriously and In Style
Piermont, NY, United States
10Wonderful(1)
Free Wi-Fi
Air conditioning
R22 707+
Check availability
Country home with rock climbing gym, pond and creek - New Paltz - Dining room
Country home with rock climbing gym, pond and creek
New Paltz, NY, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R22 812+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Hudson Valley

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Hudson Valley with confidence.

What is the cheapest day of the week to book a vacation rental in Hudson Valley?

Monday offers the lowest rates in Hudson Valley, with an average nightly price of R1 000. The highest prices are found on Thursday, with average rates at R4 667.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
August
R4 416
R4 770
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 21% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a holiday home in Hudson Valley

  • How much is a holiday rental in Hudson Valley for tonight?

    In the last 72 hours, users have found Hudson Valley holiday rentals for tonight for as little as R3 060. Search here for similar prices

  • What types of holiday rentals are available in Hudson Valley?

    There are loads of different property types that you can make your holiday home in Hudson Valley. You’ll find apartments, barns, bungalows, houses, homestays, cottages, agritourism, condos, cabins, luxury tents, campgrounds, lodges, villas, hotels, chalets, motorhomes, caravans, farm stays, houseboats and castles.

  • Are there any pet-friendly holiday rentals in Hudson Valley?

    There are a number of dog and pet-friendly Hudson Valley holiday rentals, with around 6% allowing you to bring your pet along with you.

Where to stay in Hudson Valley?

Our map will help you find the perfect place to stay in Hudson Valley by showing you the exact location of each holiday home.

Everything you need to know for your stay in Hudson Valley

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