Hudson Valley vacation rentals

Search hundreds of travel sites at once for vacation home deals in Hudson Valley

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Hudson Valley vacation rentals

Most recommended vacation rentals in Hudson Valley

Show all
Cozy Beautiful Pondside Luxurious Retreat - Monroe - Living room
Cozy Beautiful Pondside Luxurious Retreat
Monroe, NY, United States
9.5Wonderful(2)
Parking
Free Wi-Fi
Air Conditioning
2,792 ﷼+
Check availability
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
Air Conditioning
2,129 ﷼+
Check availability
Greenwich Ct. Rye N.Y. 2 Bedroom Loft Apartment!! - Port Chester - Pool
Greenwich Ct. Rye N.Y. 2 Bedroom Loft Apartment!!
Port Chester, NY, United States
8.7Very good(11)
Air Conditioning
1,346 ﷼+
Check availability
Lake Home - Greenwich - Outdoors view
Lake Home
Greenwich, CT, United States
Parking
Free Wi-Fi
Air Conditioning
676 ﷼+
Check availability
Hay Loft in Historic Barn - 4 Minutes to Legoland / Racetrack Views - Goshen - Living room
Hay Loft in Historic Barn - 4 Minutes to Legoland / Racetrack Views
Goshen, NY, United States
Free Wi-Fi
Air Conditioning
2,316 ﷼+
Check availability
Charming duplex with private yard. Close to the beach, dining & shopping! - Greenwich - Living room
Charming duplex with private yard. Close to the beach, dining & shopping!
Greenwich, CT, United States
9.8Wonderful(11)
Free Wi-Fi
Pet friendly
Air Conditioning
1,432 ﷼+
Check availability
The Carriage House Loft - Kingston - Living room
The Carriage House Loft
Kingston, NY, United States
8.8Very good(37)
Parking
Free Wi-Fi
Air Conditioning
1,106 ﷼+
Check availability
Amazing Home Near West Point, Shopping, Skiing and Legoland - Monroe - Dining room
Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe, NY, United States
Free Wi-Fi
Air Conditioning
2,421 ﷼+
Check availability
Summerville Getaway (30 min to Mt. Creek) - Chester - Living room
Summerville Getaway (30 min to Mt. Creek)
Chester, NY, United States
Air Conditioning
5,082 ﷼+
Check availability
Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY - Middletown - Living room
Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY
Middletown, NY, United States
Air Conditioning
9,509 ﷼+
Check availability
Deck View of Hudson River & Mt Beacon / Boho Suite - Newburgh - Beach
Deck View of Hudson River & Mt Beacon / Boho Suite
Newburgh, NY, United States
9.4Wonderful(24)
Parking
Free Wi-Fi
Air Conditioning
1,293 ﷼+
Check availability
California guest house - Greenwich
California guest house
Greenwich, CT, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
986 ﷼+
Check availability
Best hotel alternative for big group, near train to NYC - Greenwich
Best hotel alternative for big group, near train to NYC
Greenwich, CT, United States
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
3,265 ﷼+
Check availability
New! Dtwn Goshen Escape: 1 Block To Historic Track - Goshen
New! Dtwn Goshen Escape: 1 Block To Historic Track
Goshen, NY, United States
Air Conditioning
795 ﷼+
Check availability
Luxe designer home with heated pool and views! - Hudson
Luxe designer home with heated pool and views!
Hudson, NY, United States
Free Wi-Fi
Pool
Air Conditioning
5,245 ﷼+
Check availability
The Stables - Kingston
The Stables
Kingston, NY, United States
9.9Wonderful(55)
Parking
Free Wi-Fi
Air Conditioning
1,106 ﷼+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

0 ﷼ - 3,752 ﷼3,752 ﷼ - 7,504 ﷼7,504 ﷼ - 11,255 ﷼11,255 ﷼ - 15,003 ﷼15,003 ﷼+ per night

Property Types

ApartmentCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

March

High season

July

Average price (weeknight)

1,255 ﷼

Average price (weekend night)

1,155 ﷼
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 81% 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 vacation home in Hudson Valley

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

    In the last 72 hours, users have found Hudson Valley vacation rentals for tonight for as low as 251 ﷼. Search here for similar prices

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

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

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

    There are a number of dog and pet-friendly Hudson Valley vacation rentals, with around 17% 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 vacation home.

Everything you need to know for your stay in Hudson Valley

Other popular Vacation Rental destinations

New York Vacation Rentals

Not what you’re looking for? Find thousands of other hotels, flights and car rentals with KAYAK.