Hudson Valley vacation rentals

Search hundreds of travel sites at once for car rental 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.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Hudson Valley vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 65 - C$ 821C$ 821 - C$ 1,576C$ 1,576 - C$ 2,332C$ 2,332 - C$ 3,087C$ 3,087+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Hudson Valley

Show all
Cottage Suites - Middletown - Bedroom
Cottage Suites
Middletown, NY, United States
7.2Good(17)
Parking
Free Wi-Fi
C$ 186+
Check availability
The Gold Room near downtown trains fast wifi - Stamford
The Gold Room near downtown trains fast wifi
Stamford, CT, United States
9.0Wonderful(1)
Parking
Free Wi-Fi
C$ 199+
Check availability
Stamford Bohemian by HarborPoint Downtown &Train - Stamford
Stamford Bohemian by HarborPoint Downtown &Train
Stamford, CT, United States
8.8Very good(1)
Parking
Free Wi-Fi
C$ 206+
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
C$ 227+
Check availability
Downtown Albany 1 Bed + Workstation @ Maiden Lane - Albany - Bedroom
Downtown Albany 1 Bed + Workstation @ Maiden Lane
Downtown
9.7Wonderful(27)
Free Wi-Fi
Pet friendly
C$ 231+
Check availability
Grant - A Tranquil One Bedroom Steps from River - Newburgh
Grant - A Tranquil One Bedroom Steps from River
Newburgh, NY, United States
9.5Wonderful(14)
Pet friendly
C$ 275+
Check availability
NEW Luxury 2 bedroom Near Airport and I-87 highway\n - Latham - Bedroom
NEW Luxury 2 bedroom Near Airport and I-87 highway\n
Latham, NY, United States
7.2Good(9)
Free Wi-Fi
C$ 334+
Check availability
California guest house - Greenwich
California guest house
Greenwich, CT, United States
7.8Good(4)
Parking
Free Wi-Fi
Pet friendly
C$ 384+
Check availability
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4 - Poughkeepsie - Living room
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4
Poughkeepsie, NY, United States
8.4Very good(26)
Parking
Free Wi-Fi
C$ 388+
Check availability
Mountain Cottage Retreat - Valley Cottage
Mountain Cottage Retreat
Valley Cottage, NY, United States
9.6Wonderful(5)
C$ 391+
Check availability
The Stables - Kingston
The Stables
Kingston, NY, United States
10Wonderful(57)
Parking
Free Wi-Fi
C$ 406+
Check availability
️high-Line Harbor Pad 2 Bdtrainharbor Point Access 40 Minutes To Nyc - Stamford - Living room
️high-Line Harbor Pad 2 Bdtrainharbor Point Access 40 Minutes To Nyc
Stamford, CT, United States
9.2Wonderful(5)
C$ 418+
Check availability
Us Open 'The Stable' A Charming 3-Bedroom House In Nyack With A Tennis Court - Nyack - Kitchen
Us Open 'The Stable' A Charming 3-Bedroom House In Nyack With A Tennis Court
Nyack, NY, United States
C$ 509+
Check availability
Waterfront Luxury in Town - Piermont
Waterfront Luxury in Town
Piermont, NY, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
C$ 1,312+
Check availability
Historic Chateau Marmot on The Hudson - Nyack - Living room
Historic Chateau Marmot on The Hudson
Nyack, NY, United States
9.7Wonderful(9)
Free Wi-Fi
Spa
C$ 1,689+
Check availability
Nature's Paradise - Piermont
Nature's Paradise
Piermont, NY, United States
Free Wi-Fi
C$ 2,105+
Check availability
Booking Insights

KAYAK’s insights for vacation 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 C$ 109. The highest prices are found on Thursday, with average rates at C$ 508.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
September
C$ 326
C$ 345
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 24% 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 C$ 164. 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, cottages, houses, recreational vehicles, homestays, agritourism, condos, cabins, luxury tents, campgrounds, lodges, villas, chalets, caravans, farm stays, houseboats and castles.

  • What are some of the most-loved vacation rentals available in Hudson Valley?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is The Kaaterskill.

  • What are the most popular Hudson Valley vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is The Kaaterskill.

  • 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 16% 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

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