Columbia County Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Top cities in Columbia County

Bird's eye view of the cityscape of Hillsdale, New York under a cloudy sky in winter
Vacation RentalsVacation Rentals
Vacation RentalsVacation Rentals

Hillsdale

Hillsdale
Sharon Ct, USA Fall foliage and autumn colors.
Vacation RentalsVacation Rentals
Vacation RentalsVacation Rentals

Pine Plains

Pine Plains

Columbia County Vacation Rentals

Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20 Hudson NY
$133 nightly
The price is $150 total per night
$150 total
Jun 28 - Jun 29
Total with taxes and fees
Guests of Micosta Leisure Inn enjoy free WiFi in public areas, a terrace, and laundry facilities. If you drive, put free parking to good use. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include barbecue grills, a picnic area, and a garden.
Kitchen
Pet friendly
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

Austerlitz NY
Guests staying at this cabin have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Hudson Escape – Pool, Hot Tub, & 13 private acres of fun!

The Hudson Escape – Pool, Hot Tub, & 13 private acres of fun!

Hudson NY
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Pool
Kitchen
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

East Chatham NY
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
All the comforts of home

All the comforts of home

Hudson NY
$126 nightly
The price is $141 total per night
$141 total
Jun 30 - Jul 1
Total with taxes and fees
This vacation home features a hot tub and a garden.
Incredible Estate: pool, pond, gym, arcade, trails & more! Ask about open dates!

Incredible Estate: pool, pond, gym, arcade, trails & more! Ask about open dates!

Old Chatham NY
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly vacation home include a library, laundry facilities, and barbecue grills.
Pool
Kitchen
Charming cottage with lake access, wood burning fire place, and WiFi

Charming cottage with lake access, wood burning fire place, and WiFi

Elizaville NY
At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Austerlitz NY
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Cozy, private and modern Cottage

Cozy, private and modern Cottage

Hudson NY
Guests of this cottage have access to a hot tub.
120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

East Chatham NY
Guests of this vacation home enjoy features like an outdoor pool, a gym, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Large Barn styled vacation home that fits groups with space to spare.

Large Barn styled vacation home that fits groups with space to spare.

Craryville NY
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham NY
$339 nightly
The price is $380 total per night
$380 total
Jun 21 - Jun 22
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Washer
Dryer
Dock is waiting! Fishing, paddleboards, kayaking!! Come relax by the Lake!

Dock is waiting! Fishing, paddleboards, kayaking!! Come relax by the Lake!

Copake NY
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
All comforts of home

All comforts of home

Hudson NY
$118 nightly
The price is $132 total per night
$132 total
Jun 28 - Jun 29
Total with taxes and fees
This apartment features a hot tub and a garden.
Taconic Hideaway – Swimming, BBQ Pit, Hiking

Taconic Hideaway – Swimming, BBQ Pit, Hiking

Copake NY
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
BRAND NEW 4 story home minutes from Warren St w/ a King Suite!

BRAND NEW 4 story home minutes from Warren St w/ a King Suite!

Hudson NY
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
It's All About the Mountain Views, Modern Farmhouse

It's All About the Mountain Views, Modern Farmhouse

Hillsdale NY
Guests staying at this vacation home have access to barbecue grills and a garden.
Don't see what you're looking for?
See all available properties in Columbia County
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Columbia County

    The Wick, Hudson, A Tribute Portfolio Hotel

    The Wick, Hudson, A Tribute Portfolio Hotel

    41 Cross Street Hudson NY
    $206 nightly
    The price is $233 total per night from Jun 28 to Jun 29
    $233 total
    Jun 28 - Jun 29
    Total with taxes and fees
    8.8/10 Excellent! (563 reviews)
    Pocketbook Hotel and Bath

    Pocketbook Hotel and Bath

    549 Washington Street Hudson NY
    $261 nightly
    The price is $294 total per night from Jun 24 to Jun 25
    $294 total
    Jun 24 - Jun 25
    Total with taxes and fees
    8.6/10 Excellent! (46 reviews)
    St. Charles Hotel

    St. Charles Hotel

    16 Park Place Hudson NY
    $128 nightly
    The price is $144 total per night from Jun 17 to Jun 18
    $144 total
    Jun 17 - Jun 18
    Total with taxes and fees
    6.8/10 (908 reviews)

Orbitz makes it easy to find vacation rentals in Columbia County 

🏠 What is the best price for a Columbia County vacation rental?


Columbia County rentals range between $132 and $380 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Columbia County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Columbia County getaway. Orbitz filters your search results so you can find the best Columbia County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Columbia County vacation rentals with Orbitz?


You may be able to cancel or amend your Columbia County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Columbia County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Columbia County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Columbia County?


When you book a Columbia County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Columbia County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Columbia County—with plenty of hidden gems. We also have plenty of inventory in Columbia County main cities and near popular attraction spots.


🏠 Why should I book my Columbia County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Columbia County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


More to Explore