Find Vacation Homes in Columbia County, NY

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Columbia County

Vacation Homes in Columbia County

Falls Reach In The Heart of Copake

Copake Falls
Falls Reach In The Heart of Copake

Near Tanglewood: Historic Summer Retreat

New Lebanon
9.4 out of 10, Exceptional, (23)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
Near Tanglewood: Historic Summer Retreat

Remodeled Lakefront retreat!!! Don't forget to book for ski season!

Copake
9.8 out of 10, Exceptional, (14)
"We skied, we played in the snow and overall just relaxed at this perfect home!"
United States
Melissa D.
Remodeled Lakefront retreat!!! Don't forget to book for ski season!

All the comforts of home

Hudson
9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
$126 nightly
The price is $141
Nov 27 - Nov 28
Total with taxes and fees
All the comforts of home

Welcome to Casa Del Rio for the active traveler, the wonderer or family getaway.

2.0 star property
Hudson
9.4 out of 10, Exceptional, (3)
"Gorgeous house and so close to town! The property manager was also super helpful when we needed something that wasn't in the house — they responded right away and left it on the porch for us while we were out at dinner, which was lovely. Thanks for a fantastic stay :)"
United States
R K.
Welcome to Casa Del Rio for the active traveler, the wonderer or family getaway.

Cottage at Copake Lake

Hillsdale
9.8 out of 10, Exceptional, (66)
"Well maintained property that included everything we needed for an enjoyable stay including wood for the fire pit. As a bonus the fishing off the dock associated with the property was great. "
United States
Richard S.
Cottage at Copake Lake

Taconic Hideaway – Swimming, BBQ Pit, Hiking

2.0 star property
Copake
10.0 out of 10, Exceptional, (7)
"Lovely spot in the country and the house was clean and well equipped. Pond is fun swimming for kids and adults. Everything was very smooth. "
United States
Robert A.
Taconic Hideaway – Swimming, BBQ Pit, Hiking

Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths

Hudson
10.0 out of 10, Exceptional, (11)
"Great property and hosts Would stay there again"
United States
David P.
Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths

Bellwether on Main: Comfort, Resilience, Passive House; an AAC building

Hillsdale
10.0 out of 10, Exceptional, (3)
"We had a great stay in Hillsdale! Thank you, Dan!Look forward to another visit!"
United States
Shelagh M.
Bellwether on Main: Comfort, Resilience, Passive House; an AAC building

Blue Bird Chalet – 5BR Retreat w/ Sauna, Pool + Loft, Near Jiminy Peak

2.0 star property
East Chatham
Blue Bird Chalet – 5BR Retreat w/ Sauna, Pool + Loft, Near Jiminy Peak

Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

Copake
10.0 out of 10, Exceptional, (30)
"Its a beautiful piece of property in a beautiful part of the country. Host was great and communicative. It exceeded our expectations and we will most certainly be coming back."
United States
Bettina M.
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

Tranquil Victorian on Charming Street

Hudson
6.0 out of 10, (1)
"Interior has been recently upgraded and is nicely done providing a pleasant stay. Host needs to be more responsive as we had an hours delay in accessing the property. Host did not respond to messages over a 6 hour period prior to arrival."
United States
Jim & Linda
$461 nightly
The price is $516
Nov 24 - Nov 25
Total with taxes and fees
Tranquil Victorian on Charming Street

Waterfront Escape +dock +kayaks +firepit +fireplace +games

Copake
9.8 out of 10, Exceptional, (10)
"A nice, relaxing location...the property has everything needed...will book this location again in the future"
United States
Thomas P.
Waterfront Escape +dock +kayaks +firepit +fireplace +games

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Old Chatham
9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

The Lakeshore House

Niverville
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
$716 nightly
The price is $802
Nov 24 - Nov 25
Total with taxes and fees
The Lakeshore House

Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires

2.0 star property
New Lebanon
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home: large, comfortable, well appointed, huge grounds. Will stay here again when in the area. "
United States
Allan
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater | Sunny Pond

Austerlitz
10.0 out of 10, Exceptional, (141)
"5 stars all around. Perfectly equipped property for a group getaway."
United States
Sara H.
Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater | Sunny Pond

Stunning Luxury & Breathtaking Scenic Paradise. ASK ABOUT FULL SUMMER RENTAL!

Craryville
10.0 out of 10, Exceptional, (139)
"Perfect country getaway"
United States
sandra p.
Stunning Luxury & Breathtaking Scenic Paradise. ASK ABOUT FULL SUMMER RENTAL!

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

2.0 star property
Elizaville
9.0 out of 10, Wonderful, (8)
"Had a wonder fun stay! The place had everything you would need and the hosts were very helpful. We would definitely stay again!"
United States
sarah d.
Charming cottage with lake access, wood burning fire place, and WiFi

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

Ghent
10.0 out of 10, Exceptional, (29)
"Great relaxed place. Host checked in with me during the stay. We had a blast. Lovely area. Thank you! "
United States
Laura B.
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Save an average of 15% on thousands of hotels when you're signed in

Top Columbia County Hotel Reviews

Find out more about Columbia County

Booking Tips to Find the Best Columbia County Vacation Homes


How much does it cost to rent a vacation home in Columbia County?

You can find incredible Columbia County vacation homes for all types of budgets: between and per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Columbia County?

If you are looking for a great deal on your vacation home in Columbia County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Columbia County?

There are rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Columbia County?

Begin by entering your trip dates to see what type of Columbia County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Columbia County?

Booking Columbia County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Columbia County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Columbia County along with your vacation property, into a Columbia County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Columbia County Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia