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Holiday Rentals in Columbia County

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Top cities in Columbia County

A stream flowing over rocks with moss and autumn leaves.
Vacation Rentals

Hudson

Hudson

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Columbia County holiday rentals

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (197 reviews)
"Great stay"
United States
George
The price is €79
includes taxes & fees
12 Nov - 13 Nov
Micosta Leisure Inn
A wooden deck with a staircase leading to a covered porch area.

2. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
The price is €112
includes taxes & fees
16 Nov - 17 Nov
All comforts of home
A wooden deck with a staircase leading to a covered porch area.

3. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is €121
includes taxes & fees
18 Nov - 19 Nov
All the comforts of home
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

4. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
10.0 out of 10, Exceptional, (1 review)
"Amazing sauna session"
United States
AYANO
The price is €242
includes taxes & fees
12 Nov - 13 Nov
Gatherwild Ranch
A house with a front door, a small porch, and a garden with flowering plants.

5. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is €219
includes taxes & fees
9 Dec - 10 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

6. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.4 out of 10, Exceptional, (6 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is €326
includes taxes & fees
12 Nov - 13 Nov
Hudson NY’S Country Serenity Guest Suite.
A backyard with a fire pit, wooden deck, and string lights.

7. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our 2 night stay, everything was clean and worked smoothly. The hot tub and couch were the favorites, also enjoyed the coffee maker very much. Would highly recommended staying here!"
United States
Ross O.
The price is €307
includes taxes & fees
15 Nov - 16 Nov
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

8. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.8 out of 10, Excellent, (8 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is €180
includes taxes & fees
16 Nov - 17 Nov
NEW RENO - Chalet-style farm loft near Tanglewood
A spacious living room with a dining area, a kitchen, and a large window.

9. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
The price is €194
includes taxes & fees
12 Nov - 13 Nov
1800s Carriage house in Berkshires / Hudson Valley
A wooden cabin with a door open to a sandy beach, a sign reading "Ditch House," and a view of a lake and forest in the background.

10. Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren

Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
Hudson
10.0 out of 10, Exceptional, (7 reviews)
"Nice house, decorations well done… communications with host were answered very quickly!"
United States
Brittaney O.
The price is €386
includes taxes & fees
18 Nov - 19 Nov
Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

11. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is €191
includes taxes & fees
8 Dec - 9 Dec
The Brooks Motel: Exceptional Suite
A wooden cabinet with multiple drawers, a tray with decorative items, and a variety of glassware and bottles.

12. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
The price is €338
includes taxes & fees
16 Nov - 17 Nov
Sky view retreat, a serene hillside hideaway
A wooden interior with a dining table, chairs, and a window with a view of greenery outside.

13. Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (4 reviews)
"This place was better than the photos. Everything was well planned out and extremely comfortable. The host was very attentive with great information about the area. Would definitely recommend."
United States
Lori S.
Sugar Shack - 300 square feet of pure sweetness.
An outdoor seating area with wicker furniture and a view of a forested landscape.

14. Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool

Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool
Hillsdale
The price is €1,363
includes taxes & fees
12 Nov - 13 Nov
Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool
A camping setup with a metal chair and a table by a river in a forest.

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

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (18 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
The price is €291
includes taxes & fees
12 Nov - 13 Nov
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
A cozy living room with a sofa, armchair, wooden coffee table, and a dining area with a table and chairs.

16. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
The price is €311
includes taxes & fees
15 Nov - 16 Nov
Ideal location for summer and winter activities with plenty of outdoor space.
A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

17. BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (8 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is €297
includes taxes & fees
18 Nov - 19 Nov
BLUSH: Boutique TINY home*private spa*walk to town
A modern building with a wooden deck and a door.

18. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is €510
includes taxes & fees
16 Nov - 17 Nov
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
A couple in a hot tub with a natural landscape in the background.

19. Blue Heron House - Creekside 3BR - Hot Tub, Sauna & Fire Pit - 10min to Hudson

Blue Heron House - Creekside 3BR - Hot Tub, Sauna & Fire Pit - 10min to Hudson
Hudson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house and wonderful host. I very much hope we get to stay again in the future. "
United States
Jeffrey D.
Blue Heron House - Creekside 3BR - Hot Tub, Sauna & Fire Pit - 10min to Hudson
A white two-story house with a porch, surrounded by trees and a hill.

20. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is €364
includes taxes & fees
18 Nov - 19 Nov
1789 Shaker Farmhouse in Berkshires/Hudson Valley
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.
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Find out more about Columbia County

Everything you need to know about Columbia County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Columbia County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Columbia County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Columbia County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Columbia County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Columbia County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Columbia County holiday rentals we have selected for you start as low as €79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Columbia County rentals

At Expedia, we put the best Columbia County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Columbia County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Columbia County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Columbia County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.