Holiday Rentals in Columbia County

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Columbia County

Holiday RentalsHoliday Rentals

Hudson

Hudson

Featured Holiday Rentals in Columbia County

Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (121)
"Great stay!"
The price is €124
includes taxes & fees
29 Sept - 30 Sept
Micosta Leisure Inn
The Lakeshore House
Property grounds

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is €705
includes taxes & fees
28 Sept - 29 Sept
The Lakeshore House
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Outdoor banquet area

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (91)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Charming cottage with lake access, wood burning fire place, and WiFi
Smart TV, fireplace

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

2.0 star property
9.0 out of 10, Wonderful, (8)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Property grounds

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

9.8 out of 10, Exceptional, (89)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Dining

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

2.0 star property
9.0 out of 10, Wonderful, (4)
"Cozy, serene and bucolic waterfront hideaway within driving distance of Tanglewood, Shakespeare & Company, Jacob's Pillow and all the wonderful food and cultural Berkshire gems! Julie and Russ were amazing hosts. Great communication and wonderful restaurant and museum suggestions. Definitely planning another long weekend retreat!"
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
All the comforts of home
Property grounds

All the comforts of home

9.2 out of 10, Wonderful, (25)
"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! "
The price is €125
includes taxes & fees
28 Sept - 29 Sept
All the comforts of home
All comforts of home
Property grounds

All comforts of home

9.8 out of 10, Exceptional, (48)
"Comfortable, quiet"
The price is €117
includes taxes & fees
5 Oct - 6 Oct
All comforts of home
It's All About the Mountain Views, Modern Farmhouse
Terrace/patio

It's All About the Mountain Views, Modern Farmhouse

9.6 out of 10, Exceptional, (4)
"This is an absolutely knockout home in an extraordinary setting. My wife and I stayed four days and would love to return. The location is optimal for exploring the area, the accommodations are five-star, the hosts are incredible. The best experience we've ever had with a VRBO rental, and we love using the service. A jewel of a place and top-tier ownership and experience. Agree that the views are THRILLING."
It's All About the Mountain Views, Modern Farmhouse
Cozy cabin in tranquil Canaan NY with WiFi, AC
Exterior

Cozy cabin in tranquil Canaan NY with WiFi, AC

Cozy cabin in tranquil Canaan NY with WiFi, AC
Stunning 1860 Farmhouse, Private Pond & Hot Tub!
Terrace/patio

Stunning 1860 Farmhouse, Private Pond & Hot Tub!

8.4 out of 10, Very good, (7)
"The house is located in a tranquil and exquisite setting with sound of crickets and cicadas and full views of the stars at night. It’s a drive to any coffee or restaurants but worth it if you are looking for a peaceful place to stay. "
Stunning 1860 Farmhouse, Private Pond & Hot Tub!
Falls Reach In The Heart of Copake
Property grounds

Falls Reach In The Heart of Copake

Falls Reach In The Heart of Copake
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (30)
"Well located and comfortable "
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater | Sunny Pond
Dining

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

10.0 out of 10, Exceptional, (141)
"5 stars all around. Perfectly equipped property for a group getaway."
Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater | Sunny Pond
Serene Farmhouse Villa: Pool + Hot Tub and Grill
Outdoor pool

Serene Farmhouse Villa: Pool + Hot Tub and Grill

10.0 out of 10, Exceptional, (2)
"Not much to add, everything was as advertised, plus a great view and a magnificent library."
Serene Farmhouse Villa: Pool + Hot Tub and Grill
Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.
Fridge, microwave, oven, stovetop

Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.

10.0 out of 10, Exceptional, (138)
"The property was beautiful and we had a great time. Looking forward to coming back!"
Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires
Interior

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"A very good place to stay. Best of all, each bedroom has its own bathroom. There's plenty of hot water, even if multiple people are showering at the same time. The only downside to me is that the washer is broken when we checked in. We want to come again!"
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (17)
"Very comfortable, clean home with all the amenities. We really enjoyed our stay in the beautiful area. Big yard for outdoor fun. Close to many attractions."
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.
Exterior

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

10.0 out of 10, Exceptional, (28)
"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."
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.
Hudson Valley and The Berkshires getaway
Interior

Hudson Valley and The Berkshires getaway

10.0 out of 10, Exceptional, (7)
"Place was decorated very nicely and it was very quiet and peaceful. "
Hudson Valley and The Berkshires getaway
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Columbia County Hotel Reviews

Howard Hotel

Howard Hotel

10/10 Excellent
"Very nice, clean, well decorated. Providing tea bags and hot water would have been nice touch. Only coffee was available in our hallway. "
Helen 1-night trip
Posted 5 days ago
Howard Hotel

Find out more about Columbia County

Find out more about Columbia County

Holiday Homes in Columbia County

Search for holiday homes in Columbia County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Columbia County using one of the methods below: 

  • View our selection of featured holiday homes in Columbia County
  • Use the map to find apartments and other holiday rentals in the Columbia County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Columbia County while they last

Look no further and take a look at our great range of rental properties in Columbia County!

Explore a world of travel with Expedia

Explore a world of travel with Expedia