Cottages in Columbia County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Top Cities in Columbia County

Sharon Ct, USA Fall foliage and autumn colors.
CottagesCottages

Pine Plains

Pine Plains

Our top choices for Columbia County cottages

Interior

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, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is AED 400
AED 778 total
includes taxes & fees
13 Apr - 14 Apr
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Cozy, private and modern Cottage

Cozy, private and modern Cottage
Hudson
9.8 out of 10, Exceptional, (15 reviews)
"The house was cleaning and comfortable and the hot tub was very enjoyable for our stay."
United States
Daphne
Cozy, private and modern Cottage
Property grounds

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

Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Valatie
9.8 out of 10, Exceptional, (89 reviews)
"very easy to get to from the kids house"
United States
David P.
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Exterior

Loblolly Cottage - Enchanting Retreat set among towering pines.

Loblolly Cottage - Enchanting Retreat set among towering pines.
Germantown
10.0 out of 10, Exceptional, (41 reviews)
"The host thought of everything and our visit was absolutely wonderful."
United States
Anonymous traveler
Loblolly Cottage - Enchanting Retreat set among towering pines.
Exterior

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

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan
9.2 out of 10, Wonderful, (5 reviews)
"Hosts were very kind and knowledgeable about the area. "
United States
Jake V.
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Exterior

Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is AED 3,927
AED 7,191 total
includes taxes & fees
5 May - 6 May
Berkshires farm, 30+ guests, 50 acres
Terrace/patio

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is AED 661
AED 1,152 total
includes taxes & fees
28 Apr - 29 Apr
Pet-Friendly Hudson Escape w/ Hot Tub
Outdoor dining

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Craryville
10.0 out of 10, Exceptional, (7 reviews)
"Very cozy, very nice views, tranquil, serene. "
United States
Christian Dirk B.
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Exterior

Vintage Country Home with Games, Fireplace & 20 Min to Hudson

Vintage Country Home with Games, Fireplace & 20 Min to Hudson
Ancram
10.0 out of 10, Exceptional, (4 reviews)
"An adorable country cottage. It was spotlessly clean, so comfortable, and had everything you could think of needing. Probably the best Vrbo experience any of us ever had. "
United States
Marian B.
Vintage Country Home with Games, Fireplace & 20 Min to Hudson
Property grounds

Cottage in the Clouds With Mountain Views

Cottage in the Clouds With Mountain Views
New Lebanon
9.4 out of 10, Exceptional, (3 reviews)
"A nice place to relax. A bit toasty on warm days but otherwise enjoyed our stay."
United States
Janet S.
Cottage in the Clouds With Mountain Views
Outdoor dining

Fun Getaway Lakehouse in the Hudson Valley

Fun Getaway Lakehouse in the Hudson Valley
Craryville
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable space! The host was very accommodating and communicative. We had a wonderful stay for our wedding weekend, thank you so much!"
United States
brittany h.
Fun Getaway Lakehouse in the Hudson Valley
House (4 Bedrooms) | Interior

Huson Valley Group Getaway w/ Mtn Views + Fire Pit

Huson Valley Group Getaway w/ Mtn Views + Fire Pit
3.0 star property
Hudson
Huson Valley Group Getaway w/ Mtn Views + Fire Pit
House (3 Bedrooms) | Front of property

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
3.0 star property
East Chatham
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay
House (6 Bedrooms) | Interior

Waterfalls and Trails at 'the Mills At Green Hole'

Waterfalls and Trails at 'the Mills At Green Hole'
3.0 star property
Hillsdale
Waterfalls and Trails at 'the Mills At Green Hole'
House (4 Bedrooms) | Interior

Dog-friendly Copake Home w/ Sauna!

Dog-friendly Copake Home w/ Sauna!
3.0 star property
Copake
Dog-friendly Copake Home w/ Sauna!
Property grounds

A Tranquil Country Home in serene Copake with AC, WiFi

A Tranquil Country Home in serene Copake with AC, WiFi
Copake
A Tranquil Country Home in serene Copake with AC, WiFi
House (4 Bedrooms) | Front of property

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
3.0 star property
Ghent
6.0 out of 10, (1 review)
"The location of the house was very near for food and supplies,yet very private. The inside was very clean and well kept. We enjoyed the quietness and surrounding grounds with views of local wild life. The things that we did not like was the musty - moldy smell when we first got there. Every time you used the water it smelled. Red light on fridge for changing filter. Bought spring water to use for drinking, coffee, and cooking. All reported to host upon departure."
United States
Ronald
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
House (3 Bedrooms) | Interior

Berkshire Hideaway w/ Fire Pit & Playground!

Berkshire Hideaway w/ Fire Pit & Playground!
3.0 star property
New Lebanon
Berkshire Hideaway w/ Fire Pit & Playground!
House (3 Bedrooms) | Interior

Elegant Hudson Valley Retreat w/ Hot Tub & Pond

Elegant Hudson Valley Retreat w/ Hot Tub & Pond
3.0 star property
Austerlitz
Elegant Hudson Valley Retreat w/ Hot Tub & Pond
House (4 Bedrooms) | Interior

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

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
3.0 star property
Austerlitz
Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
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

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging

10/10 Excellent
"Beautiful bed and breakfast. Comfortable accommodations. Great breakfast in the morning"
Nichole 1-night trip
Posted 21 hours ago
Changing Times Boutique Country Lodging