Top Cottages in Columbia County in 2026

Columbia County Cottages
New York
United States of America
Expedia.ae

A sunset over a calm lake with a large industrial structure and distant mountains.

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Top Cities in Columbia County

A rustic barn surrounded by autumn foliage on a hillside.

Pine Plains

Our top choices for Columbia County cottages

A single-story house with a porch, a small deck, and a fenced yard.

A bedroom with a four-poster bed, a desk, a chair, and a TV mounted on the wall.

A modern interior with a kitchen, dining area, and a bedroom.

1. Cozy, private and modern Cottage

Cozy, private and modern Cottage

Hudson

10.0 out of 10, Exceptional, (32 reviews)

10/10

Exceptional

(32 reviews)

"The hot tub was awesome! Excellent location and the property was exactly what we needed to fully enjoy our stay. "

Ashley F.

Cozy, private and modern Cottage

A dock with a covered boat, a wooden railing, and a view of a lake with trees and a sunset in the background.

A two-story house with a balcony and a fenced deck area.

A living room with a television, speakers, a sofa, and a window.

A dining table with a vase of flowers, white chairs, and a view of a deck and trees through the window.

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

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

Valatie

9.8 out of 10, Exceptional, (97 reviews)

9.8/10

Exceptional

(97 reviews)

"Great location in a quiet cove. The 4th of July on that lake is wonderful. Host was very accommodating."

Peter M.

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

A kitchen with white cabinetry, granite countertops, and a window with blinds.

A spacious living area with a high ceiling fan, a kitchen with a dining table and chairs, a white door, and a large white cabinet.

A house with a front door, a small porch, and a garden with flowering plants.

A small, single-story building with a garage door, a sign instructing to park on the left and not block the garage door.

3. 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)

10/10

Exceptional

(16 reviews)

"great location, clean & good communication with host."

Kanna S.

Charming loft cottage in tranquil Germantown with WiFi, AC

A wooden deck with a railing, a blue exterior wall, and a yellow door.

A modern kitchen with white cabinets, a wooden dining table, and blue chairs.

A living room with a grey sofa, a white ottoman, a coffee table, and a fireplace.

4. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups

3.0 star property

Hudson

Mtn-view Retreat in Huson Valley: Great for Groups

A wooden deck with a table and chairs overlooking a calm lake.

A cozy room with a large window offering a view of a lake and mountains. There is a ceiling fan, a wooden dresser, and a lamp on a side table.

A kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

A spacious dining area with a wooden table and chairs, a kitchen in the background, and a view of the outdoors.

5. Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs

Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs

Valatie

9.6 out of 10, Exceptional, (79 reviews)

9.6/10

Exceptional

(79 reviews)

"Great location!"

Sarah S.

Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs

A deck with a table and chairs, a yellow umbrella, and a rocking chair.

A wooden deck with a bed, large windows, and a view of a lake.

A modern kitchen with a central island, built-in oven, and a window with blinds.

A wooden deck with a bed and a table, large windows with a view of a lake and greenery.

6. 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, (9 reviews)

10/10

Exceptional

(9 reviews)

"Very clean, cute house right on the lake. We enjoyed our time there. "

Alice P.

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

A house with a deck, a staircase, and a small outdoor seating area.

A cabin with a deck, surrounded by dense trees and a pond.

A room with a bed, a window with a view of greenery, and a hanging light fixture.

A wooden bedroom with a bed, a dresser, and a hanging light fixture.

7. 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

9.6 out of 10, Exceptional, (14 reviews)

9.6/10

Exceptional

(14 reviews)

"Hosts were very kind and knowledgeable about the area. "

Jake V.

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

A house with a red door, stone steps, and two potted plants on the porch.

A cozy dining area with a wooden table, two chairs, and a lit lantern.

A wooden welcome sign attached to a tree trunk, with a covered outdoor seating area in the background.

A red door with a decorative floral arrangement and a black metal knocker.

8. Loblolly Cottage - Enchanting Retreat set among towering pines.

Loblolly Cottage - Enchanting Retreat set among towering pines.

Germantown

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"The host thought of everything and our visit was absolutely wonderful."

Anonymous traveler

Loblolly Cottage - Enchanting Retreat set among towering pines.

An outdoor patio with a fire pit, a grill, and outdoor furniture.

A spacious living area with a wooden floor, a dining table, and a kitchen in the background.

A modern kitchen with a dining area, wooden flooring, and a ceiling light fixture.

A living room with a wooden floor, a sofa, a coffee table, a wall-mounted neon sign, a decorative wall with a leaf pattern, and a small potted plant.

9. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Stottville

The price is AED 727

AED 727

AED 1,395 total

includes taxes & fees

22 Oct - 23 Oct

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

A two-story house with a balcony, a chimney, and a window with a view.

A bedroom with a bed, two bedside tables, a window, a skylight, and a door leading to a balcony.

A grassy outdoor area with two Adirondack chairs and a small round table, surrounded by autumn-colored trees.

A room with a sofa, a TV, a wooden floor, and a balcony with a view of trees.

10. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres

New Lebanon

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is AED 3,056

AED 3,056

AED 6,822 total

includes taxes & fees

9 Nov - 10 Nov

Berkshires farm, 30+ guests, 50 acres

A two-story house with a stone chimney, a front porch, and a small front yard.

A kitchen with green cabinets, a dishwasher, and a window with a view of trees.

A spacious living room with a stone fireplace, a green armchair, a grey sofa, and a dining area with a table and chairs.

A modern living room with a grey sofa, a round coffee table, and a wooden ceiling beam.

11. 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)

10/10

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. "

Marian B.

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

A wooden cabin with a lit interior, a door, and a small porch area.

A living room with a fireplace, a sofa, a rocking chair, and a colorful rug.

A covered patio with a table and chairs, large windows, and a view of greenery.

A spacious kitchen with wooden flooring, white cabinetry, and a central island.

12. 4-season Escape w/ Plunge Pool/soaking Tub & Sauna

4-season Escape w/ Plunge Pool/soaking Tub & Sauna

3.0 star property

Copake

4-season Escape w/ Plunge Pool/soaking Tub & Sauna

A house surrounded by lush greenery and a pond.

A dining area with a table set for two, a vase with red flowers, and a view of a lush green garden through large windows.

A modern kitchen with white cabinets, a central island, and a built-in fireplace.

A living room with a piano, a green sofa, a brown ottoman, a beige armchair, and a large TV on the wall.

13. 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)

6.0/10

(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."

Ronald

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

A wooden deck with outdoor seating, a wooden cabin, and a view of a forest.

A wooden cabin with a hot tub, large windows, and a staircase leading to a deck.

A rustic interior with a stone fireplace, leather armchair, dining area, and wooden beams.

14. Hudson Valley Ski Escape w/ Indoor Hot Tub

Hudson Valley Ski Escape w/ Indoor Hot Tub

3.0 star property

Austerlitz

Hudson Valley Ski Escape w/ Indoor Hot Tub

A log cabin with a deck, surrounded by a lush green landscape and dense forest.

A wooden cabin interior with a kitchen area featuring a granite countertop, a stone fireplace, and a large window.

A spacious living area with a wooden staircase, a sofa set, and a kitchen in the background.

A log cabin interior with a stone fireplace, wooden floors, and large windows offering views of the outdoors.

15. 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

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Such a beautiful time was spent here with my family for my nephews graduation from university at Albany. We feed the birds, played family games, got in the hot tub."

Antoinette

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

A wooden signpost with multiple directional signs, a stone plaque, and a house in a lush, green setting.

A wooden hallway with bookshelves, a door, and a bench.

A cozy living room with a blue sofa, a fireplace, and a television.

A spacious kitchen with wooden cabinets, a large island with stools, a refrigerator, and a microwave.

16. 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'

A log cabin with a deck, a dining area, and a kitchen.

A wooden interior with a dining table set for six, a fireplace, and a kitchen area.

A log cabin interior with a living area featuring a sectional sofa, a round coffee table, and a dining area with a table and chairs.

A spacious living room with a stone fireplace, wooden ceiling beams, large windows, and a cozy seating area.

17. 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!

A wooden cabin with a stone pathway leading to the entrance, surrounded by lush greenery and trees.

A spacious living area with a chandelier, wooden beams, a dining table, and a red vase.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

A cozy living room with a wooden ceiling, a stone fireplace, a sofa, and a coffee table.

18. 9 Mi to Dtwn Hudson: Pet-friendly Home w/ Pool

9 Mi to Dtwn Hudson: Pet-friendly Home w/ Pool

3.0 star property

Craryville

9 Mi to Dtwn Hudson: Pet-friendly Home w/ Pool

A wooden deck with a grill, a glass door leading to a patio, and a view of a forested area.

A ping pong table in a wooden room with large windows and a door leading outside.

A single-story house with a porch, surrounded by a wooded area.

A spacious living room with leather sofas, a fireplace, a television, and a dining area with a table and chairs.

19. Berkshire Hideaway w/ Fire Pit & Playground!

Berkshire Hideaway w/ Fire Pit & Playground!

3.0 star property

New Lebanon

Berkshire Hideaway w/ Fire Pit & Playground!

A cabin with a porch and a garage, surrounded by a well-maintained lawn and trees.

A covered outdoor area with a view of a grassy landscape and trees.

A cabin with a fire pit and chairs, surrounded by a grassy area and trees.

A modern kitchen with a built-in stove, a coffee machine, and a glass shelf with kitchenware.

20. Cozy Renovated Rustic Cabin Retreat in the Hudson Valley

Cozy Renovated Rustic Cabin Retreat in the Hudson Valley

Ancram

Cozy Renovated Rustic Cabin Retreat in the 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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