Columbia County Vacation Rentals from ￥11,192: Search Short-Term Rentals

A wooden dock extending into a calm pond surrounded by autumn-colored trees.

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A stream flowing over rocks with moss and autumn leaves.

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Our top choices for Columbia County vacation rentals

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

1. Micosta Leisure Inn

Hudson

George

￥14,752 total

includes taxes & fees

Dec 7 - Dec 8

A wooden deck with a staircase leading to a covered porch area.

2. All comforts of home

Hudson

Douglas

￥19,693 total

includes taxes & fees

Nov 16 - Nov 17

3. All the comforts of home

Hudson

Julie B.

￥21,168 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Germantown

Kanna S.

￥38,860 total

includes taxes & fees

Nov 16 - Nov 17

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.

5. Gatherwild Ranch

Germantown

AYANO

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

David P.

￥57,955 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living room with a dining area, a kitchen, and a large window.

7. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

￥33,328 total

includes taxes & fees

Nov 15 - Nov 16

A backyard with a fire pit, wooden deck, and string lights.

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

Stottville

Ross O.

￥55,334 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

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

New Lebanon

Joanna P.

￥30,929 total

includes taxes & fees

Nov 16 - Nov 17

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

Hudson

Brittaney O.

￥71,186 total

includes taxes & fees

Nov 18 - Nov 19

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

11. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

￥34,165 total

includes taxes & fees

Dec 1 - Dec 2

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

Hudson

￥59,991 total

includes taxes & fees

Nov 16 - Nov 17

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.

Chatham

Lori S.

￥50,448 total

includes taxes & fees

Nov 16 - Nov 17

A camping setup with a metal chair and a table by a river in a forest.

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

Chatham

Jess S.

￥50,085 total

includes taxes & fees

Dec 1 - Dec 2

A cozy living room with a sofa, armchair, wooden coffee table, and a dining area with a table and chairs.

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

Hillsdale

Richard M.

￥54,977 total

includes taxes & fees

Nov 15 - Nov 16

A modern building with a wooden deck and a door.

16. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

￥93,300 total

includes taxes & fees

Nov 16 - Nov 17

A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

17. BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

scott B.

￥50,448 total

includes taxes & fees

Nov 16 - Nov 17

A white two-story house with a porch, surrounded by trees and a hill.

18. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

￥65,030 total

includes taxes & fees

Nov 18 - Nov 19

A covered pool area with a small gazebo, a shed, and a lounge chair.

19. Charming Hudson Valley Escape | Autumn Vibes & Fire Pit

Claverack-Red Mills

jessica c.

A couple in a hot tub with a natural landscape in the background.

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

Hudson

Jeffrey D.

￥57,956 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Columbia County Hotel Reviews

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

Changing Times Boutique Country Lodging

Craryville

10/10 Excellent

Our second time staying here was even more lovely than the first! We brought more family members after our great experience last year. We love the easy check in, cozy comfortable rooms, lots of extras (books and DVDs in the hallway, sweet treats downstairs and in the rooms) and Loretta is the BEST host! She makes an exquisite breakfast and accommodates our early start time. Can’t wait to stay here again.

Kathleen

A white house with a green door, black trim, and a porch with a lantern.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

Michelle

A residential garden with a pathway leading to a house.

The Amelia

Hudson

10/10 Excellent

Amanda

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

Little Cat Lodge

Copake Falls

10/10 Excellent

Elisabeth

A buffet with various food items, including omelets and baked goods, served in metal containers.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A room with a view of a lake, a balcony with a table and chairs, and a sofa.

Rhinecliff Hotel

Rhinecliff

10/10 Excellent

Sandra

A garden with a swing set, a blue chair, and a flower bed.

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

A courtyard with a wooden pergola, stone pillars, and a central fire feature.

Staybridge Suites Albany Wolf Rd-Colonie Center by IHG

Roessleville

10/10 Excellent

Susan

Find out more about Columbia County

Vacation Apartments in Columbia County

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

Vacation Rentals in Columbia County

Change your mind

Treat yourself

Be picky

Top cities in Columbia County

Hudson

Check prices for these dates

Our top choices for Columbia County vacation rentals

1. Micosta Leisure Inn

2. All comforts of home

3. All the comforts of home

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

5. Gatherwild Ranch

6. Hudson NY’S Country Serenity Guest Suite.

7. 1800s Carriage house in Berkshires / Hudson Valley

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

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

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

11. The Brooks Motel: Exceptional Suite

12. Sky view retreat, a serene hillside hideaway

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

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

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

16. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

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

18. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

19. Charming Hudson Valley Escape | Autumn Vibes & Fire Pit

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

Find vacation rentals that suit your style

Top Columbia County Hotel Reviews

Changing Times Boutique Country Lodging

10/10 Excellent

Find out more about Columbia County

Vacation Apartments in Columbia County

17. BLUSH: Boutique TINY homeprivate spawalk to town