Cobleskill Holiday Houses

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Our top choices for Cobleskill holiday homes

A modern kitchen with a central island, bar stools, and a dining area.

1. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Middleburgh

Mychal D.

includes taxes & fees

10 Nov - 11 Nov

A modern house with a wooden exterior, a porch, and a well-maintained lawn.

2. Porchlight Pines | Hot Tub + Cold Plunge

Sharon Springs

includes taxes & fees

17 Nov - 18 Nov

A wooden cabin interior with a wooden bench, a small table with a vase, and a window with a view of a field.

3. The Caboose | Mtn Views | Farm Animals + Sauna

Canajoharie

Scott B.

includes taxes & fees

9 Nov - 10 Nov

A hot tub with a control panel, surrounded by wicker furniture and a table with glasses, set on a wooden deck with a view of lush greenery.

4. Romantic 1840s Schoolhouse > Private Hot Tub > 1 Hr to Saratoga

Amsterdam

Thomas N.

includes taxes & fees

8 Dec - 9 Dec

A modern kitchen with a central island, wooden flooring, pendant lighting, and a dining area with a wooden table and chairs.

5. King bed, Spacious 4 bed, 2bth house with a workspace, laundry in unit, WiFi.

Fort Plain

Carol Ann H.

includes taxes & fees

1 Dec - 2 Dec

A wooden deck with a metal railing, two chairs, a small round table with a bottle of wine and two glasses, and a view of a green landscape with trees and hills in the background.

6. Beautiful & Spacious Home

Stamford

Richard P.

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

7. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gilboa

Carrie S.

includes taxes & fees

10 Nov - 11 Nov

A dark wooden cabin with a gabled roof, multiple windows, and a front porch with steps.

8. Creekside Catskills Cabin

Middleburgh

A deck with outdoor furniture and a covered table.

9. Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area

Cooperstown

Matt M.

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a fenced yard with a house in the background.

10. Private Pool Oasis - heated Memorial day to Labor day/ Minutes from Dreams Park

Cooperstown

Maureen R.

includes taxes & fees

9 Nov - 10 Nov

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

11. Mtn-View Luxe Catskills Retreat for Groups

South Kortright

"Beautiful home in a gorgeous setting. The views from the house, the porch, and seating areas around the property were amazing. The house was extremely well equipped, and very comfortable. The decor was attractive and everything was extremely clean. The three bathrooms were large, updated, attractive, and clean. The kitchen was very well stocked, including with coffee supplies. The primary bedroom suite was great. It had an incredible walk-in closet, and a large en-suite bathroom. There was even...

Anonymous traveller

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with a table set for a meal, overlooking a lake with trees and a small structure in the distance.

12. Waterfront Catskills Hot Tub, Sauna & Treehouse

Harpersfield

Christy C.

includes taxes & fees

22 Nov - 23 Nov

13. 1st Class Rentals Cooperstown New 3 Bedroom House

Cooperstown

Douglas

includes taxes & fees

11 Nov - 12 Nov

A grassy area with wooden chairs and a table, surrounded by trees and a river.

14. Oaks Creek CottageON the Creek*3bd 2bath Sleeps6

Fly Creek

Leila K.

includes taxes & fees

9 Nov - 10 Nov

A staircase with white railings and wooden steps leading to a second floor.

15. 1st Class Rentals The Thurman Munson House

Cooperstown

Kim B.

includes taxes & fees

9 Nov - 10 Nov

A wooden staircase with white railings leading to a second floor.

16. 1st Class Rentals The Thurman Munson House

Cooperstown

JEFF

includes taxes & fees

9 Nov - 10 Nov

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Learn more about Cobleskill

Dive into rural charm at the Iroquois Indian Museum, showcasing vibrant art and culture of the Six Nations. Explore underground wonders at Howe Caverns, where boat tours glide through ancient limestone passages near Howes Cave.

See all hotels in Cobleskill

Holiday Homes in Cobleskill

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Cobleskill holiday homes

1. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2. Porchlight Pines | Hot Tub + Cold Plunge

3. The Caboose | Mtn Views | Farm Animals + Sauna

4. Romantic 1840s Schoolhouse > Private Hot Tub > 1 Hr to Saratoga

5. King bed, Spacious 4 bed, 2bth house with a workspace, laundry in unit, WiFi.

6. Beautiful & Spacious Home

7. Gorgeous Mountains Views & Private Stream in Secluded Oasis

8. Creekside Catskills Cabin

9. Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area

10. Private Pool Oasis - heated Memorial day to Labor day/ Minutes from Dreams Park

11. Mtn-View Luxe Catskills Retreat for Groups

12. Waterfront Catskills Hot Tub, Sauna & Treehouse

13. 1st Class Rentals Cooperstown New 3 Bedroom House

14. *Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6

15. 1st Class Rentals The Thurman Munson House

16. 1st Class Rentals The Thurman Munson House

Learn more about Cobleskill

14. Oaks Creek CottageON the Creek*3bd 2bath Sleeps6