Middleburgh Holiday Houses

A rural landscape with a winding road, fields, and houses surrounded by autumn-colored trees.

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Our top choices for Middleburgh 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

15 Oct - 16 Oct

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

2. Creekside Catskills Cabin

Middleburgh

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a fireplace, a sofa, and a dining area with a marble table.

3. Lake Onderdonk Retreat - Lakefront + Fall Foliage

Berne

includes taxes & fees

15 Oct - 16 Oct

A bedroom with a large bed, a small sitting area with a chair and table, a fireplace, and a television.

4. Cozy, Private1-bedroom in charming Schenectady with Private Bathroom

Bellevue

Margaret D.

includes taxes & fees

15 Oct - 16 Oct

A hot tub with built-in lighting, a wooden ceiling, and a view of the outdoors.

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

Amsterdam

Thomas N.

includes taxes & fees

15 Oct - 16 Oct

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

6. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gilboa

Carrie S.

includes taxes & fees

19 Oct - 20 Oct

A two-story building with large windows and a storefront.

7. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

juneid a.

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a patio area, outdoor seating, and a small tree.

8. The Homestead at Carter Bridge Estate

Freehold

ELIZABETH

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

9. Cozy Waterfall Oasis + Firepit

East Durham

Jen C.

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a large window offering a view of the outdoors.

10. Fox Hollow at Carter Bridge Estate

East Durham

Matthew E.

includes taxes & fees

18 Oct - 19 Oct

A cozy living room with a blue sofa, red armchairs, and a wooden coffee table.

11. Catskills Mountain near Cooperstown. Spacious, comfortable Church conversion.

Charlotteville

includes taxes & fees

19 Oct - 20 Oct

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

12. Porchlight Pines | Hot Tub + Cold Plunge

Sharon Springs

includes taxes & fees

15 Oct - 16 Oct

A bedroom with a large bed, a wooden headboard, a bedside table, a floor lamp, a painting, and a view of a balcony with outdoor furniture.

13. Pond House at Carter Bridge Estate

Freehold

Chris F.

includes taxes & fees

18 Oct - 19 Oct

A wooden cabin with an open interior, a chimney, and a small porch area with lights.

14. Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!

Stamford

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, bedside lamps, a bench, and large windows.

15. Great Lodge at Carter Bridge Estate

East Durham

"My family and I spent a weekend here to celebrate my birthday which was soon after my dad passed away. A much needed peaceful and bonding few days in this beautiful home. From start to finish our stay was wonderful. Jarrett was communicative throughout if I had any questions. The accomodations were excellent and such a grand living space where no one felt crowded. My husband and I were actually inspired to buy a new mattress after the blissful sleep we had! Deer and turkeys roaming, quiet...

Sabrina C.

includes taxes & fees

21 Oct - 22 Oct