Stamford Vacation Homes

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Our top choices for Stamford holiday homes

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

1. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gilboa

Carrie S.

HK$3,295 total

includes taxes & fees

5 Oct - 6 Oct

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

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

Stamford

HK$5,245 total

includes taxes & fees

21 Oct - 22 Oct

A kitchen with wooden cabinets, granite countertops, stainless steel appliances, and a large window.

3. Waterfront Catskills Hot Tub, Sauna & Treehouse

Harpersfield

Christy C.

HK$5,563 total

includes taxes & fees

4 Oct - 5 Oct

A hot tub surrounded by trees and a sunset.

4. Home in Hobart - Roxbury Near Skiing and Weddings.

Hobart

Tammy G.

HK$5,430 total

includes taxes & fees

1 Oct - 2 Oct

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

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

Windham

"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."

David

HK$2,016 total

includes taxes & fees

5 Oct - 6 Oct

A kitchen with a central island, wooden cabinets, a stove, and a refrigerator.

6. Historic Farmhouse * Big Groups * Margaretville

Margaretville

HK$7,302 total

includes taxes & fees

5 Oct - 6 Oct

A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

7. West Kill Barnhouse: Ski, Work & Unwind

West Kill

Vijay S.

HK$3,211 total

includes taxes & fees

4 Oct - 5 Oct

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

8. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Middleburgh

Mychal D.

HK$2,917 total

includes taxes & fees

1 Oct - 2 Oct

A spacious loft-style room with a high ceiling, large windows, a dining area, and a cozy seating area with a television.

9. Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

Margaretville

"Second time at this house. House was great, great location. Beautiful just walking down the road. There is a small waterfall a little more then a mile down Cape Horn road. House was fine for 7 people. We had good weather for April and were able to utilize the outdoor fire pit. If you are looking for a good restaurant, Tito Banditos in Pine Hill is a great spot. Solid Mexican food and great Margaritas. Can't wait to return in the fall! "

Stephen M.

HK$5,739 total

includes taxes & fees

1 Oct - 2 Oct

A modern outdoor living area with a wooden table and chairs, a sofa, and a large sliding glass door leading to a bedroom with a bed and a mounted TV.

10. Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Denver

Jeffrey

HK$5,186 total

includes taxes & fees

5 Oct - 6 Oct

11. Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!

West Kill

Alexandra I.

HK$4,262 total

includes taxes & fees

12 Oct - 13 Oct

Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

12. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Hensonville

Kimberly K.

HK$2,711 total

includes taxes & fees

1 Oct - 2 Oct

A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

13. Midnight Fox

Hunter

Caroline I.

HK$3,264 total

includes taxes & fees

4 Oct - 5 Oct

A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

14. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

Windham

Melissa R.

HK$4,169 total

includes taxes & fees

27 Oct - 28 Oct

A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

15. Pines Vignette • Modern 3BR Home in Windham

Windham

William H.

HK$4,219 total

includes taxes & fees

6 Oct - 7 Oct

A living room with a television, two sofas, a patterned rug, and a chandelier.

16. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Pine Hill

carolyn h.

HK$4,165 total

includes taxes & fees

1 Oct - 2 Oct

A cozy living room with a wooden ceiling, a sofa, a red chair, a fireplace, and a ceiling fan.

17. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!

Hunter

Jim D.

HK$3,424 total

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

18. Purple Victorian Vacation Home near Belleayre

Pine Hill

Keith V.

HK$5,347 total

includes taxes & fees

1 Oct - 2 Oct

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Top Stamford Hotel Reviews

Quality Inn Oneonta Cooperstown Area

10/10 Excellent

"The most needed improvement for me would be to replace stained carpeting and furniture in the rooms. Once you have tried and failed to remove the stains, the only thing left to do is replace the soiled carpeting and furniture. It may be clean but it looks like crap."

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