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Holiday Homes in Stamford

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Stamford holiday homes

A house with a red door, a porch, and a large tree in front.

1. Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (134 reviews)
"Our stay at the farmhouse was excellent. Our family enjoyed the dinners around the large dining room table and the s’mores at the fire pit one evening. Using the grill was easy; everything needed was there for cooking and cleaning. Grabbed a 1860 book at a nearby Hobart bookstore, enjoyed lunch from the Bakers Grimm in Delhi and dinner another night at a brewery in Cooperstown following an hour drive to the baseball hall of fame. The layout of the farmhouse was nice with the three bedrooms. My...
United States
Philip
Cozy Country Farmhouse Along the Catskill Scenic Trail
A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

2. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (8 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is €371
includes taxes & fees
29 Sept - 30 Sept
Gorgeous Mountains Views & Private Stream in Secluded Oasis
A wooden dining table with a lamp, a mirror, and a vase with branches.

3. Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views

Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
Denver
The price is €322
includes taxes & fees
29 Sept - 30 Sept
Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
A kitchen with wooden cabinets, granite countertops, stainless steel appliances, and a large window.

4. Waterfront Catskills Hot Tub, Sauna & Treehouse

Waterfront Catskills Hot Tub, Sauna & Treehouse
Harpersfield
9.8 out of 10, Exceptional, (9 reviews)
"The hot tub was great, the property is beautiful! We loved our stay and if the weather was better we would have enjoyed using the deck and treehouse lounge. "
United States
Christy C.
The price is €625
includes taxes & fees
4 Oct - 5 Oct
Waterfront Catskills Hot Tub, Sauna & Treehouse
A wooden cabin with an open interior, a chimney, and a small porch area with lights.

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

Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
Stamford
Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
A room with a wooden rocking chair, a green side table with books, a white cabinet with books, and a window with a view.

6. Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi

Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi
Bovina Center
The price is €383
includes taxes & fees
29 Sept - 30 Sept
Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi
A hot tub surrounded by trees and a sunset.

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

Home in Hobart - Roxbury Near Skiing and Weddings.
Hobart
9.6 out of 10, Exceptional, (4 reviews)
"The house was roomy, clean, and comfortable. There were nice personal touches to make it feel more vacation like.The listing was accurate. Barbara was a great host before, during, and after our stay. We had a great time!"
United States
Tammy G.
The price is €660
includes taxes & fees
29 Sept - 30 Sept
Home in Hobart - Roxbury Near Skiing and Weddings.
A wooden cabin with a porch, two chairs, and a table.

8. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
The price is €411
includes taxes & fees
15 Oct - 16 Oct
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

9. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is €357
includes taxes & fees
4 Oct - 5 Oct
West Kill Barnhouse: Ski, Work & Unwind
A log cabin interior with a stone fireplace, wooden furniture, and a kitchen area.

10. A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.
City Roxbury
9.4 out of 10, Exceptional, (55 reviews)
"We thoroughly enjoyed our stay at this cabin! It was beautifully decorated, clean, and filled with natural light, all in a quiet and private mountainside setting. After a day of adventures, it was incredibly relaxing to unwind in the hot tub while taking in the amazing mountain views."
United States
Rachel N.
A world where time stands still, close to Belleayre Ski & Wedding venues.
A two-story building with large windows and a storefront.

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

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (64 reviews)
"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."
United States
David
The price is €229
includes taxes & fees
29 Sept - 30 Sept
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern kitchen with a central island, bar stools, and a dining area.

12. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
9.8 out of 10, Exceptional, (9 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is €349
includes taxes & fees
29 Oct - 30 Oct
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
A kitchen with a central island, wooden cabinets, a stove, and a refrigerator.

13. Historic Farmhouse * Big Groups * Margaretville

Historic Farmhouse * Big Groups * Margaretville
Margaretville
The price is €1,121
includes taxes & fees
12 Oct - 13 Oct
Historic Farmhouse * Big Groups * Margaretville
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.

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

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
2.0 out of 10, (1 review)
"Property was double booked through a different platform. Another guest was there when we arrived. Host was completely unresponsive at all stages. Because the property is remote, this caused more than a slight inconvenience in terms of locating other lodging more than an hour away."
United States
Jeffrey
The price is €793
includes taxes & fees
12 Oct - 13 Oct
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

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

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (11 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is €320
includes taxes & fees
29 Sept - 30 Sept
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

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

Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!
West Kill
10.0 out of 10, Exceptional, (2 reviews)
"If you've lived in an old house before, then you know what to expect. It was good for our needs during our short stay. The house is spacious and there is lots of light. The beds were comfortable and the water pressure was awesome. There is an a/c in every upstairs bedroom."
United States
Alexandra I.
The price is €472
includes taxes & fees
13 Oct - 14 Oct
Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!
A spacious living area with a large window, a ceiling fan, and a dining table set for four.

17. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
United States
ching yi t.
The price is €628
includes taxes & fees
29 Sept - 30 Sept
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
A living room with a television, two sofas, a patterned rug, and a chandelier.

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

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
9.4 out of 10, Exceptional, (3 reviews)
"We only needed a place to sleep overnight. House was clean and met our needs. Host was easy to work with"
United States
carolyn h.
The price is €462
includes taxes & fees
29 Sept - 30 Sept
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

19. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is €401
includes taxes & fees
30 Sept - 1 Oct
Midnight Fox
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

20. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is €482
includes taxes & fees
29 Sept - 30 Sept
2 Min Walk to Windham Town | Hot Tub | Fire Pit
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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Top Stamford Hotel Reviews

The Colonial Motel

The Colonial Motel

10/10 Excellent
"Second time staying and they were a good as they were the first time."
Joseph 2-night trip
Posted 19 hours ago
The Colonial Motel

Find out more about Stamford

Stamford Holiday Homes information

Number of reviews
342
Accommodation
482 Holiday Homes
Lowest Price
€229
Highest Price
€1,121