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Compare 528 Vacation Homes in Stamford with updated reviews, rates, and availability.

Westford Haven

9.8 out of 10, Exceptional, (17)
"The place was clean, quiet, and cozy!"
Westford Haven

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

9.6 out of 10, Exceptional, (14)
"Had a great "
The price is AED 551
AED 1,790 total
includes taxes & fees
6 May - 7 May
A world where time stands still, close to Belleayre Ski & Wedding venues.

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (72)
"We'll come again "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

Tranquil Paradise With Lake And Catskill Mountain Views

9.8 out of 10, Exceptional, (154)
"We had such a lovely stay! The home was perfect! We loved the privacy of the home, nestled in the woods! The views were so beautiful, perfectly serene! The kitchen was well stocked with cooking essentials. We especially loved the fireplace which we used everyday. Thank you for such a wonderful stay, it was the getaway we really needed. "
Tranquil Paradise With Lake And Catskill Mountain Views

Timber Lodge- New Lake House near Cooperstown, NY

10.0 out of 10, Exceptional, (24)
"Highly recommend. It's a beautiful house and we had a great stay!"
Timber Lodge- New Lake House near Cooperstown, NY

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

9.6 out of 10, Exceptional, (5)
"Property is beautiful - hot tub, sauna, heated toilet seats, abundant spaces to meet and hang out. Only drawback was uneven temperatures in house - heaters in every room but it was cold almost everywhere. "
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

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

9.2 out of 10, Wonderful, (44)
"Really lovely place right in the heart of town. Owner and manager were great."
The price is AED 404
AED 726 total
includes taxes & fees
11 May - 12 May
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

9.8 out of 10, Exceptional, (18)
"After a day of skiing at Bellayre Mtn this very clean, comfortable cabins’ great location was the perfect place to unwind for the night."
The price is AED 584
AED 1,224 total
includes taxes & fees
6 May - 7 May
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

9.8 out of 10, Exceptional, (76)
"We had a great time and enjoyed the house. Lots to do and plenty of space for the entire family."
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

9.8 out of 10, Exceptional, (145)
"Great property for families ! The game room got a ton of use and the loft beds were a big hit ! Having a loft in each bedroom upstairs was helpful ! Property is gorgeous and the kids had a ton of fun exploring! "
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

Catskill Mountain Retreat -- private, beautiful views,

9.8 out of 10, Exceptional, (103)
"We had an excellent stay at this property, highly recommended."
Catskill Mountain Retreat -- private, beautiful views,

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.4 out of 10, Exceptional, (34)
"Great place for an incredible price. We would definitely stay here again."
The price is AED 275
AED 496 total
includes taxes & fees
6 May - 7 May
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park

Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park

Midnight Fox

10.0 out of 10, Exceptional, (3)
"We had a great time "
The price is AED 841
AED 1,598 total
includes taxes & fees
6 May - 7 May
Midnight Fox

2 Bedroom Townhouse in front of Windham Mountain Ski Resort

9.8 out of 10, Exceptional, (46)
"The place was great. The property was clean, views were amazing and close to the event we were attending. "
2 Bedroom Townhouse in front of Windham Mountain Ski Resort

Peaceful Catskill Mountains Cabin

10.0 out of 10, Exceptional, (65)
"We enjoyed our time at the property. It was very relaxing and a nice get away."
Peaceful Catskill Mountains Cabin

A breathtakingly pristine luxury cabin on 14 private acres

2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was just right Spacious and clean "
A breathtakingly pristine luxury cabin on 14 private acres

Tuscan Hills - Under 5 minutes to Dreams Park, renovated, 3 bedroom, 3 bath

10.0 out of 10, Exceptional, (6)
"We had a great stay at Tuscan Hills. Location is extremely convenient if you have a player at Dreams Park--a quick drive and easy to go back and forth. House was clean, had lots of the comforts of home, A/C, and comfy beds. Owners were lovely and helpful with information about the area."
Tuscan Hills - Under 5 minutes to Dreams Park, renovated, 3 bedroom, 3 bath

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (155)
"Thank you!! We had a wonderful ski weekend. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
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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Other property types in Stamford

The A-Frame on Pudding Hill - Wood Burning Cedar Hot tub!

10.0 out of 10, Exceptional, (11)
"A great stay in a convenient location. The cabin had everything we needed for our family stay, along with items for kids and dogs. We loved the wood stove and record player in the main living space. The kitchen was very well equipped with everything we needed. Great communication from Lenny the host. Hope to stay again!"
The price is AED 760
AED 1,415 total
includes taxes & fees
7 May - 8 May
The A-Frame on Pudding Hill - Wood Burning Cedar Hot tub!

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (252)
"Great Upstate location! Very welcoming."
The price is AED 459
AED 530 total
includes taxes & fees
6 May - 7 May
Starlite Motel

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (20)
"Beautiful house and excellent location between Hunter and Windham mountains "
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
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.