Holiday Homes in Stamford

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Stamford and around

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

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

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is €177
includes taxes & fees
20 Aug - 21 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Beautiful, private Property/swimming pond
Interior

Beautiful, private Property/swimming pond

9.6 out of 10, Exceptional, (73)
"We had an amazing stay at this home during our family ski trip. The house was spacious, clean, and perfectly located near the slopes. The host was responsive and made sure we had everything we needed. We would definitely stay here again—highly recommend for a relaxing and fun ski getaway."
Beautiful, private Property/swimming pond
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Terrace/patio

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
The price is €635
includes taxes & fees
25 Aug - 26 Aug
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Fridge, microwave, oven, stovetop

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (76)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
The Catskills Red Barn-near Belleayre
Property grounds

The Catskills Red Barn-near Belleayre

10.0 out of 10, Exceptional, (48)
"Blythe is super helpful. We had a fantastic night in the cabin, which had so much character. Belleayre is so close, it’s a great little getaway to go and have some fun. "
The Catskills Red Barn-near Belleayre
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Terrace/patio

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is €341
includes taxes & fees
9 Sept - 10 Sept
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Country Home with Private Swimming Pond and Beautiful Mountain Views
Outdoor dining

Country Home with Private Swimming Pond and Beautiful Mountain Views

10.0 out of 10, Exceptional, (117)
"House was nice enjoyed our stay .. the only issue we had the two upstairs bedrooms were hot with no ac’s..maybe being put in later .. overall enjoyed the house .. "
Country Home with Private Swimming Pond and Beautiful Mountain Views
A world where time stands still, close to Belleayre Ski & Wedding venues.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (20)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
The price is €577
includes taxes & fees
19 Sept - 20 Sept
A world where time stands still, close to Belleayre Ski & Wedding venues.
Private Lakeside Retreat 'Away from it All!'
Fridge, microwave, oven, stovetop

Private Lakeside Retreat 'Away from it All!'

10.0 out of 10, Exceptional, (21)
"Great laid back stay, we rarely left."
Private Lakeside Retreat 'Away from it All!'
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Interior

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (44)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Exterior

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Home for all Seasons in Margaretville, New York
Terrace/patio

Home for all Seasons in Margaretville, New York

9.6 out of 10, Exceptional, (10)
"House was clean and in a good location. We enjoyed our stay. "
Home for all Seasons in Margaretville, New York
Your peaceful, private retreat, escape with friends & family! Incredible views!
Fridge, microwave, oven, stovetop

Your peaceful, private retreat, escape with friends & family! Incredible views!

10.0 out of 10, Exceptional, (40)
"Clean, comfortable, well-appointed and cozy, We had a wonderful stay. We had all kinds of weather while we were there and were able to enjoy the beautiful grounds, the hot tub, the sunny front porch and the cozy living room. The beds were comfortable and the kitchen stocked with everything you might need. Will definitely be returning."
Your peaceful, private retreat, escape with friends & family! Incredible views!
Lovely 2-bedroom house in Maryland, Newly re-done interior
Fridge, microwave, oven, stovetop

Lovely 2-bedroom house in Maryland, Newly re-done interior

2.0 star property
9.8 out of 10, Exceptional, (6)
"The place is so clean and comfortable. It's very quiet and peaceful to get away from the everyday hustle. Very few cars on the road so no worry about anything keeping you awake at night. Very comfortable beds and everything you can need to cook. Grill, pots and pans, and seasonings all provided. Great communication from the host and an overall good experience. I had to get there later in the evening unfortunately, so it was harder to find and the place was chilly. Once there though I had no...
Lovely 2-bedroom house in Maryland, Newly re-done interior
Historic house - Cottage - 4.5 mi to Dreams Park + Grill + Fire Pit
Exterior

Historic house - Cottage - 4.5 mi to Dreams Park + Grill + Fire Pit

7.4 out of 10, Good, (3)
"We had a fantastic stay! The home was cozy and perfect for our trip to Cooperstown for my son's baseball tournament at Dreams Park, right up the road. It’s baseball-themed, which my kids absolutely loved, such a fun touch! While the house is on the smaller side, it had everything we needed and was a great home base for our time at the ballpark. The host was incredibly responsive and helpful throughout our stay. Highly recommend for small families visiting for tournaments or just looking for a...
Historic house - Cottage - 4.5 mi to Dreams Park + Grill + Fire Pit
Mountainside home with amazing views
Interior

Mountainside home with amazing views

10.0 out of 10, Exceptional, (8)
"Such a great house! We really enjoyed our stay! "
Mountainside home with amazing views
Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown
Terrace/patio

Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown

10.0 out of 10, Exceptional, (8)
"Killian and lisa are amazing . The home is to die for . Cant wait to come back !"
Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown
Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park
Private kitchen

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

10.0 out of 10, Exceptional, (1)
"Enjoyed our stay! Very close to Dreams park. "
Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park
Tuscan Hills - Under 5 minutes to Dreams Park, renovated, 3 bedroom, 3 bath
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"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
Moonlight Reflections
Property grounds

Moonlight Reflections

10.0 out of 10, Exceptional, (94)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections
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