Search Vacation Homes in Stamford

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Stamford vacation homes

Beautiful & Spacious Home

Beautiful & Spacious Home
Stamford
The price is AED 845
AED 1,390 total
includes taxes & fees
15 May - 16 May
Beautiful & Spacious Home

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, (10 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 AED 661
AED 1,353 total
includes taxes & fees
17 May - 18 May
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

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 AED 643
AED 1,678 total
includes taxes & fees
15 May - 16 May
West Kill Barnhouse: Ski, Work & Unwind

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, (59 reviews)
"Lovely hosts "
United States
Tyler G.
The price is AED 441
AED 758 total
includes taxes & fees
21 May - 22 May
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (17 reviews)
"The Dunraven house was perfect for our weekend getaway ski trip. It came with all the necessities for a nights stay. The kitchen was fully equipped for a full breakfast to be made. The beds were very comfortable. Overall it’s an extremely cozy home and I would definitely book again."
United States
Chris K.
The price is AED 336
AED 1,201 total
includes taxes & fees
27 May - 28 May
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and convenient location. Would stay again. Host was very communicative. "
United States
Shawn K.
The price is AED 841
AED 1,586 total
includes taxes & fees
17 May - 18 May
Midnight Fox

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (127 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
The price is AED 643
AED 1,240 total
includes taxes & fees
21 May - 22 May
Cozy Country Farmhouse Along the Catskill Scenic Trail

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
10.0 out of 10, Exceptional, (1 review)
"The host were great communicating with us and answered all our questions. The house was super cute, well equipped with anything we needed (towels, kitchen appliances, dishes, coffee maker, etc)We would definitely stay again if we are in the area "
United States
Patricia F.
The price is AED 992
AED 1,950 total
includes taxes & fees
15 May - 16 May
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (1 review)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is AED 826
AED 1,428 total
includes taxes & fees
21 May - 22 May
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

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
The price is AED 907
AED 1,872 total
includes taxes & fees
19 May - 20 May
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Arkville
9.8 out of 10, Exceptional, (26 reviews)
"We are so happy we had a peaceful and relax time we love the sauna what a great place "
United States
Christian
The price is AED 992
AED 1,927 total
includes taxes & fees
18 May - 19 May
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

West Elm Lodge near Skiing • Waterfront • Groups • Breweries

West Elm Lodge near Skiing • Waterfront • Groups • Breweries
West Kill
9.8 out of 10, Exceptional, (10 reviews)
"Great home, great host and we enjoyed our time there. Will plan to stay there again next year!"
United States
dominick s.
The price is AED 1,296
AED 2,779 total
includes taxes & fees
15 May - 16 May
West Elm Lodge near Skiing • Waterfront • Groups • Breweries

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (7 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is AED 678
AED 1,890 total
includes taxes & fees
17 May - 18 May
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Purple Victorian Vacation Home near Belleayre

Purple Victorian Vacation Home near Belleayre
Pine Hill
9.0 out of 10, Wonderful, (2 reviews)
"We loved the board game options, made for a great night! "
United States
Nicole D.
The price is AED 1,405
AED 2,503 total
includes taxes & fees
15 May - 16 May
Purple Victorian Vacation Home near Belleayre

Panoramic Catskills Farmhouse and Spa

Panoramic Catskills Farmhouse and Spa
Harpersfield
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful location with beautiful views. Loved the home, the pond, and the creek. Anthony was a great host. Would stay here again!"
United States
Stephen B.
The price is AED 1,170
AED 2,629 total
includes taxes & fees
19 May - 20 May
Panoramic Catskills Farmhouse and Spa

Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (13 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 AED 1,484
AED 2,722 total
includes taxes & fees
21 May - 22 May
Catskill Mountain Hideaway with Amazing Hunter Mountain Views

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 AED 386
AED 1,402 total
includes taxes & fees
27 May - 28 May
Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi

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

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Durham
10.0 out of 10, Exceptional, (2 reviews)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is AED 562
AED 1,726 total
includes taxes & fees
18 May - 19 May
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is AED 735
AED 2,618 total
includes taxes & fees
20 May - 21 May
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

NEW: Charming Family Farmhouse nr Margaretville

NEW: Charming Family Farmhouse nr Margaretville
Margaretville
NEW: Charming Family Farmhouse nr Margaretville
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stamford Hotel Reviews