Search Vacation Homes in Stamford

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 499 Vacation Homes in Stamford with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is SAR 563
SAR 859 total
includes taxes & fees
23 Mar - 24 Mar
Berkshire Village Carriage House - Super Private!!

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (16)
"The place was just as described and perfect for my stay while doing a workshop nearby. Host was easy to communicate with and helped me out as I forgot an item! "
The price is SAR 413
SAR 979 total
includes taxes & fees
26 Mar - 27 Mar
Peaceful Stay at Birds of a Feather Farm & Spa

Berkshire Retreat: Grand Home W/Hot Tub & Large Yard, 5 mins from Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is SAR 2,059
SAR 3,758 total
includes taxes & fees
28 Mar - 29 Mar
Berkshire Retreat: Grand Home W/Hot Tub & Large Yard, 5 mins from Jiminy Peak

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.6 out of 10, Exceptional, (31)
"The pictures were absolutely spot on! The space was incredibly quiet and cozy, with a warm and inviting atmosphere—even in zero-degree weather. The hot tub was fantastic, and the heated bathroom floors were a luxurious touch. The WiFi worked flawlessly throughout the property. The chef’s kitchen was spacious and well-equipped, making it perfect for cooking. Plus, the rental is conveniently close to town, and the breathtaking mountain views made the stay even more special. Highly recommend!"
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (218)
"We really enjoyed our stay. Everything we needed. Plenty of space. The hot tub was definitely a plus. Lars was very helpful and got back to us right away. I highly recommend !!!"
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy retreat near slopes

5.0 out of 10, (8)
"Unit is a little outdated but nice.Not truly a ski in - out since you have to walk on the road about 200 yards to get to the Sachem trail.Condo does need ice cube trays since the ice maker is not working.Also the down stairs bath room heater does not work and would be nice since this is where the bath tub is located"
Cozy retreat near slopes

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (6)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (71)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site

Mountain Blossom Retreat by Evergreen Home

10.0 out of 10, Exceptional, (5)
"Had a great long weekend getaway in Lanesboro. The property manager was super communicative, which was helpful. Would highly recommend!"
Mountain Blossom Retreat by Evergreen Home

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!

10.0 out of 10, Exceptional, (1)
"We had such a lovely time in this well loved cabin. Super quiet location and well stocked with everything we needed for our end of year ski trip in Stratton. The owner was very friendly and helpful. We hope we will be back soon!"
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (49)
"I came with my husband and 2 kids (7 and 10 yrs old). We loved this condo. It was so close to the mountain (maybe a 5 minute drive) and great restaurants. Richard was so responsive and send a lot of helpful information in advance of our stay. The condo has a beautiful view of the mountain and is perfect for families. Games, books, and was so cozy to hang out at after a day at the mountain. We can't wait to come back. "
The price is SAR 394
SAR 1,323 total
includes taxes & fees
24 Mar - 25 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Comfortable Berkshires retreat on mtn resort, SISO

The price is SAR 604
SAR 1,818 total
includes taxes & fees
2 Apr - 3 Apr
Comfortable Berkshires retreat on mtn resort, SISO

Mountain Sanctuary Dome Rustic Solitude 5BR

9.6 out of 10, Exceptional, (4)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
Mountain Sanctuary Dome Rustic Solitude 5BR

Bear Pass - Mountain View by RedAwning

10.0 out of 10, Exceptional, (3)
"We had a great stay at Bear Pass. The size of the house was perfect for our family. The kitchen was fully stocked with anything you might need. There was plenty of sleeping options, with 3 bedrooms and a fully furnished basement with 2 twin beds and a sitting area with a couch, and a bathroom. The property is large and would be very nice to enjoy in the warmer months. The house is located near several mountains that made for great skiing. We went to Bromley and it was about a 20-25 min drive....
The price is SAR 928
SAR 2,389 total
includes taxes & fees
27 Mar - 28 Mar
Bear Pass - Mountain View by RedAwning

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (21)
"My family stayed at this property for a Stratton ski trip. Everything about the house was wonderful. The house was incredibly clean cozy and inviting. The owners go above and beyond to ensure that every little detail is met to ensure a visit that truly makes you feel like your home away from home. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We really enjoyed ourselves in Marcella's home, to the point where we did not want to leave the house to go skiing/snowboarding. Upon arrival you are greeted with a cute little bridge to cross over and you see a beautiful red house and barn. The home was very comfortable, with enough bedrooms and space for us our group to be in the kitchen or playing in the pool area, basketball court, ping pong table or 3 different sitting areas and hot tub. The kitchen has everything that you need from...
GAMERS HAVEN, River Wine Inn!

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"The house was nicer than we expected we had a wonderful time and will recommend to friends."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Massachusetts Vacation Rental w/ Deck & Grill

9.2 out of 10, Wonderful, (15)
"Great spot for a ski weekend at Berkshire East. "
Massachusetts Vacation Rental w/ Deck & Grill

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

10.0 out of 10, Exceptional, (12)
"We had a great ski trip with three families, and the accommodations were lovely. The house was very clean and had the amenities we needed for a comfortable stay. The host was easy to communicate with and responded quickly to any questions we had, making the whole experience even more seamless. Overall, it was great house and would recommend it. "
The price is SAR 1,632
SAR 2,926 total
includes taxes & fees
8 Apr - 9 Apr
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
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.
Don't see what you're looking for?
See all available properties in Stamford
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Stamford

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1792)
"Very nice accomodations, more like a mini apartment than a motel room. "
The price is SAR 484
SAR 572 total
includes taxes & fees
25 Mar - 26 Mar
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is SAR 559
SAR 613 total
includes taxes & fees
1 Apr - 2 Apr
Jiminy Peak Mountain Resort

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is SAR 563
SAR 859 total
includes taxes & fees
23 Mar - 24 Mar
Berkshire Village Carriage House - Super Private!!
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.