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Compare 420 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 AED 551
AED 833 total
includes taxes & fees
13 Mar - 14 Mar
Berkshire Village Carriage House - Super Private!!

Hancock Village Inn at 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 AED 2,196
AED 3,898 total
includes taxes & fees
18 Mar - 19 Mar
Hancock Village Inn at Jiminy Peak

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

9.6 out of 10, Exceptional, (30)
"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!

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.

Comfortable Berkshires retreat on mtn resort, SISO

The price is AED 591
AED 1,780 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, (1)
"Great house. 35 minutes from Stratton mountain. House had everything needed, plenty of supplies, towels, blankets, etc. highly recommended. Ad was exactly what you got"
The price is AED 871
AED 2,285 total
includes taxes & fees
13 Mar - 14 Mar
Bear Pass - Mountain View by RedAwning

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

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

Relaxing Retreat in the Heart of Dover

Relaxing Retreat in the Heart of Dover

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!

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 AED 404
AED 958 total
includes taxes & fees
16 Mar - 17 Mar
Peaceful Stay at Birds of a Feather Farm & Spa

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

10.0 out of 10, Exceptional, (49)
"We had a fantastic long weekend stay with 2 families, including kids from 9-17. The bedroom setup and the two full bathrooms worked out perfectly. The large dining room table allowed all of us to enjoy dinner together and the family room was perfect for everyone one to hang out. The shuttle to the mountain stopped right outside our door and was there when we were ready to leave skiing. We enjoyed the sugarhouse facilities, including the hot tub, pool and pickleball/basketball courts! We had a...
The price is AED 386
AED 1,278 total
includes taxes & fees
24 Mar - 25 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

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

8.4 out of 10, Very Good, (26)
"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

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

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!

Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces

8.4 out of 10, Very Good, (9)
"The house was great for our family vacation- ages four to eighty four. Well stocked kitchen, comfortable beds, 2 living spaces with TVs. The grill and dining deck aren’t immediately accessible from the kitchen as is off the upstairs rec room, but would work fine if planned ahead. Located in a quiet area in a natural lot but close to restaurants and within an hour of several attractions"
Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces

19th c. Barn in the Berkshires

9.6 out of 10, Exceptional, (85)
"We planned to stay at this property in order to ski at Jiminy peak, and it was perfect, not a long drive at all. The barn stays very warm with the individual heaters as well as the wood stove in the middle of the main room. The kitchen was equipped with everything you need, they even had coffee and sugar! .. Communication with the hosts was seamless. We lost power due to a winter storm, the entire area did, and that wood stove worked its magic. The property owners made sure we were alright...
19th c. Barn in the Berkshires

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (66)
"Parents, kids and dog had a terrific time. Perfect distance to Mount Snow. Will definitely return! "
Mountain-view home near the slopes with at-home entertainment - dog-friendly

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
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

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1786)
"It was very nice. Had a kitchen and 2 tvs!"
The price is AED 400
AED 476 total
includes taxes & fees
13 Mar - 14 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 AED 547
AED 600 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 AED 551
AED 833 total
includes taxes & fees
13 Mar - 14 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.