Stamford Holiday Rentals

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6 Dec - 7 Dec
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7 Dec - 8 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

Holiday Rentals in Stamford

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2163)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is HK$693
HK$859 total
includes taxes & fees
7 Dec - 8 Dec
Vacation Village in the Berkshires
Exterior
Huttopia Berkshires

Huttopia Berkshires

1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,324
HK$1,479 total
includes taxes & fees
16 Dec - 17 Dec
Huttopia Berkshires
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,427
HK$1,595 total
includes taxes & fees
8 Dec - 9 Dec
Jiminy Peak Mountain Resort
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover
9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is HK$1,156
HK$3,259 total
includes taxes & fees
7 Dec - 8 Dec
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Property grounds
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington
9.4 out of 10, Exceptional, (42)
"My family and I loved our stay. This cabin had everything we needed and more. One thing we do wish we had was fans in the upstairs rooms, as we stayed in the summer time and it did get quite hot up there. The owners were very helpful, and amazing with communication. We would absolutely love to stay here again one day! "
United States
lizzie m.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
3 bedrooms, desk, iron/ironing board, travel cot
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Dover
8.0 out of 10, Very good, (2)
"Place was amazing! Beautiful property and so unique. Being pet friendly was a huge plus! We had a wonderful time!"
United States
Alexia R.
The price is HK$4,974
HK$6,342 total
includes taxes & fees
11 Dec - 12 Dec
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Dining
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Mount Snow
10.0 out of 10, Exceptional, (17)
"Ken came to the rescue when our original reservation was double booked! He made sure we were taken care in a very quick manner and responded to all of my inquiries timely! "
United States
liz c.
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.
1 bedroom, iron/ironing board, WiFi, bed sheets
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Wilmington
7.4 out of 10, Good, (8)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
United States
Tessa A.
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Exterior
Bear Creek Cabin

Bear Creek Cabin

Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,113
HK$4,659 total
includes taxes & fees
9 Dec - 10 Dec
Bear Creek Cabin
Smart TV, fireplace, DVD player, ping pong
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
10.0 out of 10, Exceptional, (108)
"Met family here and was a fantastic place for get together "
United States
Melissa C.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Fridge, microwave, oven, stovetop
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover
10.0 out of 10, Exceptional, (8)
"Nice in all respects,"
United States
Ken
The price is HK$3,468
HK$8,141 total
includes taxes & fees
7 Dec - 8 Dec
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Interior
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

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

Dover
10.0 out of 10, Exceptional, (11)
"Beautiful new home, great for big family and friend groups. Comfortable bedding and furniture. Lots of open space and seating "
United States
Gena L.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Exterior
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is HK$647
HK$2,402 total
includes taxes & fees
5 Jan - 6 Jan 2026
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford
8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Fridge, microwave, oven, stovetop
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
United States
Gregory G.
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Fridge, microwave, oven, stovetop
Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces

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

West Dover
8.2 out of 10, Very good, (10)
"Lovely place for a large group of people."
United States
Nicole M.
Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces
Dining
The Birch. A Spacious Mansion 2 min from Mt. Snow!

The Birch. A Spacious Mansion 2 min from Mt. Snow!

Dover
6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
United States
Allison S.
The Birch. A Spacious Mansion 2 min from Mt. Snow!
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is HK$2,506
HK$5,701 total
includes taxes & fees
11 Dec - 12 Dec
Comfortable Berkshires retreat on mtn resort, SISO
Smart TV, fireplace, DVD player, music library
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal
9.4 out of 10, Exceptional, (85)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
United States
Elizabeth R.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Property grounds
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Woodford
10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
The price is HK$2,204
HK$3,523 total
includes taxes & fees
9 Dec - 10 Dec
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff was very friendly, and the hotel room was basically a small condo. The overall experience was heavenly."
Harold 5-night trip
Posted 3 days ago
Vacation Village in the Berkshires

Find out more about Stamford

Search for holiday rentals in Stamford on Expedia! You can easily find your home rentals, villas, holiday apartments in Stamford using one of the methods below:

  • View our selection of featured holiday rentals in Stamford
  • Use the map to find apartments and other holiday homes in the Stamford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stamford while they last

Look no further and take a look at our great range of rental properties in Stamford!

Frequently asked questions

Can I find a holiday rental in Stamford?

Yes, there are holiday rentals close to the most popular sights in Stamford, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Stamford has to offer?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : This holiday home rental outside of Stamford is located in the mountains, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Stamford?

Expedia has 3 holiday rentals for your stay in Stamford.

What’s there to see and do in Stamford?

While exploring the area, visit family-friendly sights like Southern Vermont Natural History Museum, or get outside and enjoy nature at Green Mountain National Forest. While here, Stamford Town Hall and Clarksburg State Park are other places worth a visit.

What’s a holiday rental in Stamford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stamford. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.