Search Vacation Homes in Stamford

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Stamford vacation homes

Exterior
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Vacation Home in Bennington

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8.6 out of 10, Excellent, (34)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
$256 nightly
The price is $272
Dec 14 - Dec 15
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Vacation Home in Hoosick Falls

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
United States
Michelle S.
$280 nightly
The price is $311
Dec 14 - Dec 15
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Game room
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Colrain

Couples 2 Bedroom Retreat-Close to Shelburne Falls
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
$316 nightly
The price is $352
Dec 14 - Dec 15
Total with taxes and fees
Couples 2 Bedroom Retreat-Close to Shelburne Falls
House, 4 Bedrooms | View from property
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Vacation Home in Arlington

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
$583 nightly
The price is $641
Dec 13 - Dec 14
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
TV
Florida Mountain Log Cabin

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
$316 nightly
The price is $339
Dec 21 - Dec 22
Total with taxes and fees
Florida Mountain Log Cabin
Fridge, microwave, oven, stovetop
FaLL Western Mass Getaway-Airhockey-Firepit

Vacation Home in Colrain

FaLL Western Mass Getaway-Airhockey-Firepit
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
$591 nightly
The price is $660
Dec 13 - Dec 14
Total with taxes and fees
FaLL Western Mass Getaway-Airhockey-Firepit
Exterior
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Vacation Home in Whitingham

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
$531 nightly
The price is $595
Dec 14 - Dec 15
Total with taxes and fees
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Exterior
The Greylock Cabin

Vacation Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
$344 nightly
The price is $370
Dec 15 - Dec 16
Total with taxes and fees
The Greylock Cabin
Outdoor dining
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Vacation Home in Pittsfield

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
$433 nightly
The price is $484
Dec 14 - Dec 15
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Interior
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Vacation Home in Dover

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay."
United States
Anonymous traveler
$557 nightly
The price is $630
Dec 15 - Dec 16
Total with taxes and fees
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Dining
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Vacation Home in Wilmington

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
10.0 out of 10, Exceptional, (17)
"Great place!"
United States
Jack & Heather G.
$583 nightly
The price is $623
Dec 17 - Dec 18
Total with taxes and fees
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Exterior
North Getaway Cottage

Vacation Home in Williamstown

North Getaway Cottage
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
$432 nightly
The price is $483
Dec 13 - Dec 14
Total with taxes and fees
North Getaway Cottage
Interior
Bear Pass - Mountain View by RedAwning

Vacation Home in Sunderland

Bear Pass - Mountain View by RedAwning
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
$599 nightly
The price is $671
Dec 13 - Dec 14
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
Property grounds
Riverbend Berkshire East Basecamp - 3 bedrooms available

Vacation Home in Charlemont

Riverbend Berkshire East Basecamp - 3 bedrooms available
$368 nightly
The price is $411
Dec 13 - Dec 14
Total with taxes and fees
Riverbend Berkshire East Basecamp - 3 bedrooms available
Smart TV, fireplace, video games, DVD player
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Vacation Home in Wilmington

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
10.0 out of 10, Exceptional, (52)
"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"
United States
Olivia R.
$664 nightly
The price is $750
Dec 15 - Dec 16
Total with taxes and fees
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Exterior
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Vacation Home in Wilmington

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
$674 nightly
The price is $684
Dec 16 - Dec 17
Total with taxes and fees
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Pool
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Vacation Home in Hancock

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.8 out of 10, Exceptional, (72)
"We had a wonderful stay, thank you! "
United States
Gary L.
$492 nightly
The price is $550
Dec 15 - Dec 16
Total with taxes and fees
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
TV, fireplace
Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow

Vacation Home in Dover

Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow
2.0 star property
9.0 out of 10, Wonderful, (2)
"Weekend stay.Clean, comfortable, well equipped. Was as advertised.I would stay there again"
United States
Noah K.
$676 nightly
The price is $746
Jan 5 - Jan 6, 2026
Total with taxes and fees
Pet Friendly Ski House, Game Rm, 4 Mins to Mt Snow
Exterior
Two Brooks Lodge

Vacation Home in Bennington

Two Brooks Lodge
3.0 star property
4.8 out of 10, (3)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
$240 nightly
The price is $250
Dec 14 - Dec 15
Total with taxes and fees
Two Brooks Lodge
Dining
Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft

Vacation Home in Dover

Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft
10.0 out of 10, Exceptional, (20)
"Super nice place (very clean and modern) in a quiet area."
United States
Pete N.
$509 nightly
The price is $575
Dec 15 - Dec 16
Total with taxes and fees
Modern Mount Snow Gnarvana - Walk to Lodge & Lifts, Balcony, Loft
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

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 4 days ago
The Williams Inn

Find out more about Stamford

Stamford Vacation Homes information

Number of reviews
399
Accommodation
444 Vacation Homes
Lowest Price
$250
Highest Price
$750

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