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Stamford Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Stamford vacation rentals

Exterior

1. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is ￥12,777
￥24,910 total
includes taxes & fees
Aug 6 - Aug 7
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Property grounds

2. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful area and views of mountains, very gracious host "
United States
Donna E.
The price is ￥29,450
￥53,600 total
includes taxes & fees
Aug 11 - Aug 12
Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Lobby

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,503 reviews)
"I have been visiting this property for years and it is always great. Can’t beat it after a few days of adventure in the Berkshires"
United States
Brooks
The price is ￥14,670
￥18,117 total
includes taxes & fees
Aug 19 - Aug 20
Vacation Village in the Berkshires
Exterior

4. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful cabin in a beautiful location. Host is amazing, very responsive. "
United States
Anonymous traveler
The price is ￥43,858
￥72,827 total
includes taxes & fees
Aug 25 - Aug 26
The Greylock Cabin
Interior

5. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
10.0 out of 10, Exceptional, (1 review)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is ￥24,134
￥43,874 total
includes taxes & fees
Aug 11 - Aug 12
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Dining

6. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ￥53,024
￥104,184 total
includes taxes & fees
Aug 9 - Aug 10
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Outdoor dining

7. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (18 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is ￥22,084
￥46,497 total
includes taxes & fees
Aug 27 - Aug 28
New Studio In Town, By the Water
Outdoor dining

8. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (14 reviews)
"Location was very good-close to campus. Host was responsive. Accommodations were just right"
United States
Dan R.
The price is ￥22,025
￥48,335 total
includes taxes & fees
Aug 6 - Aug 7
2-Bdr Apt In Town, By the Water
Exterior

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

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Bennington
8.6 out of 10, Excellent, (35 reviews)
"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.
The price is ￥28,551
￥60,515 total
includes taxes & fees
Aug 13 - Aug 14
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Dining

10. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (6 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is ￥18,314
￥32,525 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Home in Pownal VT
Exterior

11. Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"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
The price is ￥26,980
￥70,421 total
includes taxes & fees
Aug 13 - Aug 14
Two Brooks Lodge
Exterior

12. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥62,928
￥94,191 total
includes taxes & fees
Aug 21 - Aug 22
Bear Creek Cabin
Outdoor dining

13. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (9 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is ￥22,811
￥48,511 total
includes taxes & fees
Aug 31 - Sep 1
Downtown | Waterfront | Walk to Shops
Coffee/tea maker, fridge, microwave, stovetop

14. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
9.8 out of 10, Exceptional, (7 reviews)
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
United States
Nicole H.
The price is ￥70,369
￥124,273 total
includes taxes & fees
Sep 1 - Sep 2
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Exterior

15. Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is ￥29,971
￥64,308 total
includes taxes & fees
Aug 31 - Sep 1
Perfect for a peaceful get away in clean fresh Vermont air!
Living area

16. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (14 reviews)
"Our stay was beautiful! The check in process was super easy and the building was easy to access. The apartment was very clean and it was a lovely stay."
United States
Margaret C.
The price is ￥22,811
￥44,107 total
includes taxes & fees
Sep 1 - Sep 2
Penthouse Apartment on Park Street
Exterior

17. North Getaway Cottage

North Getaway Cottage
Williamstown
8.8 out of 10, Excellent, (27 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is ￥35,492
￥74,708 total
includes taxes & fees
Aug 31 - Sep 1
North Getaway Cottage
Coffee/tea maker, fridge, microwave, oven

18. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (110 reviews)
"This is the third time we’ve stayed at this lovely home and it’s always a treat! Very clean, with a Well stocked kitchen, comfy beds and huge back yard plus a fenced in portion, your dog will love-close to Bennington and walking trails with lots to do. A home away from home! "
United States
Anita T.
The price is ￥29,671
￥61,823 total
includes taxes & fees
Aug 6 - Aug 7
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
House (3 Bedrooms) | Front of property

19. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is ￥27,605
￥68,572 total
includes taxes & fees
Aug 11 - Aug 12
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
TV, fireplace, books

20. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is ￥56,635
￥212,453 total
includes taxes & fees
Aug 9 - Aug 10
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
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

Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"This was a beautiful boutique hotel and the innkeepers were wonderful. All of our needs were met and we loved our view!"
Grace 1-night trip
Posted 18 hours ago
Inn At Mount Snow

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

Frequently asked questions

Can I find a vacation rental in Stamford?

Yes, there are vacation rentals near the most popular attractions in Stamford, or you can select a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Stamford?

Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown: This vacation home rental outside of Stamford offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Stamford?

Expedia has 4 vacation rentals for your stay in Stamford.

What’s there to see and do in Stamford?

While exploring the area, visit family-friendly sights like Hopkins Observatory, 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 vacation rental in Stamford like?

Vacation rentals are private accommodations you can reserve for several days or longer in Stamford. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.