Stamford Holiday Rentals - Holiday Homes in Stamford

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Our top choices for Stamford vacation rentals

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Williamstown

Sarah

P7,341 total

includes taxes & fees

Sep 21 - Sep 22

A red house with a porch, surrounded by a grassy yard and trees.

2. Two Brooks Lodge

Bennington

"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...

Hunter

P25,631 total

includes taxes & fees

Sep 13 - Sep 14

A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

3. Spacious Vermont Farmhouse 3 Mi to Mount Snow

West Dover

P50,454 total

includes taxes & fees

Sep 30 - Oct 1

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Top Stamford Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Always a great stay at. Vacation Villages"

Inn At Mount Snow

10/10 Excellent

"We had an exceptional stay. They have thought of everything to make your stay relaxing and enjoyable. They go above and beyond to make the place inviting and all the attention to details of a comfortable experience. It was like a relaxed home environment with many areas to relax, the breakfast is an elevated continental breakfast again well thought out. The common areas are comfortable and relaxing. The place is exceptionally clean and beds were so comfortable. We will stay again when in the area. Thank you for the recharge we needed and for going above and beyond to make your place an exceptional stay."

Jiminy Peak Mountain Resort

10/10 Excellent

"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"

Hideaway Inn Mt. Snow

10/10 Excellent

"This was the perfect long weekend get away. The property was fairly quiet given it was the off season. Phone check-in and check-out was lovely, and if you don’t enjoy standard hotel check-in lines, it’s even better. The pool and hot tub were beautiful, and while we didn’t use them, they were very clean. It is a very pet friendly place, but doesn’t smell of animals, and there’s no sign of them (unless you meet one in the hallway). The always available hot chocolate and coffee machine was AMAZING! Highly recommend the hot chocolate. We only saw the cleaner once in passing (they don’t go in your room while you’re there), and she was so nice! There’s also extra supplies for you in the main hall closet should you need them (extra towels, tooth brushes, etc.). It truly felt like a home away from home. The only “downside” is that the walls are a bit thin so you can kind of hear what your neighbors are doing if they’re being rowdy, but that’s more managing personal volume levels. 10/10, we’ll definitely stay again!"

Find out more about Stamford

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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.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stamford vacation rentals

1. Vacation Village in the Berkshires

2. Two Brooks Lodge

3. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Find vacation rentals that suit your style

Top Stamford Hotel Reviews

Vacation Village in the Berkshires

Inn At Mount Snow

Willows Motel Williamstown

The Porches Inn at Mass MoCA

Williamstown Motel

The Williams Inn

Jiminy Peak Mountain Resort

Cozy Corner Motel

Hideaway Inn Mt. Snow

Find out more about Stamford

Frequently asked questions

Go further with the Expedia app

Stamford Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stamford vacation rentals

1. Vacation Village in the Berkshires

2. Two Brooks Lodge

3. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Find vacation rentals that suit your style

Top Stamford Hotel Reviews

Vacation Village in the Berkshires

Find out more about Stamford

Frequently asked questions

Go further with the Expedia app