Stamford Vacation Rentals from $118: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Stamford vacation rentals

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

Stamford

Donna E.

$308 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

North Adams

Ruthie K.

$178 nightly

Sep 1 - Sep 2

Total with taxes and fees

3. 2-Bdr Apt In Town, By the Water

Williamstown

Thomas

$263 nightly

Sep 15 - Sep 16

Total with taxes and fees

4. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

$434 nightly

Sep 9 - Sep 10

Total with taxes and fees

5. New Studio In Town, By the Water

Williamstown

Lydia J.

$252 nightly

Sep 13 - Sep 14

Total with taxes and fees

6. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

$294 nightly

Sep 13 - Sep 14

Total with taxes and fees

7. Downtown | Waterfront | Walk to Shops

Williamstown

Michael P.

$249 nightly

Sep 14 - Sep 15

Total with taxes and fees

8. Cozy Home in Pownal VT

Pownal

Jess M.

$174 nightly

Sep 13 - Sep 14

Total with taxes and fees

9. 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

$377 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Woodford

Adam a.

11. Vacation Village in the Berkshires

Williamstown

Alex

$106 nightly

Sep 28 - Sep 29

Total with taxes and fees

12. The Greylock Cabin

Florida

Margaret M.

$460 nightly

Sep 23 - Sep 24

Total with taxes and fees

13. Penthouse Apartment on Park Street

Adams

Margaret C.

$252 nightly

Sep 2 - Sep 3

Total with taxes and fees

14. Huttopia Berkshires

Williamstown

GEORGINA

$96 nightly

Sep 14 - Sep 15

Total with taxes and fees

15. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

$268 nightly

Sep 1 - Sep 2

Total with taxes and fees

16. Peaceful getaway at birds of a feather

Shaftsbury

Aidan K.

$236 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Williamstown

Michelle B.

$560 nightly

Sep 15 - Sep 16

Total with taxes and fees

18. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

Jonathan

$466 nightly

Sep 1 - Sep 2

Total with taxes and fees

19. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

Maura D.

$230 nightly

Sep 1 - Sep 2

Total with taxes and fees

20. Bear Creek Cabin

Charlemont

Hillary S.

$543 nightly

Sep 10 - Sep 11

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Stamford Hotel Reviews

Williamstown Motel

10/10 Excellent

"Excellent service, excellent stay."

Willows Motel Williamstown

10/10 Excellent

"Our one-night stay at Willows Motel was very pleasant. The staff/managers/owners were friendly and helpful, our room was comfortable and clean. We were easily able to control the temperature with up-to-date air conditioning. The free continental breakfast was healthy and generous, including a plentiful assortment of fruits, nuts, dates, etc. to accompany the cereal, breads, bagels, etc. We also appreciated the well-kept small garden areas around the property. We would choose the Willows Motel again if we are staying in the Williamstown area."

The Porches Inn at Mass MoCA

8/10 Good

"The property is on a busy road. I was glad I asked for a room on the backside of the property. It was disappointing to find there was no coffeemaker in the room. Breakfast was good. There was quite a variety of items. They had coffee, but no decaf coffee. A staff member suggested diluting the regular coffee with water. When you can’t have caffeine that’s not an option. I was glad we stayed there but probably wouldn’t go back."

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

Find out more about Stamford

Everything you need to know about Stamford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stamford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stamford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stamford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stamford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stamford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stamford rentals

At Expedia, we put the best Stamford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stamford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stamford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stamford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Bright three-level home with water views, jetted tub, firepit, and pool table: This vacation home rental outside of Stamford is located in the mountains and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the pool table in this rental home to help you unwind.

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

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Stamford vacation rentals

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

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

3. 2-Bdr Apt In Town, By the Water

4. A roomy remodeled retreat close to MassMoCA

5. New Studio In Town, By the Water

6. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

7. Downtown | Waterfront | Walk to Shops

8. Cozy Home in Pownal VT

9. Two Brooks Lodge

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

11. Vacation Village in the Berkshires

12. The Greylock Cabin

13. Penthouse Apartment on Park Street

14. Huttopia Berkshires

15. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

16. Peaceful getaway at birds of a feather

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

18. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

19. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

20. Bear Creek Cabin

Find vacation rentals that suit your style

Top Stamford Hotel Reviews

Williamstown Motel

Willows Motel Williamstown

Jiminy Peak Mountain Resort

Knotty Pine

The White House Inn

Cozy Corner Motel

Hotel Vervana, Trademark Collection by Wyndham

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

Find out more about Stamford

Frequently asked questions

Go further with the Expedia app