Bennington Vacation Rentals from $206: Search Short-Term Rentals

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Our top choices for Bennington vacation rentals

1. Peaceful getaway at birds of a feather

Shaftsbury

Aidan K.

$229 nightly

Aug 30 - Aug 31

Total with taxes and fees

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

$436 nightly

Aug 13 - Aug 14

Total with taxes and fees

3. Cozy Home in Pownal VT

Pownal

Jess M.

$184 nightly

Aug 9 - Aug 10

Total with taxes and fees

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

Bennington

Malika R.

$353 nightly

Aug 13 - Aug 14

Total with taxes and fees

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

Woodford

Karissa A.

$361 nightly

Aug 25 - Aug 26

Total with taxes and fees

6. Long Trail House at Stratton Mountain Resort

Stratton

William

$308 nightly

Aug 13 - Aug 14

Total with taxes and fees

7. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

$229 nightly

Aug 10 - Aug 11

Total with taxes and fees

8. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton

eric m.

$280 nightly

Aug 10 - Aug 11

Total with taxes and fees

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Top Bennington Hotel Reviews

Knotty Pine

10/10 Excellent

"A very nice roadside motel with helpful staff. Good restaurants nearby."

Starlight Inn

10/10 Excellent

"Nice quite place to stay the night. No second floor, so there was no chance of being disturbed by people walking above you. Clean room, including the bathroom. I liked that it had a mini fridge so we could put food in it that we brought with us. There was also a separate freezer where I refroze my ice packs over night. Very handy. I didn't have any food to reheat, but if I had, the microwave would have come in handy. I did use the coffee pot for coffee in the morning. I took off a star because honestly, the bed could have been better. It creaked when you moved, and the mattress was kinda hard. My daughter thought the same. I slept on top of the comforter so I had more cushioning. I was tired, so I slept about 10 solid hours, then woke up to my back hurting a lot. I got up and took tylenol, and moving around making coffee helped relieve the stiffness in my back. The proprietors were nice people. I guess the motel is owned by a family. The price for the room was fair for my small travel budget. Overall I would recommend this motel for a short stay. Just bring a mattress topper if you have one, and maybe extra soft blankets to sleep on."

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

10/10 Excellent

"The property is lovely and has all the needed items for a short or long stay. Comfortable beds, a kitchen that could be used to make gourmet meals, and a gorgeous bathroom with a wonderful soaking tub. The location is convenient - right in downtown Bennington - and the shop below is the property owners’ and is filled with great food and drink. We really enjoyed our time here."

Find out more about Bennington

Everything you need to know about Bennington 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 Bennington 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 Bennington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bennington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. 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 Bennington 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 $206 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 Bennington rentals

At Expedia, we put the best Bennington 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 Bennington 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 Bennington 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 Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Bennington

Frequently asked questions

Can I find a vacation rental in Bennington?

Yes, we have vacation rentals in Bennington close to Bennington Center for the Arts, or you can select a more remote option if you'd like a relaxing place to stay. Tourists who visit Bennington speak highly of the ski slopes and array of shops. While you're in the area, you can also enjoy the majestic mountain landscape and museums.

What are some of the best vacation rentals in Bennington?

Riverfront 2-bedroom house tons of light, AC, deck & patio Sleeps 8 Pet Friendly: Visitors like this Bennington vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals will I find in Bennington?

With 15 Expedia vacation rentals, you're sure to find just the right place for your Bennington stay.

What’s there to see and do in Bennington?

Enjoy the outdoors at Green Mountain National Forest and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Center for the Arts are other places worth a visit.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Bennington. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.

Room 1

Check prices for these dates

Our top choices for Bennington vacation rentals

1. Peaceful getaway at birds of a feather

2. Two Brooks Lodge

3. Cozy Home in Pownal VT

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

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

6. Long Trail House at Stratton Mountain Resort

7. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

8. Lovely ski-in/out condo steps from ski lift with trails and amazing views

9. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

10. Spacious apartment in beautiful, historic Arlington VT

11. Cozy Bromley Retreat

12. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

13. Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

14. Long Trail House South Wing 2B2B Condo

15. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

16. Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

17. The Birchwood Cabin - Stunning Mountain Views

18. Historic Home with Colonial Charm in Manchester

19. Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

20. New! Vermont Getaway! Stratton - close to skiing!

Find vacation rentals that suit your style

Top Bennington Hotel Reviews

Knotty Pine

Bennington Motor Inn

Harwood Hill Motel

Hotel Vervana, Trademark Collection by Wyndham

Charming 2-bedroom apartment in superb Bennington with WiFi

New Englander Inn Bennington

The Four Chimneys Inn

Starlight Inn

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Find out more about Bennington

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