Bennington Cottages

A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Our top choices for Bennington cottages

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

Woodford

Karissa A.

includes taxes & fees

22 Aug - 23 Aug

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Stratton

includes taxes & fees

30 July - 31 July

Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish

Mark G.

includes taxes & fees

27 July - 28 July

Comfy Cottage with Private Hot Tub in Historic East Poultney

Poultney

Karen C.

includes taxes & fees

27 July - 28 July

Hilltop Cottage

Argyle

Anna Z.

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

includes taxes & fees

27 July - 28 July

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow

includes taxes & fees

27 July - 28 July

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Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"The lady who checked us in was nice and very helpful, the room was perfectly clean, beds made. Seen a few people staying there with their dogs, the parking lot has alot of spaces available and there's a vending machine for drinks and snacks in the lobby. They also have breakfast between 7:00am-10:00am it's not the best but it's still good and filling!"

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."

Mountain Sanctuary Dome Rustic Solitude 5BR

10/10 Excellent

"We entered the house in awe. It has inspiring architecture, thriving house plants, great set of games and a cute bathtub with a gorgeous view. Walls are paper thin, so we had to be careful with noise. It's located in the idyllic hill of a mountain. A beautiful swimming hole nearby, and scenic views all around."

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