Southern Vermont Vacation Homes

The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Our top choices for Southern Vermont holiday homes

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

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

Stratton

HK$2,033 total

includes taxes & fees

7 Sept - 8 Sept

A room with wooden walls, a window with a view of the sky and greenery, a hanging macrame wall decoration, and a vase with flowers on the windowsill.

2. Peaceful getaway at birds of a feather

Shaftsbury

Aidan K.

HK$1,948 total

includes taxes & fees

1 Sept - 2 Sept

3. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

HK$5,222 total

includes taxes & fees

26 Aug - 27 Aug

A modern two-story house with a front porch, a staircase, and a driveway.

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

Jamaica

Michael A.

HK$6,445 total

includes taxes & fees

1 Sept - 2 Sept

A pathway through a forest with autumn leaves and a wooden bridge.

5. Summer Escape Near Lakes, Trails & Mt Snow

Dover

william k.

HK$3,832 total

includes taxes & fees

26 Aug - 27 Aug

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

6. 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

HK$3,088 total

includes taxes & fees

26 Aug - 27 Aug

A two-story house with a porch, surrounded by trees and snow.

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

Bennington

Malika R.

HK$2,534 total

includes taxes & fees

26 Aug - 27 Aug

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

8. Cozy Home in Pownal VT

Pownal

Jess M.

HK$1,617 total

includes taxes & fees

30 Aug - 31 Aug

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Top Southern Vermont Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"👍"

Latchis Hotel

8/10 Good

"The room was very clean and the staff was amazing but the proximity of the hotel makes it hard to sleep in the morning. It’s at a very busy intersection, and the train comes through and blasts its horn early in the morning.It is a great place to stay, but if you want to sleep in, it’s not the right place for you."

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."

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