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Stay in this Delightful Southern Vermont Vacation Rental

Looking for a family and dog-friendly vacation rental in Southern Vermont?

Southwestern Vermont vacation rental featuring a hot tub!

This spacious barn apartment is perfect for kids and dogs, includes both a pool and a hot tub, and is conveniently located near the beautiful town of Bennington, Vermont, and the Northern Berkshires in Massachusetts.

In short, this beautifully renovated dairy barn is your perfect home-away-from-home for your next vacation in Southern Vermont.

We were fortunate enough to stay at this delightful vacation rental, even though we live just 15 minutes from the property. For us, it was a staycation, but this Pownal property is also a perfect getaway for anyone visiting Bennington or the Berkshires.

Welcome to Pownal, Vermont!

The town of Pownal isn’t really a town at all.

Nestled in the southwestern corner of Vermont, it’s a distinctly rural community, known for its beautiful Vermont landscapes and awesome recreational opportunities.

Because Pownal is located very close to the Green Mountain National Forest and is surrounded by mountains, you’ll find plenty of opportunities for hiking, mountain biking, and cross-country skiing, but it’s also just a few minutes away from world-class art museums, excellent restaurants, and unique shopping experiences.

Pownal, VT in the late fall
Pownal in late fall

Pownal’s proximity to nearby Bennington and Williamstown, Massachusetts, makes it a near-perfect destination — It has all the benefits of rural living, without being in the middle of nowhere.

I was lucky enough to escape to this perfect Southern Vermont vacation rental in Pownal for a mid-week retreat. I packed up my favorite traveling companion, Flynnie the Labrador, and headed into the hills on a Tuesday afternoon.

What followed was two days of indulgent relaxation, eating home-cooked meals, hiking the surrounding mountains, and soaking in the outdoor hot tub.

In short, it was a midweek vacation that will be pretty hard to beat in the future. To make it totally perfect, I would have shared this southern Vermont vacation rental with a few friends. Next time!

The Perfect Southern Vermont Vacation Rental

Flynn the labrador laying in front of our vacation rental in Pownal.
Flynn says welcome home!

The vacation rental I chose for this particular adventure is actually a renovated dairy barn, and when I say renovated, I really mean it!

From the outside, it looks like a barn, with gray wood siding and a gabled roof, but once you climb the spiral staircase and walk through the front door, it’s like being in another world entirely!

First of all, this place is huge — with a restaurant-worthy kitchen, a large dining area, a media room, a separate library, and beds for six people, eight if count the pull-out couch. It’s not the size that makes it special, though.

The kitchen in our Pownal vacation rental
This kitchen is amazing!

The interior has been so meticulously and thoughtfully renovated, taking what I imagine to be a wide-open space and outfitting it with the coziest and most delightful rooms you can imagine.

The furnishings are an eclectic mix of ultra-modern and rustic country, with so many lovely details, you could spend hours just wandering and taking it all in.

Here’s a little tour to give you an idea of how magical this place is!

The Inside:

The dining room of our Pownal vacation rental
The dining room is spacious and well-lit.

When you walk into the main entrance, the dining room is right in front of you. There is seating for at least eight people, with plenty of light and warmth to go around.

The kitchen is on the left, larger than any vacation-rental kitchen I’ve ever seen. It’s got a full-size gas range and oven, a separate freezer and refrigerator, and a massive butcher-block counter for meal prep.

Cooking giant family meals would not be a problem in this kitchen! In fact, spending two days cooking her for myself (and Flynn) felt like a bit of a waste.

The interior kitchen of our Southern Vermont Vacation Rental
Another view of the spacious kitchen

Next to the kitchen is the media room. This is also where the pull-out sofa is for extra guests.

This is where you relax in front of a movie after that huge, gourmet meal. There’s a large, flat-screen TV, a DVD player, and seating for the whole family. Like all of the rooms, it’s super cozy and inviting.

media/tv room in our Pownal vacation rental
The media/tv room

To get to the other rooms, you have to turn around and walk back through the kitchen and dining room.

The kids’ room is next, separated from the dining room with a temporary partition, but private enough. Two sets of bunk beds make this room perfect for up to four kids (or adults).

There are board games, twinkling lights, and beanbag chairs to delight young guests. A kid-sized table in the middle of the room is set up for drawing, with crayons and paper ready to go.

Flynn the dog lies on a dog bed in a vacation rental in Pownal VT
An interior shot featuring two sets of bunk beds surrounded by twinkling lights
The kids’ room is magical!

After exploring the kids’ room, hang a right through the open barn door into the library. The library, master bedroom, and bathroom are in a separate wing and can be partitioned off from the rest of the house by closing the sliding door. This is where I spent most of my time.

The library is exactly how I want my own library to be (someday) — there are walls and walls of books, comfy seating all around (the recliner was my favorite), and a gas-burning fireplace, which made Flynn feel right at home.

While the room is kind of dark like a library should be, there’s lots of good lighting if you need it, and these massive stained glass windows make everything feel so old, warm, and inviting.

 a cozy recliner next to a stained glass window?
a woodstove in the library
The library at our Pownal vacation rental
A few different views of the gorgeous library

Beyond the library is the master bedroom, which is actually part of the library, but partitioned off for privacy.

There is a super-comfy king bed and a little corner desk for writing. I found the room to be a little dark, but since all I did was sleep there, it was pretty much perfect.

The bathroom is right off the master bedroom. It’s huge — with lots of counter space, a washer/dryer, and a large walk-in shower. If a were vacationing with a house full of people, I probably wouldn’t love that the only bathroom was off the master bedroom, but it’s no big deal for a couple or family.

The Outside:

There’s lots of room outside too

The property is located right on route 7, which is a pretty busy road.

Although you can hear the traffic, there is a wooden fence between the yard and the road, so you can’t actually see it. The backyard is spacious, with a nice lawn for playing on.

There’s a fire pit for relaxing outdoors and a large swimming pool for summer fun. Unfortunately, I was there in the winter, so I didn’t get to enjoy the pool!

A hot tub with a view in Pownal, Vermont
Enjoying the sunset from the hot tub

On the deck outside the main entrance to the apartment, you’ll find the hot tub. It’s got seating for four, powerful jets, and water that can be heated to 104℉.

Soaking in the hot tub before dinner is a great way to pamper yourself, and even though it was cold outside, I didn’t notice. Flynn, on the other hand, would much rather relax inside by the fireplace than on the cold deck – I had to tell him that hot tubs were not for dogs.

Exploring Pownal, Vermont and the Surrounding Mountains

Me and Flynnie looking out over the view from the top of Pine Cobble in Williamstown, MA.
The view from the top of Pine Cobble in nearby Williamstown

Pownal is located in the Green Mountain National Forest and the world-famous Appalachian Trail runs along a nearby ridge.

Both the Taconic and Green Mountains surround the town, providing lots of opportunities for hiking and mountain biking. Because we did our exploring during hunting season, we stuck to trails that we knew would be relatively safe.

One of our favorite trails is Pine Cobble trail in nearby Williamstown, just 10 minutes from the rental. The trail is maintained by the Williamstown Rural Lands Foundation, and is 3.3 miles (out and back), with the potential for a longer excursion on the Appalachian Trail.

It’s a moderately difficult trail, with a gentle, but steady climb to the top. The Pine Cobble summit provides spectacular views of Mt. Greylock, North Adams, and Williamstown.

My only words of caution would be to watch for loose, jagged rocks in the trail, especially in the fall when they’re covered with leaves. Pine Cobble Trail is one of the best day hikes in the Berkshires, and is 100% recommended!

Another natural area worth exploring is the nearby South Stream Wildlife Management Area.

This is a nice spot for bird-watching, fishing, and paddling. There’s a short trail around one side of the pond and lovely views of the surrounding mountains.

While I don’t recommend exploring during hunting season (unless you’re hunting), it’s a great spot to visit all through the year. This property is located on South Stream Road, just a couple of miles from the rental.

What we Loved about our Southern Vermont Vacation Rental

  • It’s dog-friendly! We don’t always travel with our dog, but it’s a huge plus when it works out. This property welcomes dogs. They just have to be approved beforehand.
  • It’s kid-friendly! This is one of the most family-friendly vacation rentals we’ve stayed in, and you can tell that the hosts took extra care when planning the space.
  • Soaking in the hot tub was so relaxing. I know I already said that, but there is nothing like a good outdoor soak on a chilly night!
  • It’s a great deal. If you are searching for lodging in Bennington or Pownal, you will find lots of not-so-lovely motels, a Best Western, and a Hampton Inn. The two chain hotels are located in the strip-mall section of Bennington. They sleep up to four people, and they are more expensive than this vacation rental. At approximately $200 per night, this could even be considered a budget accommodation, at least by today’s standards!
  • The Gourmet Kitchen is awesome. The kitchen has all the equipment you need to cook up some serious grub. I love going out to eat (and if you need advice, leave a comment), but it was so awesome to stay in and cook for myself.

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A collage of photos from a Southern Vermont vacation rental. Text overlay: This is the Perfect Southern Vermont Vacation Rental

Tara Schatz is a freelance writer, and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers, an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, which was released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.