Family-friendly vacation rentals in Bennington

Nice place thanks Mike

We were very please with the stay. We had a wonderful family time. We felt very comfortable in their home

Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.

We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.

Our time at Eric’s chalet was amazing. The place was beautiful, peaceful, and extremely well maintained. It was perfect for a relaxing weekend getaway. We were in town for a wedding a few towns over, and coming back to this cozy spot after a night of celebrating was just what we needed. Eric was a super accommodating host. We had a family emergency that delayed our arrival, and he kindly gave us a few extra hours at checkout, which we truly appreciated. The home was exactly as pictured and very clean, with thoughtful touches throughout. The kitchen had everything we needed, and we loved unwinding in the hot tub. The laundry was also a big plus. We have already recommended Eric’s place to friends and would absolutely stay here again. Highly recommend!

My family and I had a wonderful time! Larry is very sweet, gave us a tour, offered to help with docking our boat and even offered my husband the tools to fix the bunk on our trailer. The house is big and beautiful!! Very clean, the beds are comfortable, the kitchen has everything you need!! The hot tub is definitely a bonus as we used it everyday!! The dock was perfect, we had room for our pontoon boat and jet skis. All around the perfect place for some R&R!!! My family and I love Cossayuna Lake as we are semi local and it was our first experience with an Airbnb. Thank you Larry for sharing your home!! Highly recommend this for your next vacation!!

Cleanly kept home. Hot tub works great (though panel can be hard to read). Little bit of road noise, not bad at all. Walkable to downtown if you cross over to Maple Ave. Basement layout is a bit quirky.

My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!

Very nice people loved the small conversation we got to have love the cabin will be back next year.

Location and space worked out perfectly for our little surprise birthday party. Clean, comfortable, spacious. Charming old farmhouse.

What a beautiful space to book! All pictures are exactly as joe displayed. Joe and his team we're nothing but a first class operation, even with a short notification of our plans to stay. I would highly recommend this space or any location that Joe offers.

The house was beautiful and Rhonda was great, she was very responsive and helpful. We felt right at home and enjoyed the place more than Lake George :) , the hot tub and pool were great and i would recommend anyone coming to this area to definitely book the place if they get the chance.

Wonderful location. Easy parking. Walkable to restaurants & stores. Comfortable furnishings. Cozy bed. Nice staples - coffee filters, spices, body wash, shampoo, etc. Responsive host. Very pleased w our choice.

Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around

This is a beautiful and peaceful cottage with easy access to shops and restaurants in the area. It was perfect for a sisters weekend. Highly recommend.

If it’s available- book it! Worth every penny. First, the house is gracious with plenty of gathering space to watch TV, listen to music (lps included), work on some puzzles, or chat with your friends and family. There are even three different areas to eat. Then, we were surprised by the quiet sitting space in each bedroom as well! The host is attentive and helpful, with clear instructions to make your stay easy and enjoyable. There were toys for the little ones, and an amazing porch for morning coffee and evening wine. You can walk left down the street to a path through the fields, or turn right and see the largest Sycamore this side of the Mississippi! We had two kids graduating at UMASS Amherst and with three days of events, it was perfect, especially getting to campus on the Northeast side- if you know, you know… This big old home became the perfect setting for our family memories! Thank you!

A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!

Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.

The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

Really just a great weekend! The house was spacious and perfectly accommodated our family. Also perfect distance from town where there is tons to do. Julie was available for questions and was so easy to communicate with. We were in the area to celebrate our son’s college graduation and really could not have selected a more perfect spot!

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!

A great ski condo for a weekend away- pool/hottub/steam room are located in the same building which was great for family fun off the slopes. Ski shuttles ran frequently & very easy to catch! Gail was super responsive & a great host to communicate with!

Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.