Family-friendly holiday rentals in Orange County

Quaint and adorable, private spot! Communicative and helpful host. Saw a beautiful rainbow, enjoyed the nature vibe

I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!

Once you get off the highway you’re met with zero wireless data and zero WiFi. The directions are very accurate. Pulling in you can see a well kept main home and Jonathan was quick to meet me as I exited the car. We talked for a bit before making the trek to the lower yurt. The climb down was interesting only because I had come from 75 degree weather (I was wearing flip flops) and it has just rained quite heavily. This also made dragging a full cooler through a muddy path entertaining. I made it to the yurt and I found it very charming. Just enough space for two people, plenty for just me. I put my things down, stripped off the muddy flip flops (bring baby wipes!!) and instantly flopped on the very cozy bed and took a nap. The only sounds were that of nature. The amenities were perfect for what you would need. A little propane stove, clean running water out back and a very efficient and warm wood burning stove. The night was perfect and just what I needed to detach. 10/10.

A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.

Wonderful and unique place to stay in the beauty of Vermont.

Bob's place is spacious and preserves a sense of its rustic American heritage ca. 1895. Just what we were looking for. We'd rented it with a view to having more people travel with us from London, Ontario - I think it could comfortably sleep 12. As it was, three of us came, but no worries - my son and I are musicians, and were able to practice at opposite ends of the upstairs and not hear each other, nor disturb my wife downstairs. The downstairs bathroom is really luxurious, as the shower also doubles as a steam room. The fireplace and wood stove kept the place nice and warm (not that it was cold outside during our stay), and the beds have big down comforters as well. We couldn't imagine being chilly no matter the weather. We'd initially planned to ski all week at Killington, but the weather was a bit warm and rainy, so we skied only on Tuesday. We spent the rest of our time hiking in the hills in the area. There is no end of hiking trails. Due to a misinterpretation of the AirBnB site for Bob's place, which somehow made it through their filters as dog-friendly, we surprised Bob with our huge St. Bernard - I guess only part of the property is meant to be dog friendly (?). However, Bob was cool about it and accommodated us. Still, for future reference, if you intend on travelling with a dog, you should OK it with Bob first. Joseph Smith's birthplace is very close at hand, in South Royalton. We visited this outstanding historical site on our last night. It was beautifully lit up for Christmas, and featured an interesting art display in one building, cookies and cider in the other, and of course friendly and informative people in both buildings. Altogether, if you're looking for a peaceful, beautiful and huge old home for a family reunion over the holidays, you could not do better than Bob's place.

My daughter and I loved Bonna’s place ! It was so peaceful and relaxing. We were completely surrounded by nature. The location was perfect, my daughter was riding at the Huntington Horse Farm, it was a quick drive from the yurt. Bonna was very quick to answer all of my questions. and was super flexible with check in and departure. We were lucky to meet her on our last night, it was wonderful to talk about how her space came to be what it is today. The yurt was a perfect little get away for us. We cannot wait to go back next time we are in the area. I loved exploring this part of Vermont, Bonna’s property is a magical place.

This cottage has to be one of the most charming, peaceful places I've stayed. The cottage is up on its own little hill, surrounded by blueberries, peonies and at night, fireflies. Caroline was flexible with our check-in and met us as soon as we got in to show us around. We came up for four nights in June with our dog, who loved having room to explore off leash. The cottage itself had everything we needed. The outdoor shower is a really nice touch, especially on a summer night. We also really appreciated little touches like two chargeable fans for warmer days/evenings, and little vases of flowers everywhere-- including in the clean, composting outhouse. Really amazing what they have managed to do on just solar power plus a couple propane appliances!! Nothing but good things to say about Caroline, Derek and their cottage.

Terrific host, ran into Annette a few times on the property as we went about our days. Very friendly, offered help and resources but respected our space and schedule. Came out to check that our car did okay in the snow before we checked out. Can’t ask for a better experience!

Our family had an amazing time. The yard was perfect for us. Kids loved the bikes and yard games. We really enjoyed the riverfront access and loved spending time out on the boats. Sunset while having a campfire was So beautiful. Inside was equally amazing. The house was fully stocked with everything we could need. There was more than enough space for us to spread out. We mostly cooked and stayed at the house and loved the open concept and big table. Can’t say enough, we are grateful for our time!!

Perfect base location for hiking in NH and VT in a peaceful, secluded campground. The view on the porch cannot be beat. Cabin had everything we needed plus wifi to get a little work done. Host is very responsive, cabin is very clean.

We had a great stay at Dawnside! We stayed busy our entire stay even with rain. We spent a lot of time staying at the house in which we were easily entertained with plenty to do, there was a great kitchen and plenty of games to keep the kids busy! We found a scenic hike up a mountain a few minutes up the road with great views. Overall our stay at Dawnside was a great experience and I would recommend the stay to others!

I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!

Once you get off the highway you’re met with zero wireless data and zero WiFi. The directions are very accurate. Pulling in you can see a well kept main home and Jonathan was quick to meet me as I exited the car. We talked for a bit before making the trek to the lower yurt. The climb down was interesting only because I had come from 75 degree weather (I was wearing flip flops) and it has just rained quite heavily. This also made dragging a full cooler through a muddy path entertaining. I made it to the yurt and I found it very charming. Just enough space for two people, plenty for just me. I put my things down, stripped off the muddy flip flops (bring baby wipes!!) and instantly flopped on the very cozy bed and took a nap. The only sounds were that of nature. The amenities were perfect for what you would need. A little propane stove, clean running water out back and a very efficient and warm wood burning stove. The night was perfect and just what I needed to detach. 10/10.

Keita's home was beautiful! right next to the river and very peaceful. The space was cozy and perfect for a getaway.

Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!