Family-friendly holiday rentals in Caledonia County

we had a great time during our stay. we had a large group on a ski trip and there was plenty of space for everyone to sleep and spread out. the caretaker Cathy was super nice and had farm fresh eggs and homemade baked bread waiting for us on arrival. everyone enjoyed seeing the different farm animals around.

The apartment was great! So much space, lovely walkable location, and clean and easy to enjoy. Would definitely stay again!!

The Dome is exactly what I look for in a rental — cozy, charming, and full of nostalgia. You can tell that it has been cared for and has made a lot of memories for the lucky folks who have stayed here. With two wood stoves, a hot tub, an old DVD collection, and board games, every corner is something to explore. It’s the perfect mix of comfort and character, making it easy to unwind and feel at home. Annique was very responsive and a great host, we can’t wait to come back!

We had the most magnificent view of Willoughby Notch. Carl needs to showcase that more. The place was very comfortable, and Carl was easily reachable if we had any questions.

Amazing place. Perfect personal touches, with grinder coffee, bread, jam and infinite amounts of tea.

I cannot emphasize enough how beautiful and peaceful it was! The gardens were so pretty and the sounds of the creek were so peaceful. It’s off the beaten path but in the best way, and was still very easy to find despite being down from gravel roads. The beds were more comfortable than the average Airbnb for sure, I struggled a bit with the pillows but I’m a very picky pillow person so not a knock against anyone (and still better than the average Airbnb again). The kitchen was super well stocked too!

We had an amazing stay! The loft is located right by the river and in a very quiet area away from all human noises 🙃 (exactly what we were looking for). I would love to come back in the summer to take the boats out in the river!

We had a lovely and relaxing stay. The cabin and surrounding property are beautiful, and Evangelyn was a wonderful host. If you’re looking for a peaceful, “home away from home” getaway, this is just the place.

The cottage was cozy and peaceful, perfect for a winter weekend getaway! There was about 3 to 4 feet of snow on the ground but the stove kept the cottage nice and warm. The area was beautiful and we had a great time! We highly recommend staying here if you're visiting northern Vermont!

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

Second time staying at this property as it is truly incredible. We love the lake and trails and general privacy experienced at the camp. Cabins are well appointed and comfortable. This is a good escape destination as WiFi is not reliable. Additionally power and water went out for almost a full day which is common for the area but I would recommend this property add a generator for these situations at its premium price point. All that said certainly recommend and will be back to this gem!

This rental was lovely and welcoming. It was well appointed and easy to be at home. I appreciated the art on the walls. It was very cold when we visited and flannel sheets on the bed made it very comfortable. We look forward to staying again during mountain bike season.

We Stayed at James and Nella's place for the second year in a row. It is a cozy old farmhouse with a spectacular view. We are Nordic skiers and this was 15 minutes from Craftsbury outdoor center. James and Nella are great hosts. We found them to be very responsive.

Beautiful, cozy, and well stocked cabin with the most amazing lake view. Kim and Rich were super friendly and accommodating. Would definitely stay here again when I'm back in the area.

Highly recommend this place. Extremely welcoming and sparkling clean. So many windows let in beautiful natural light. Very comfortable bed. So pristine and relaxing.

Everything was great! Sue was very easy to communicate with and everything was as described!

We loved our stay at Joan’s place. It was cozy, comfortable, and in a great location. Joan and Bill were super friendly and helpful.

My wife and I stayed at the cabin for a few days with our dog in mid March. It is a really remote location that has beautiful views and beautiful grounds. We enjoyed the fireplace and wood stove, kitchen was perfect for cooking in and the beds were comfortable. We had not felt as relaxed as we were in a long time, it’s the ultimate place to unplug and reset. One day we would love to come back. Thank you for the pleasure of staying at your cabin in Vermont

comfortable and well appointed with a lovely view. Very toddler friendly, including toys and a pack & play.

Great place to stay, beautiful area, and delicious breakfast!

Even more beautiful than in the photos. We were a group of 10 (6 adults, 4 18 year olds). We hiked the trails around the property (very pretty) and did a couple of local hikes as well. Spent part of a day at the shops in Littleton. Kristin is a friendly, responsive and generous host. We had a glitch with our reservation—my error—and she worked to accommodate us and all worked out well. As others have suggested, there is plenty of space for sleeping even though there aren’t a lot of actual bedrooms. The privacy screens work well, and there is so much room that it was not an issue. Highly recommend!

Kathy's place was absolutely lovely. A perfect hiding spot on the water with all of the beautiful options at the Craftsbury Outdoor center. Can't wait to come back!

The house is in very good condition, well-kept, and all the amenities one could need. The location was easy to access. And Paul was a very accommodating host.

Jennifer's place was private, peaceful, and charming—the perfect place for a getaway. We loved the rural setting and views, and the interior was so artfully matched to its context, a lovingly restored barn. A very special place!