Family-friendly holiday rentals in Chesterfield

Absolutely perfect house for the bachelorette party of 10 girls!! It was clean, cozy, spacious, and close to all Stowe has to offer! It slept all 10 adults very comfortably, the fireplace in the living room was lovely, the front porch was so comfortable and a great spot to gather on while some were in the hot tub! Massive driveway, plenty of parking, house was fully stocked with towels and kitchen appliances. We got a ton of snow while we were there and Ryan shoveled our porch and plowed the driveway! The decor and lights throughout the space were beautiful, so welcoming and inviting. We had the best weekend and can’t wait to come back!

We loved this cabin! Everything was updated but felt cozy and has an authentic Adirondack feel. The hot tub was a hit after long ski days and the beds were very comfortable. Stacy is a great host and this is an awesome home!

Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.

An incredibly beautiful home! It was spacious, clean and had everything we needed. Doug is a fantastic host. We asked if we could get some firewood and within ten minutes he brought some to the house for us. He even installed a baby gate at the top of the stairs so our little guy was safe. This is by far one of our favorite rentals in Wilmington. We are looking forward to coming back soon!

Our stay at Canary Cabin was truly wonderful! It’s a perfect private location that is close to town and anything you may need! The place was clean and so many details made it cozy and comfortable. The kitchenette was perfect for a small breakfast and dinner. The hot tub was the best way to end the day. Thank you Amy for your hospitality! We will be back!

Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend

Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)

Home now after a couple days at the cabin. Feeling fully rested and can’t express enough how much we needed this getaway. Ago and Marty go above and beyond to make you feel comfortable and provide you with everything you could need to relax and have a great time. We will be coming back here. Hopefully soon.

The house was cheerful and pristine. It was well stocked and the linens & bedding were great quality. The house size was perfect for 5 or 6 people and we enjoyed it immensely. The house was very clean and well kept. There was a nice outside deck area with a fire pit and chairs, and we found it very pleasant.

Our second stay at Fox Hollow. Great location next to town. Beds and baths worked well for us. Access to trails and sledding out the back of the property was great. The front porch puts you in a special place and mood. J

Joe’s Cabin was a perfect space for our family! Long driveway was perfect for sledding with our 3 year old, we felt like we were in the middle of nowhere yet so close to the main street in lake placid. Skiing was great and not a far drive from whiteface either. Amazing views out of the living room windows of the mountains in the distance. Snowed every day we were there and there was a snowplow that always made his way down the road and driveway. Joe was a great host and very accommodating. Loved being able to bring our dog with us as well!

Had a great week at Chad’s property. Felt right at home and had all of the amenities we needed for our family and dog. Close to downtown, plenty of space, clean and he was very easy to communicate with and fast to respond. Appreciate it!

We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!

Ian’s place was a dream. Such a beautiful spot and cozy cabin. I mean, you couldn’t ask for a more beautiful view. We even saw an otter out on the shore! Quiet, peaceful, beautiful. Any nature lover’s dream plus close enough to the city to go see and do. I would 100% stay here again.

We had a wonderful stay. The apartment was perfect for 4 people and a dog for a weekend trip. Having a place right down the stairs to take the dog to use the bathroom made it much more convenient than a hotel. We spent most our weekend outside or exploring downtown Lake Placid which was just a few minutes away so the location was perfect. The apartment was clean and well maintained.

Erinn was very polite and helpful. The place was clean and was exactly as advertised. Great location, walking distance from bars, restaurants, and the city plaza. Overall a great experience from the quality of the apartment to communication with host, as well as a great location in the city. Would definitely stay again if I was going back!

Our family had a great time at the Topnotch Resorts. The unit was cozy and clean with everything we needed. It was great to have access to a washer and dryer to throw in the ski clothes from the day. The indoor pool and hot tub facility was beautiful with fresh towels available and and a family changing area. The outdoor pool and hot tub were also awesome with a view of the mountains in the background. Kelly at the front desk was a complete pleasure to work with. She answered all of our questions promptly and went above and beyond to help us and made sure our stay was amazing. We will be back!

I keep coming back as it is a great place, everything is top notch and the hosts are such good people. Highly recommend it if you want a perfect get away

great place close to Stowe.

My husband and I stayed here to do a few days of spring skiing at Sugarbush. The location is perfect, a short walk to the slopes when there's snow. Two-minute drive to resort if snow is sparse. Sugarbush is a huge resort and has many options for all skills of skiing. The condo was spotless and had a full kitchen with plenty of pots and pans, etc. It was very comfortable and also had a selection of books and games to choose from. Host was very responsive and gave perfect instructions. Thank you!

PERFECT winter getaway! The location was amazing…our room had a wonderful view of the mountain, pool and hot tub. The resort itself was beautiful-great staff! Nice shops, excellent dining and bars! And, of course-snowboarding! Will definitely return! Can’t say enough about Stowe Mountain Resort! AWESOME!

Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

We love our stay. Kitchen was well stocked which made cooking easy. Bathrooms were spotless. Kids loved the games. TVs were huge and we enjoyed watching movies after a long day skiing. Very convenient to ski Stowe. The pool, hot tub and sauna at the community center were great!

We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.