Family-friendly holiday rentals in Chesterfield

We highly recommend staying here! Super clean and in a peaceful community only a short drive to Wilmington and Lake Placid. Stacy, our host, was also super responsive to any questions and needs. The hot tub was a great spot to hang out and relax after a long day on the water or on the trails. We will surely be back!

We came up for a few nights to elope in the mountains with our two dogs. Meghan was so accommodating. This is our second time at this cabin but plan on making this our go to vacation spot when we come to Lake Placid!

Not sure if it was the mattress, the sheets and quilt, the pillows, the Vermont woods, Vermont fresh air, or the rain hitting the roof… maybe all of it… but, my husband and I have not slept so well in… maybe EVER! Rob’s home is super comfy and dog friendly. The hot tub is a nice feature and works wonderfully. If you are looking for a quiet, peaceful location for your visit, this hits all the marks. Sitting outside with your morning coffee is a treat. If weather doesn’t cooperate, recommend sitting in the den in front of the picture window. Our old dog truly appreciated exploring the fenced yard, and we loved allowing him off off-leash. Great place to stay!

fantastic cozy cabin vibes! Just a short drive into town. the hot tub and fire place really set it apart

Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.

We had a wonderful stay at the Monty's place -- the apartment was well stocked with many thoughtful items, the area is very peaceful and near to outdoor activities, and the hosts were friendly and responsive. Would definitely stay again! Thank you!

We really enjoyed this place! The property is beautiful. The pool looked really clean and well cared for (but we didn't have a chance to use it). The supplied linens and especially the bath towels were great. This certainly will be on our list the next time are in VT.

Wow!! Stay here!! My wife and I had a wonderful stay at the Cabin! Everything was squeaky clean, cozy, bed was super comfortable, and had everything you'd need. Hot tub was SO nice, check in was beyond easy, and Amy was a responsive and caring host. Easy five stars!!

Bob and Joan’s cabin was absolutely spectacular. Overall this place is the perfect mountain getaway! This place has all the amenities you could need, prime commute to surrounding ADK regions, and let’s not forget the breathtaking views. This place exceeded our expectations and was exactly what we needed for a get away to the mountains with the dog. Bob was an amazing host and we look forward to coming back, as well as passing along this gem to friends and family to also book with Bob & Joan!

We loved how she had breakfast items stocked for us! The beds were so comfy and the tiny house was so cute! Enjoyed our stay!

Great stay and cabin. The host was very friendly and helpful. The place was even better than the pictures. Views were unreal and very peaceful !! The house was very clean and had everything we needed. Just 1mil away you can find local stores, gas station, etc… We would definitely come back again!

We loved our stay at Cary’s place! It was so peaceful in the woods yet so close to town and all of the activities. Cary was very helpful especially with the amount of snow we got! We would definitely return!

Great place - suited are needs perfectly. Dave responded instantly for a minor question. Very clean and well stocked amenities. Would recommend.

Beautiful cabin in the woods that isn’t too far from anything but feels isolated just the same. Terrific base of operations to access many trailheads, Lake Placid and Saranac Lake. Restful and low maintenance stay. We would recommend and visit again.

Genevieve’s spot was perfect for a stay in Burlington! Ideally located and was walkable to many of the downtown spots and also Lake Champlain. Also an easy drive to South End and Shelburne Farms. It was cozily curated and decorated and felt like “home”. Especially loved sitting on the front sun porch with a cup of coffee and a book in the morning. I’d absolutely book again!

My husband, dog, and I really enjoyed our stay with Dori. The property was exactly as described and Dori was very responsive and accommodating. The neighborhood was very quiet and walking distance/a short drive to everything we wanted to do

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!

Beautiful stay with incredibly kind hosts! Pool was lovely and the alpacas were so much fun to pet. Would love to return

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!

We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.

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

This place was perfect for our family of three for a long weekend. The room had everything we needed and the views of the village from the balcony were amazing. Lots to do in the village and plenty more just a short drive down the road to Stowe. We’d love to come back in the summer when there are more outdoor activities available.

Just awesome. Slopeside access, close to Tram Side and right on Grammy Jay which was easy for the littles to get the day started on the way to the double. When it was cold (once) we used the fireplace and the condo warms up quickly. Plenty of hot water. A near perfect stay. Fantastic!