Kid-friendly holiday rentals in Addison County

We had an amazing stay at Bjorn's beautiful home where it was as picture-perfect as advertised! It is a gorgeous and modern home that was clean, well-stocked, and uniquely designed in such stunning surroundings (even in the rainy weather!). We cannot recommend Bjorn's home enough and are so appreciative of his accommodations in helping us celebrate our Middlebury grad!

We loved staying here - a lovely house in a really delightful town and right where we wanted to be for the things we had planned. We would absolutely stay here again the next time we plan to be in the area.

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.

Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Philips place was literally perfect! The location, the awesome house filled with super cool art, the cozy feel of the house, the amazing outdoor area we had available to us all made this a perfect experience! Philip was great with communications and I would recommend this place to anyone looking for a perfect place to stay in this area of VT. My dad and I were up there for a quick 2 day stay. We'll both be returning with our significant others to vacation there and will absolutely be coming here in the future whenever we travel to this area!!!

This place was great. Very spacious and comfortable with beautiful views and sunsets! 10/10

This is my second time staying at one of Jess’s properties - and I’m sure it’s not my last. The property is beautiful inside and out and has everything you need. I was in town for a full week and this place was just what I needed to relax after long work days. I can’t recommend staying at one of Jess’s places enough. You won’t regret it!!

We had the most fantastic stay with Sheila and Jeremy! The home was spotless and beautifully decorated. Sheila was a proactive and responsive communicator. But what stood out to us more than anything were the various thoughtful touches provided during our stay. We arrived late, after a long drive, and Sheila and Jeremy were there to meet us in person and help carry our bags inside. They had fresh muffins waiting and even left some snacks (cheese, crackers, grapes) in the fridge in case we hadn’t eaten dinner. They also provided coffee, tea, milk, honey, which was great in the mornings, and we so appreciated having access to the washer & dryer to do some laundry. Overall, we can’t say enough good things about our stay and we hope to return!

Amy’s place offered us a wonderful, relaxing stay at Monkton, with its stunning view of the mountains and peaceful surroundings. The clean, nicely furnished apartment was lovely and cozy. Amy was a great host. She was warm, welcoming, and very accommodating. Thank You Amy for the delicious apple cake chunks.

Stayed for an event at Middlebury College. Convenient for our event and close to many stores and restaurants. Place is cost and well kept. Perfect size for a couple!

Alyssa’s home is absolutely charming! You can sit in any room of her house and never run out of amazing decorations, artwork, books or a simple placed nicknack that are so tastefully placed and just so much fun to admire! The house was spotless and Alyssa was so accommodating and made our visit for Middlebury College graduation weekend so smooth. Highly recommend her house!

Kelly’s place has been a great place to stay in Bristol while in town for a multi-week project. Easy to find and convenient, yet private as well. Love that the stackable laundry unit is available, so helpful! Thank you again for the great pet-friendly accommodations!!

Wonderful peaceful spot! Flowing River in the back of the house and beautiful lake and mountains in the front across the street. Kayaks & paddleboat available but unfortunately I wasn’t able to use them this time but I will be back! Thanks Doc!

We had a wonderful stay at Pete and Amanda’s. The house was as pictured/ described, clean, and well equipped with everything we needed- plus a great collection of CD’s. Driving directions are clear and Pete was very accommodating with our late check-in. The house is peaceful and tucked away, and we received great recommendations from our hosts on things to do.

This was the perfect place for my working-get away weekend. Quiet, picturesque views, great food just a few steps from the door, and the place was immaculate. A great place to come "home" to in the evening. Plus, Kellee was quick to respond when I had questions. Highly recommend!

Emma was very quick to get back to me whenever I had a question. She definitely goes out of her way to make you feel welcome. The condo is on the bottom floor and basically stands alone with a little lobby which has cozy looking chairs, if you wanted to chill out in them. I wish I had thought to bring my fold up chairs to put on the patio. As it was May when I visited and on the sunny days it would of been nice to sit out front. At the last minute a friend of mine needed a place to stay and Emma was very welcoming to her as well. It's a lovely condo, well decorated, the kitchen area is well equipped. Had I needed to cook in a lot I would not of hesitated. We had our breakfast at the condo and most dinners out. The Restaurants were really good in Warren and Waitsfield. Which seemed to surprise many of the Vermonters that I met at the retreat. All around I had a great time and would go back there if I am in the area.

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!

Great place at a beautiful location. Good water pressure all around. Clean. Comfortable mattress and pillows. Would stay again

What an awesome place!! This is the perfect spot for a great weekend at Sugarbush. I can’t wait to stay here again next year!

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 was my second stay at Tom's place at Sugarbush. Location is top notch. Well situated on the mountain. Ski on Ski off (short walk to the trail) but walkable, even with kids. Its a great location nearby a few restaurants and Mountainside Ski Shop. Parking is easy. Loading in & out very easy. Its very comfortable, clean, and the kitchen is well stocked with anything you'll need to cook while you're there. Bonus, upstairs bedroom window has a great view of the mountain. I would gladly stay there again & again.

Stayed here for a ski weekend in March and it was a great spot to wake up and walk to the slopes in the morning! Was also able to walk to the village in the evening for dinner or aprés!

Ive stayed in many of these units over the last 20 yrs. They are simple and perfect for 1 or 2 people. Nothing fancy, just a nice place to sleep. Close to Sugarbush, easy drive to the mountain! I have rented many of these for entire winters in the past, you cant wrong for price !