Family-friendly holiday rentals in Addison County

Such an amazing stay!! Great proximity to sugarbush, very communicative host, tranquil setting, and great privacy!

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!

Beautiful home, as described. Nice personal touches with towels and mini shampoo/conditioner. Kitchen is large and has most every appliance you would want. Caretaker does come in twice per day but is friendly and unobtrusive. You do need AWD/4WD to access the house.

Fantastic place for a ski trip to Killington. Large and comfortable with plenty of room for 3 adults and 3 teens. We enjoyed the fireplace and hot tub. Communication was great. It was an easy drive to Killington. One of the best places we’ve stayed. We’d definitely stay there again.

We had a great time at David's place. The kitchen was well stocked, plenty of firewood, and the hot tub was ready to go. The house was very clean. All the bedrooms had plenty of linens, and extra blankets. We would definitely stay at David's again!

Everything was excellent. Felt like home. Was very cold inside when we got there but heated up quickly. During the night the heat temperatures would go down byself. I didn’t understand that but otherwise excellent.

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

We had a lovely stay! The place was clean,cosy, and well stocked. With Everything we needed. The HotTub and Sauna were a nice bonus. Perfect for relaxing after a long day. We would definitely stay here again. Bill and Chris O’Brien

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.

House was clean and met our needs for our 2 day stay in Middlebury. House is in a great location in the center of town within walking distance of everything. Would stay again.

Had a great weekend at this house. It was close to the road but they provide sound machines for sleeping, but I didn’t even need it. Would definitely stay here again!

Heidi's place is a wonderful cabin in the woods with all you need to enjoy the nature in Vermont. Super peaceful and the property is well maintained. I would highly recommend staying here to enjoy your vacation!

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!!!

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!

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!!

This cozy but spacious condo is close to the mountain and gives you a panoramic view of the slopes. Each bedroom has an attached bath. The living area is comfortable and the kitchen provides ample room for the vacation chef. We skied like maniacs in the morning, drove the half mile to the condo for lunch and were back on the slopes for the rest of the afternoon. Online pics don't do this gem justice. Put it in your rolodex. It's a keeper!

Great location, perfect for a last weekend of solo skiing and having my pup along. Candace was super responsive and her place is great. Will be back.

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 spot at Sugarbush. The condo was clean, roomy and very spacious and comfortable. Would stay again!

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

House was clean and check in was easy. Great day skiing!

Brett’s townhouse is cozy and comfortable. Close to good local restaurants in Warren.

This is a convenient spot located near Sugarbush Mountain. It is nice having a restaurant right down the hill in the backyard. The space is quite small, maybe 450sqft or so, but clean and efficient. I’d say it is best suited for 3 adults or perhaps a family of 4. There is no communication with the host, but automated communication with the HOA/Condominium organization. The check-in instructions were texted to me and very clear. However, none of us could download the check-out instructions on the web platform that was provided, which indicates a non-iPhone is compatible. So we just cleaned things up and locked it up when we left. Overall, good spot for a one night stay if you don’t plan on spending time here other than sleeping.