Family-friendly holiday rentals in Middlesex

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!

Nice place thanks Mike

Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!

Staying at Adley’s place was a pleasure. Even without the snow-covered landscape we were hoping for this proved as cozy and peaceful as it looks. Very spacious and comfortable, beautiful views from all living areas, well-equipped kitchen, I can only recommend!

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 could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.

Great spot near the mountain. nice community pool and hot tub.

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 :)

Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.

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!

Such a gem! So happy we found this very private spot. It was perfect for our weekend away with our family and our dogs. Home was super cute, VERY clean and truly one of the best Airbnb's we have ever stayed in as far as amenities. There were so many fresh clean towels, paper towels, toilet paper, and TONS of linens like extra blankets (I usually freeze in bed), even basic kitchen supplies. Got to meet the owner briefly and she is a DOLL! If we have the chance to stay in this area again, we would definitely go back! Don't hesitate if you like quiet private surroundings. Oh and the view out the living room window was the icing on the cake! Thank you for a great stay!

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.

Felt right at home. A nice spacious place for us to stay on our way to Montreal.

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!

We had a lovely stay at Lily’s place! Well equipped and easy access to Dartmouth for a college visit. We would stay there again!

Chris (Wilbur) was very froendly and helpful with recommendations about the local hiking trails

Great stay great amenities will definitely book here again. Thanx you

great place close to Stowe.

Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!

Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.

This is the third time I've rented this property which in itself says volumes. It's a beautiful loft condo in a beautiful setting that has three separate bedrooms /sleeping areas, each with its own full-service bathroom. Because the unit exists within a larger condo community, guests have access to a both an indoor and outdoor swimming pool, jacuzzi and common games and social area with billiards. Located just a few miles (two exits) south of the Kancamangus Highway (and Loon Mountain), Jason and Becca's place at the Jack 'O Lantern complex is a truly great find, whether you're a family, couple, or "couple of couples" :D

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.

We had a fantastic stay at Mercedes' home in Lincoln. Everything was spotless and well-prepared upon our arrival. The space was even larger than the photos suggested, providing plenty of room for our family. Each bedroom having its own bathroom was a huge plus, making our stay even more comfortable. Mercedes was incredibly responsive and flexible, which was especially helpful with our little ones. The location was perfect—right in town and just a six-minute drive to Loon. The game room in the basement was a fantastic bonus that everyone enjoyed. Thank you, Mercedes, for a wonderful stay!

Great place to stay for a ski trip with 8 people! Was able to fit all of us comfortably. Location is close to town and Stowe resort. We took full advantage of the fireplace. The parking area and walkways were plowed and shoveled every day it snowed. Very comfortable Airbnb.