Family-friendly holiday rentals in Montgomery

We had such a wonderful experience. The location was perfect, the house was clean, spacious, beautifully decorated, it felt cozy. Ryan was a great host, we had an issue and he responded quickly and helped us resolve the issue within minutes . We wish we could have stayed for longer. We will definitely return.

Went for a winter getaway with the family and it was the perfect stay! Was able to bring our pup which was a plus. The facilities were amazing as we enjoyed a little snow shoeing in his backyard, the amazing hot tub in the snow, and the fenced in backyard to let the pup explore. Highly recommend

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.

Pictures don't do it justice, beautiful space and well located. Everything was very clean and there were plenty of sheets and towels. The place is huge and easily fit our group of 6. Dino was very communicative and helpful. There was an issue with the hot tub and he had someone over to fix it within 20 minutes.

Rebecca is a wonderful host! She was very welcoming, flexible and stayed on top of our questions. The apartment is great. It’s filled with character; there are so many captivating books and vintage decor items worth a look! It’s even nicer in person. Quick drive to smugglers notch, bolton valley and skiing in Burlington. If you’re staying here, you must visit poorhouse pies!

Incredible space - only complaint is we didn’t rent it for a week! Luxe details - the beds, the towels, even the smallest thoughtful details made it extraordinary. Jen nailed it, 10/10. My family agreed it was one of the most relaxing, comfortable weekends we could’ve experienced. Truly special. Thank you to Jen for taking the time to create such a wonderful space for guests to enjoy.

We really enjoyed our stay. This is a beautiful location and home, and is setup to make you feel at home. The host was also extremely responsive which was greatly appreciated.

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 :)

Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!

This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.

We had a fantastic stay here! So insanely beautiful, peaceful, quiet. The apartment is very charming and spacious. I do think its kind of silly Airbnb won't let them list the interior room as a bedroom. It is a large room and nice dark sleeping space. I really appreciate they allow dogs. We had no issues and really enjoyed out stay! We will be back.

We’ve stayed here multiple times now and it’s always a great smooth experience

We had a wonderful stay during a ski weekend to Jay Peak. The house is clean, comfortable, and adorably designed. The kitchen is well-stocked. The living room’s gas stove and board game selection provided good ambiance. Very straightforward check-in and check-out. Lovely surroundings all just 20 min. drive to Jay! Thanks Beth!

Genevieve’s place was lovely and had a lot of character! We especially appreciated the claw foot tub. The location was great- super close to most everything to do in Burlington. We loved the visits from Cecil the cat- he even played with us! (Visits are optional). We were looking for a relaxed vibe so this was perfect for us- would note if you are looking for 100% privacy or a noisier/very social nighttime to book a different place, as Genevieve lives in the adjoined apartment and it would be disturbing.

We absolutely loved our stay at the Chalet! The place was so comfy cozy and the views were breathtaking. We enjoyed eating our breakfast at the kitchen table every morning and staring out at the mountains. Linda was very kind and quick to respond. They even left a welcome basket which was a nice surprise upon our arrival. I would recommend this place over and over again. We hope to stay here again someday. Thank you again Linda and Chris for being such wonderful hosts and providing a wonderful place to stay and enjoy our White Mountain getaway!

We had a lovely stay at Susan’s cottage. It was very relaxing and we’re grateful we could bring our pup. The views were incredible! We loved waking up to the spectacular scenery.

Loved the honey vibe! Felt like an apartment more than a hotel stay. The fireplace made the condo very warm and cozy. The view from the balcony of the ski mountain was beautiful. The game room was a great extra. Lots of different games to choose from. Everything was very clean. Couldn’t hear neighbors at all. Would definitely stay here again!

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!

Great stay at Lisa's cottage! We loved the peaceful views of the frozen river and the winter vibe. It's great for two families with 2 infants. We loved the large living room and children's books and toys. We can't wait to come back in the summer to enjoy the pool and river!

Our large family stayed at Kristin’s house and it was perfect- Plenty of room!everyone got to sleep in a bed and room to hang out and relax. It was very close to town and maybe 10-15 minutes to the slopes. Kristin was friendly, and very quick to respond. As warned, the driveway is steep and our minivan couldn’t get up it- but we came prepared with chained and that did the trick. It was a great family vacation! Thanks Kristin!

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!

John was extremely accommodating and generous and made every stage of the trip effortless and easy. He gave us some wonderful advice and recommendations and all of the information was updated and accurate. We loved our stay at the condo and would not hesitate to rebook in the future. We had four people stay although there is plenty of room and privacy for 6 adults if needed. Book this listing!

This was our family’s first visit to the Eastern Townships. Marie’s home was comfortable, clean and provided us and our children with hours of relaxation and fun. The location of the home was perfect as we were a short drive to cross country skiing and downhill skiing. The house was laid out nicely and allowed for kids to play and nap without interruption. We cooked two big dinners and the kitchen was stocked with everything we needed. The hot tub and sauna were both is great working order. We reached out to Marie during our stay once and she was prompt, kind and helpful with her response. We would love to stay here again- perhaps in the summer when the pool is open!

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.