
Family-friendly holiday rentals in Montgomery
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Montgomery
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Popular amenities for Montgomery family-friendly rentals
Family-friendly home rentals with a hot tub

Charming getaway tucked away in the Green Mtns
We appreciated how pet friendly this place was! Fenced in yard. Blankets to cover the furniture to allow dogs on them. Close enough to many different ski mountains. Perfect to come home to the wood stove and hot tub.

South Hill Lodge- 5 BR Post & Beam Home
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.

REAL Vt experience in a rare find log cabin.
Had a great ski weekend at Dino's place. The house is spacious and fun to explore. Handled a big group well, and the hot tub was a treat.

Apartment, comfy and cozy with kitchen/gas fire
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.

Huge deck, hot tub, foosball, surrounded by nature
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
Sugarbush Ski House Our stay at this besutiful Airbnb ski house in Sugarbush, Vermont, was nothing short of spectacular. From the moment we arrived, we were impressed by the spacious, modern design and the thoughtful details that made this home a great place for a family trip. The house has nice open floor plan with great views both from in the house and a large deck on the outside. The living room was very comfortable with space for all including two dogs. The kitchen is modern and has great appliances, supplies, and prep area. The bedrooms were large with comfortable beds and modern bathrooms. The other amenities were top-notch. The sauna and hot tub were absolute luxuries after a long day on the slopes, providing the ultimate relaxation experience. Everything was impeccably clean and well-maintained, adding to the overall comfort and ease of our stay. If you’re planning a trip to Sugarbush, this house is not to be missed. Definitely a five star house!!

Peaceful setting with Mountain Views
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 :)

Cozy Country Apartment with private hot tub
Steve's place was great! Reasonably close to Stowe, easy to check in and out, and as described in the listing.
Family- and pet-friendly home rentals

Sweet Cottage in Farm Country
The cottage was cozy and peaceful, perfect for a winter weekend getaway! There was about 3 to 4 feet of snow on the ground but the stove kept the cottage nice and warm. The area was beautiful and we had a great time! We highly recommend staying here if you're visiting northern Vermont!

Cozy Mountain Home w/Million $ View
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!

Large New England Home w/ Gorgeous Mountain Views
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.

Dream Cabin in Vermont
We had an absolutely spectacular time staying with Gerette! Her beautiful cabin was everything we hoped for and more. Our golden retriever had the time of her life bounding through all of the snow!

Vermont's Most Beautiful Location !
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.

3 BR House near Burlington
Great house and location was easy to get to, close to airport, and events.

Dream Log Cabins! Pets Welcome!
Claudia’s cabin was exactly as described- a private little cabin in the woods. The house was adorable, cozy, and close enough to Stowe for skiing (about 25 mins to base). The only minor issues I had were the use of the beautiful soaking tub (unusable due to water pressure/temperature), the temperature of the first floor bathroom( cold), and the amount of dog hair throughout. Disclaimer, I travel with my non-shedding dog so I’m not used to seeing dog hair on my clothing, and perhaps it was the previous renter who had a long haired shedding dog, but it was everywhere- couch, beds, cozy chairs, floor. Came home with hair covered clothing. There’s a sign by the door that says “no outfit is complete without dog hair”! These issues were not enough to complain to Claudia about, because as I mentioned - minor- everything else was spot on. She even had snacks in the fridge. Do bring extra toilet paper and paper towels if you book. I couldn’t find any. Otherwise, great stay.

Tranquility Lodge Vermont
We’ve stayed here multiple times now and it’s always a great smooth experience
Family-friendly home rentals with a pool

Spacious Stowe condo Amzing views w/shared hot tub
great place close to Stowe.

Relax in Recreation Paradise!
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!

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
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

Hilltop View Lodge - White Mountains, NH
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again

Sunset Cottage on the Richelieu River CITQ#302701
Lisa was a great host and we had a great time.

Ski in Ski out - fantastic location on the trail
Had a great stay with the family. The condo steps away from the trail and was perfect for our stay.

EPIC Stowe Getaway - Great For Families & Friends
We absolutely loved this Airbnb!!! So much space for a large group of friends or a large family. Very easy driving distance to the Stowe Mountain for skiing and downtown for food and drinks. Great lounging areas for relaxing, large tables for eating and playing board games, and great storage spaces for ski bags/boots. It was very nice having so many restrooms throughout the house, and a large kitchen space for cooking with all the appliances and pots/pans you would ever need. Beautiful views from the hot tub and deck! Lastly, Kristin provided proactive and amazing communication throughout our stay! Highly recommend this beautiful Airbnb if you are visiting Stowe!

Chalet Potton Cottage - spa, sauna & pool
we had a great time staying at this beautiful cabin
Quick stats about holiday rentals that are family-friendly in Montgomery
Total rentals
50 properties
Nightly prices starting at
$203 AUD before taxes and fees
Total number of reviews
3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
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- Jay Peak Resort
- Smugglers' Notch Resort
- Ski Bromont
- Spruce Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Owl's Head
- Jay Peak Resort Golf Course
- Amazoo Park
- Cochran's Ski Area
- Le Club De Golf Memphrémagog
- Val Caudalies - Vignoble & Cidrerie
- Le Vignoble du Ruisseau - Winery & Cidery
- Country Club of Vermont
- Sherbrooke Golf Club
- Pinegrove Country Club
- Pump House Indoor Waterpark
- Parc Safari
- Domaine Cotes d'Ardoise - Winery & Cidery
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Vermont National Country Club