Family-friendly holiday rentals in Montgomery
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Top-rated family-friendly rentals in Montgomery
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Montgomery family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Starksboro
4.87 out of 5 average rating, 277 reviewsCharming getaway tucked away in the Green Mtns
The place was perfect for our weekend getaway with another couple. Living space was warm and cozy. . Fire place was great. Hot tub was perfect. Rob was super quick to respond and helpful with any questions we had! We would definitely stay again
Home in Moretown
4.93 out of 5 average rating, 137 reviewsSouth Hill Lodge- 5 BR Post & Beam Home
We were hosting a wedding at Bliss Ridge and Doug’s home was spacious and nearby. The view and home are amazing. Doug assisted us with details around furniture and catering and Alex was an attentive caretaker. The kitchen had EVERYTHING and there was plenty of seating, comfy places to sit and a terrific game room.
Chalet in Essex
4.96 out of 5 average rating, 116 reviewsREAL Vt experience in a rare find log cabin.
The cabin is stunning and spacious, perfect for our 50th bday celebration reunion with friends and their families. Having a chef’s kitchen allowed us to hire a chef for a special dinner. Some of us stayed in and enjoyed the hot tub, great room with fireplace and games room while others went up to Stowe for skiing. A perfect place for a VT winter escape. It was helpful to bring a white noise maker to help kids sleep since some of the rooms are right off the great room, and definitely bring 4 wheel drive for the steep driveway. You will have a blast.
Guest suite in Jericho
4.75 out of 5 average rating, 284 reviewsApartment, comfy and cozy with kitchen + hot tub
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!
Home in Stowe
4.94 out of 5 average rating, 186 reviewsHot tub, foosball, surrounded by nature!
Sky Acres was the perfect place for our two families to spend our annual ski trip. The house is spotless and very well-equipped. We loved sitting in the hot tub after a day of skiing, lounging by the fireplace, the large selection of games and the downstairs area where the kids could hang out. There was always someone available to help if we had any questions. We loved it!
Home in Stowe
4.98 out of 5 average rating, 252 reviewsEPIC Stowe Getaway - Great For Families & Friends
a fantastic stay! they were able to accommodate us last minute with the instant booking! it was truly a great place with extra amenities like Tide and bounce sheets for laundry! we had a fantastic time would highly recommend!
Home in Waterbury Center
4.96 out of 5 average rating, 129 reviewsPeaceful setting with Mountain Views
my wife and I stayed here and everything about our trip was amazing !! we loved the location, very secluded with amazing views, the house itself was clean and looked exactly like the pictures. Susan is an amazing host, she’s very friendly and responds well ((: highly recommend staying here !!
Apartment in Morristown
4.92 out of 5 average rating, 215 reviewsCozy Country Apartment with private hot tub
Steve was a great host! The place had everything we needed and was only 25 minutes from Stowe mountain. Within 5-10 minutes plenty of good restaurants to choose from. The space and hot tub were both clean and ready to use.
Family- and pet-friendly home rentals
Chalet in Mansonville
4.92 out of 5 average rating, 127 reviewsPrivate & Intimate Cottage In Eastern Townships
We had a lovely week at Mathieu's! The site is splendid and the nature beautiful! We can't wait to come back!
Cottage in Danville
4.91 out of 5 average rating, 221 reviewsSweet Cottage in Farm Country
We had a wonderful stay, first time staying somewhere with our dog and it went really well. The cabin was comfortable and had everything needed to enjoy ourselves. Libby was very helpful!
Cabin in Hyde Park
4.94 out of 5 average rating, 579 reviewsDream Cabin in Vermont
Our stay at the cabin was everything we hoped for. Cozy and warm place with everything you could need. Gerette and Frederick were great hosts and were very accommodating.
Apartment in Stowe
4.84 out of 5 average rating, 178 reviewsLittle Yellow House in the Village, Summit.
The location was great! Perfect place for our dog. Brendan was flexible with our checkout since no one was coming in that day.
Cabin in Morristown
4.9 out of 5 average rating, 246 reviewsDream Log Cabins! Pets Welcome!
Ideal for a quiet escape to the Vermont woods with a dog. Close enough to Morrisville and Stowe for supplies, but still feels like a retreat. The cabin had delightful character and lots of relaxing space. The kitchen had what we needed for cooking (pans, toaster, etc). We loved being able to let the dog explore the back yard. It snowed while we were there and the access road was plowed quickly (enough for my sedan with only minimal snow tires to drive out).
Chalet in Westfield
4.95 out of 5 average rating, 259 reviewsMountain View Chalet near Jay Peak!
This house was perfect for our long weekend trip to Jay peak. The 3 bedrooms were all comfortable, and the living space was clean and cozy. We would happily stay here again.
Bungalow in Burlington
4.91 out of 5 average rating, 792 reviewsCharming Old North End bungalow
This place was wonderful. Great location and cozy/as described. Genevieve was a wonderful human and host. She was friendly, and made us feel so welcomed. We’d definitely stay here again!
Apartment in Montpelier
4.87 out of 5 average rating, 683 reviewsEntire 2nd Floor Walk to Montpelier
This was our second time staying at Will's place, and it was just as delightful as the first time! It is such a warm and cozy place, with charming touches throughout. It had everything we needed, and even though it was very cold outside, Will took the time to ask and ensure we were warm enough (we were!) The location! I mean, a 7-minute walk to the heart of Montpelier! You can't ask for a better location if you are headed to Montpelier. We can't recommend it enough! Thank you guys!!
Family-friendly home rentals with a pool
Condo in Stowe
4.79 out of 5 average rating, 135 reviewsLuxury 1 Bedroom at Topnotch Resort!
Exactly as advertised. Very cozy for two people for a nice mountain getaway. No view of the mountains, but a short drive into the town of Stowe. Would be lovely to return for a ski weekend.
Condo in Warren
4.87 out of 5 average rating, 187 reviewsSki In/Ski Out with upgrades!
Great condo for our family of four to ski Sugarbush. The kitchen had everything we needed and the place was super clean. The living room was very spacious, even when using the fold out which was nice. Would definitely look to stay here again!
Guest suite in Ryegate
4.92 out of 5 average rating, 227 reviewsSecluded Paradise on the Connecticut River, VT
I have been there once before. This time I brought my Golden Retriever & Keita welcomed Henry with open arms. Henry never met a cat before so we kept the cats & him separated (which wasn't difficult) since we didn't know how friendly he would be with the cats. It was cold outside this time of year but still a really nice place to take the dog & explore the nature paths around Keita's property. Nice place to stay & would stay there again.
Home in Stowe
4.88 out of 5 average rating, 255 reviewsLodge At Spruce Peak Alpine Studio Pool / Mt Views
Very beautiful environment, and the AirBnB was much more than what my wife and I expected! Would definitely recommend to anyone considering booking! And will definitely book again the next time we plan a Vermont trip
Condo in Warren
4.97 out of 5 average rating, 123 reviewsTWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Great condo a quick shuttle ride from the lifts at Lincoln Peak. Property has an indoor pool, hot tub and game room, big hit with the kids. Stayed at Bridges before and definitely would again.
Condo in Jay
4.92 out of 5 average rating, 156 reviewsSki in Ski out - fantastic location on the trail
Cozy, beautiful home where we can ski in and out. There is a lot of natural light in each room and the space is welcoming and quiet. We absolutely enjoyed our stay and wish we could stay longer. It truly is a gem!
Apartment in Stowe
4.77 out of 5 average rating, 111 reviewsTheatre in the Woods - Stowe, VT
Leslies place was an amazing getaway for my groups snowboarding trip to Stowe! The place was exactly as it was described and we all felt right at home. Lots of places to get food and goodies nearby and within walking distance. We also enjoyed the hot tub and pool! I highly recommend this place to anyone that is visiting the area for a ski trip or getaway to Vermont!
Chalet in Mansonville
4.87 out of 5 average rating, 359 reviewsChalet Potton Cottage - spa, sauna & pool
Beautiful house with the perfect amenities. Sauna/hot tub was perfect after a day of skiing.
Quick stats about holiday rentals that are family-friendly in Montgomery
Total rentals
50 properties
Nightly prices starting at
$239 AUD before taxes and fees
Total number of reviews
2.7K 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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