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Family-friendly vacation rentals in Montgomery

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Montgomery family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Magog
4.78 out of 5 average rating, 341 reviews

Magog studio - Waterfront - Cozy and confortable

Eros GonçalvesRating, 5 stars1 week ago
Great stay! The place was clean, comfortable and in a great location for our activity in the area. I recommend this place without hesitating!
Guest favorite
Condo in Orford
4.85 out of 5 average rating, 188 reviews

Cozyluxe! Chic and warm condo with hot tubs!

JackRating, 5 stars1 month ago
A very good spot close to the mountain. A cute bar across the road, and the hot tubs were a great way to close the day.
Guest favorite
Home in Cambridge
4.93 out of 5 average rating, 158 reviews

3 BDR Mtn Home near wedding barns, Smuggs/Stowe

EverettRating, 5 stars3 months ago
Samantha and Chris's place was a perfect spot for a Smugglers Notch getaway! it's a beautiful home, perfect for a family of 4. Even in cold temperatures( at -5F and lower) with lots of snow, the place was cozy warm with the wood burning furnace (clean and devoid of smoke) as well a propane heater downstairs. Literally 2 turns from the slopes of a great family ski mountain! But the views and location of the property were amazing for those wanting to do other things than ski. Samantha was responsive and an excellent communicator. I have to throw in that everything in their kitchen was in excellent condition (every appliance) including sharp functional chef knives (an uncommon phenomenon for a renter) Thank you Samantha and Chris! Sharing your home with us was a touch- stone of great new family memories!
Superhost
Guest suite in Jericho
4.74 out of 5 average rating, 293 reviews

Apartment, comfy and cozy with kitchen/gas fire

DavidRating, 5 stars1 week ago
We really enjoyed this place! The property is beautiful. The pool looked really clean and well cared for (but we didn't have a chance to use it). The supplied linens and especially the bath towels were great. This certainly will be on our list the next time are in VT.
Top guest favorite
Chalet in Mansonville
4.99 out of 5 average rating, 118 reviews

HAVRE DE PAIX cottage on Mont Owl's Head slopes

JustineRating, 5 stars3 months ago
This spot is amazing and we will probably book again next year.
Superhost
Chalet in Sutton
4.82 out of 5 average rating, 189 reviews

Chalet Chïc Shack

FrancineRating, 5 stars3 weeks ago
Maxime was so nice and very quick to reply when we had a question. I was not expecting neighbours so close to the patio and the spa so there was not a lot of privacy when we were sitting outside.
Superhost
Apartment in Morristown
4.92 out of 5 average rating, 221 reviews

Cozy Country Apartment with private hot tub

AbbeRating, 5 stars3 months ago
Steve's place was great! Reasonably close to Stowe, easy to check in and out, and as described in the listing.
Guest favorite
Chalet in Mansonville
4.91 out of 5 average rating, 114 reviews

Ruiter Brook House

RobertRating, 5 stars4 months ago
We stayed at Yohanns as a base for skiing at Jay Peak and Sutton. Everything was great. Comfortable beds, hot shower, lovely setting, great hot tub. The local villages are limited in terms of dining options but the kitchen is well set up for cooking etc… Would certainly stay again.

Family- and pet-friendly home rentals

Top guest favorite
Chalet in Mansonville
4.92 out of 5 average rating, 128 reviews

Private & Intimate Cottage In Eastern Townships

IoioRating, 5 stars3 months ago
very nice experience at the cottage - kids liked it and we had lots of games and puzzles to do on a rainy day. interior stair will be remebered :) saw lots of deer and two wild turkeys every day on the gravel road to keep in mind when driving. ski is few minutes alway with a car. most of the close by restaurants (30min away) open after thursdays, so we were goint at the owls head hotel restaurant- not bad but need reservation on a busy days. overall excelent 5 day ski vacation. kuddos to the owner.
Guest favorite
Guesthouse in Hyde Park
4.93 out of 5 average rating, 432 reviews

2 bedroom cottage at Stony Brook Farm- Stowe area

BethRating, 5 stars6 days ago
This place was such a great reset from a stressful job. My elderly aunt was easily able to move about the cottage (no steps) and the way the rooms are set up makes the small space feel spacious. There is a deck off the back of the house that overlooks a field (full of what we decided are buttercups) that their goats and horse would graze there. We at breakfast our there both mornings. Really beautiful chickens walking around the property clucking happily. Everything we needed was provided, it was a really nice experience. (There was a pack’n’play and high chair and toys and books for young children. We were both sorry we couldn’t stay longer. Definitely recommend!
Guest favorite
Guest suite in Ryegate
4.92 out of 5 average rating, 229 reviews

Secluded Paradise on the Connecticut River, VT

JatinRating, 5 stars3 weeks ago
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.
Guest favorite
Chalet in Stanstead
4.96 out of 5 average rating, 192 reviews

ON THE 3RD

PatriciaRating, 5 stars2 weeks ago
We had a super stay! The house is very well laid out and everything was there for us!!
Top guest favorite
Cabin in Topsham
4.99 out of 5 average rating, 293 reviews

Pine Cabin, Galusha Hill Farm, incredible view!

BridgetRating, 5 stars3 weeks ago
We loved our stay and hope to come back again!
Guest favorite
Cabin in Lowell
4.88 out of 5 average rating, 250 reviews

Owls Head

BethanyRating, 5 stars2 months ago
My boyfriend and I stayed at the Owl's Head Cabin for a long weekend skiing at Jay. The cabin is small and cozy, very warm, and the right size for two people for a weekend. In addition to the main bed, there's a loft with a sleeping area, but you'd have to be very small to get into it and enjoy it; I'd guess the cabin would be a bit small for a couple with children but maybe if you're out all day it'd be okay. Cooking appliances worked well. The one note of caution is that you have to drive on a somewhat rough, uphill dirt road for at least 3 or 4 miles to reach the cabin. We fortunately did not have to drive during a time when there was actively snow falling on the road, but the 2wd sedan we rented definitely would not have made it in those conditions; it was a little harrowing even with just the slush and ruts left after plowing. So be careful if your trip coincides with nastier weather! Jason was very communicative and left clear instructions. Overall, we had a lovely stay.
Top guest favorite
Guest suite in Plainfield
4.95 out of 5 average rating, 414 reviews

House in beautiful rural Plainfield

NykkiRating, 5 stars6 days ago
My daughter and I had a wonderful stay. Gail and her husband were the nicest hosts. We had some great chats. The area is absolutely beautiful and peaceful.
Top guest favorite
Cabin in Groton
4.99 out of 5 average rating, 641 reviews

Peaceful Log Cabin in the Woods

AmandaRating, 5 stars1 week ago
Can’t say enough how wonderful our stay at this adorable cabin was. We had the most relaxing, peaceful weekend spent close to nature. Highlight was the little frog pond on the property which made for some fantastic frog watching. Emily’s cabin has absolutely everything you could ever ask of an airbnb. Can’t wait to book again someday!

Family-friendly home rentals with a pool

Top guest favorite
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
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!
Guest favorite
Cabin in Jeffersonville
4.93 out of 5 average rating, 191 reviews

Cozy two-bedroom cabin near Smugglers Notch

KrisRating, 5 stars14 months ago
We could not have asked for a better place for our eclipse adventure. The two bedroom cabin was spotlessly clean, well-appointed, cute and plenty of space for the 4 of us. We loved being out in the woods and enjoyed our walks around the pond enormously. Easy to get to restaurants and other activities, but away from the hustle and bustle. The staff were super friendly and very helpful. Not a thing to complain about, and would definitely recommend to anyone!
Superhost
Cabin in N. Haverhill
4.91 out of 5 average rating, 166 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars4 months ago
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
Top guest favorite
Cottage in Noyan
4.98 out of 5 average rating, 292 reviews

Sunset Cottage on the Richelieu River CITQ#302701

FrancescaRating, 5 stars6 days ago
We can’t thank Lisa enough for sharing her home with us, even though our stay was fairly short. Lisa was a very gracious host, very responsive, and very friendly. The cottage (and backyard) looks like it’s from a postcard - very picturesque. The surroundings are extremely calm and relaxing. The entire home was well equipped with everything we needed (cleaning supplies, condiments, towels, kitchen utensils etc.) and very clean. The beds were super comfortable and the pillows even better. Also, having the pool clean and the water nice and warm was the cherry on top! We look forward to visiting Lisa’s home again, and fully take in what the area has to offer. Thank you very much Lisa!
Guest favorite
Condo in Jay
4.91 out of 5 average rating, 162 reviews

Ski in Ski out - fantastic location on the trail

PatrickRating, 5 stars2 months ago
Just awesome. Slopeside access, close to Tram Side and right on Grammy Jay which was easy for the littles to get the day started on the way to the double. When it was cold (once) we used the fireplace and the condo warms up quickly. Plenty of hot water. A near perfect stay. Fantastic!
Guest favorite
Cabin in Haverhill
4.91 out of 5 average rating, 490 reviews

Secluded Lumberjack Cabin w/ Hot Tub, Pool & Lake

HannahRating, 5 stars2 weeks ago
This was such a perfect cabin for a weekend getaway with my husband. it was perfect and we hope to be back again in the near future. thank you f9r sharing this space with us. we loved it
Top guest favorite
Townhouse in Stowe
4.87 out of 5 average rating, 214 reviews

Gorgeous panoramic views - 4 miles to the mountain

RuthRating, 5 stars2 months ago
Absolutely wonderful stay! As a family of five, we couldn't have asked for a better place. The unit was incredibly spacious, comfortable, and had such a warm, homey feel—it truly felt like a home away from home. The mountain view from the living room window was beautiful, a perfect backdrop for our mornings and evenings. Jeff, the host was exceptional—extremely responsive, thoughtful, and helpful throughout our stay. Every question or request was handled quickly and kindly, which made our experience stress-free and enjoyable. We had some wifi issues which took time to resolve but Jeff helped and made sure it is taken care of. The apartment was impressively well-equipped with everything we needed, clearly a lot of care went into preparing the space for guests. The location was perfect for us— surrounded by beautiful trails that we explored as a family. If you are into skiing, the ski tracks are short drive away. It was the ideal base for both adventure and relaxation. Highly recommended
Top guest favorite
Home in Stowe
4.98 out of 5 average rating, 267 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars2 weeks ago
weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!

Quick stats about vacation rentals that are family-friendly in Montgomery

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$27,168 GYD 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

  • Wifi availability

    50 properties include access to wifi

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