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Family-friendly holiday 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
Flat in Magog
4.78 out of 5 average rating, 342 reviews

Magog studio - Waterfront - Cozy and confortable

Eros GonçalvesRating, 5 stars2 weeks ago
Great stay! The accommodation was clean, comfortable and ideally located for our activity in the area. I recommend this place without hesitating!
Guest favourite
Apartment 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 favourite
Home in Cambridge
4.93 out of 5 average rating, 158 reviews

3 BDR Mtn Home near wedding barns, Smuggs/Stowe

EverettRating, 5 stars4 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.
Guest favourite
Home in Stowe
4.91 out of 5 average rating, 141 reviews

Mountain Side Studio Spruce Peak Lodge | 1332

CourtneyRating, 5 stars3 months ago
Great studio and location. View of Stowe resort mountain. Easy to get around the resort. Unit was clean and as expected.
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
Flat 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 favourite
Chalet in Stowe
4.95 out of 5 average rating, 348 reviews

Contemporary Chalet in Stowe

DarleneRating, 5 stars3 weeks ago
We enjoyed celebrating our anniversary in this home. Kitchen was easy to cook in. Lots of creature comforts, extra blankets, towels and all of the essentially we needed for three relaxing nights. We visited in late spring but hope to return and enjoy the view in another season. While there were only two of us, the home can accommodate a larger group comfortably.

Family- and pet-friendly home rentals

Top guest favourite
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 favourite
Guest suite in Ryegate
4.92 out of 5 average rating, 229 reviews

Secluded Paradise on the Connecticut River, VT

JatinRating, 5 stars4 weeks ago
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.
Guest favourite
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 favourite
Cabin in Topsham
4.99 out of 5 average rating, 294 reviews

Pine Cabin, Galusha Hill Farm, incredible view!

AnneRating, 5 stars1 week ago
This was are 3rd visit and first visit with our 5 + 7 year old. We loved hiking down to the pond and spending the day there on the cute sandy beach. Cool evenings around the fire pit making s’mores was the perfect ending to the day. The cabin was SO clean and a great fit for our family of 4. Thank you!!!
Guest favourite
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 favourite
Guest suite in Plainfield
4.95 out of 5 average rating, 414 reviews

House in beautiful rural Plainfield

NykkiRating, 5 stars1 week 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.
Guest favourite
Home in Barton
4.78 out of 5 average rating, 254 reviews

VT Lakeside getaway on beautiful Crystal Lake.

PhyllisRating, 5 stars1 month ago
Absolutely my best experience with ABB to date! Everything was as described , beautiful house and views with above and beyond amenities. Pool room was a bonus, the furnishings adorable and very comfy love the anitiques I’m a huge fan! Darren the most professional and attentive host to date as well! A stellar experience for us all we will be back again, thank you so much.❤️
Top guest favourite
Cabin in Groton
4.99 out of 5 average rating, 641 reviews

Peaceful Log Cabin in the Woods

AmandaRating, 5 stars2 weeks 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 favourite
Flat 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 favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars2 weeks ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favourite
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars1 week ago
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.
Guest favourite
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!
Top guest favourite
Cottage in Noyan
4.98 out of 5 average rating, 292 reviews

Sunset Cottage on the Richelieu River CITQ#302701

FrancescaRating, 5 stars1 week 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!
Top guest favourite
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 favourite
Home in Stowe
4.98 out of 5 average rating, 268 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars3 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!
Superhost
Cottage in Stowe
4.77 out of 5 average rating, 241 reviews

Cute Cottage - Poolside - Minutes To Activities

ChrisRating, 5 stars2 months ago
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹11,250 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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