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Kid-friendly holiday rentals in Montgomery

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Montgomery family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Ayer's Cliff
4.9 out of 5 average rating, 246 reviews

Perfect Weekend in a Loft in the Eastern Townships

WilliamRating, 5 stars3 weeks ago
We enjoyed our stay at the Wood Loft, the space is charming and well located. Halfway between all the destinations we wanted to see (Sherbrooke, Mont Orford, Magog), it was very easy to pick up a forgotten ingredient at the local grocery store. An ideal place as a resting point before a hike or a bike ride.
Guest favourite
Home in Bakersfield
4.91 out of 5 average rating, 157 reviews

Northern Vermont Country Escape/ The Martin House

ViktorRating, 5 stars2 months ago
Thank you very much, Robin. The house is located in a cozy picturesque place. The weekend was wonderful. The house has all the amenities, and the hot tub is just super. We went skiing in the neighboring resorts, saw the sights. I recommend this wonderful place.
Superhost
Home in Belvidere
4.93 out of 5 average rating, 162 reviews

Cozy Adams Farmhouse - Spring Availability!

susanRating, 5 stars3 months ago
Home was adorable. Really enjoyed the area. Well appointed and she really thought of everything and had it there. She was easy to get in touch with as well. We would stay there again!
Guest favourite
Home in Dunham
4.93 out of 5 average rating, 119 reviews

Charming house near Lake Selby

ChristopherRating, 5 stars3 months ago
Another great stay at Alexandre's place. Convenient access to Dunham and local ski areas. Comfortable and well equipped. Looking forward to future stays!
Guest favourite
Home in Mansonville
4.95 out of 5 average rating, 301 reviews

Eco-Zen Retreat (Geothermal, Swimming pond)

EmmaRating, 5 stars1 week ago
We had a lovely time staying with Eric & Mel! The property is gorgeous and perfect for a relaxing retreat away from the city.
Top guest favourite
Home in Waterville
4.99 out of 5 average rating, 156 reviews

4CR Farm Guest House 4 Season Vacation Destination

ZakRating, 5 stars3 months ago
Truly a great spot with all the small things you need to make it a special weekend. Craig and Terri had excellent communication and do everything to make you feel right at home. I’ve stayed at this place now three times and am already looking forward to being back!
Top guest favourite
Home in Troy
4.97 out of 5 average rating, 103 reviews

Jay Mountain Retreat

NicholasRating, 5 stars2 months ago
Nathalie and Rebecca's place was extremely comfortable. Perfect for small-ish groups. The home was spotless and neat. The hosts laid out all of their directions very clearly, which was a big help because rural Vermont can be difficult to navigate. The kitchen was extremely well equipped and we had everything we could possibly need to prepare a variety of meals. We would absolutely stay here again while visiting Jay.
Top guest favourite
Home in Hyde Park
4.97 out of 5 average rating, 263 reviews

CLASSIC VT STYLE

AmandaRating, 5 stars3 days ago
My husband and I, along with our 3 teenage children, enjoyed 4 days in Vermont with Hyde Park as our "home-base." The setting was quiet and peaceful--just what we needed after a hectic end to the school year! We hiked around the Stowe area, which was only about 20 minutes away. We also loved exploring some of the art and history in Burlington, as well as Lake Champlain. It was nice to have a kitchen and a nearby grocery store so we didn't have to eat out constantly. Gillian was very kind and responsive to our messages during our stay.

Family-friendly apartment rentals

Top guest favourite
Flat in Jay
4.95 out of 5 average rating, 192 reviews

Across from Tram Side Entrance of Jay Peak Resort

MandiRating, 5 stars1 month ago
Great location minutes from both tramside and stateside at Jay Peak. Cute place. Suited our needs perfectly!
Top guest favourite
Flat in Sutton
4.99 out of 5 average rating, 450 reviews

Spring Hill Farm, coffee & hot tub

GinnyRating, 5 stars2 weeks ago
This was our second day with Colleen. We were more than pleased. In our estimation, because we have stayed near Burke Mountain more than a few times, Colleen‘s place was by far the best place we have ever been to. We have already rescheduled visit number three. I really don’t think I can say enough to do it justice.
Guest favourite
Flat in Stanstead
4.82 out of 5 average rating, 142 reviews

Entire place, newly renovated

AmineRating, 5 stars3 weeks ago
Second time I have booked from Scott, no regrets. Amazing host, amazing place! Quiet and private. Would come again for sure.
Top guest favourite
Flat in Newport
4.96 out of 5 average rating, 497 reviews

Downstairs at the Big Green Victorian

JohnRating, 5 stars1 month ago
We had a great stay at the BGV! Tim went above and beyond in making sure we had everything we needed, providing all of the wonderful charm of a classic New England B&B in a great location in Central Newport. The Big Green Victorian itself is a well-maintained Second Empire with classic furnishings and wallpaper with a breezy screened-in porch. Overall we cannot recommend this location enough - thanks so much for everything Tim!
Guest favourite
Flat in Philipsburg
4.93 out of 5 average rating, 157 reviews

4 1/2 Loft-style accommodation next to Lake Champlain

SusanaRating, 5 stars1 day ago
Highly Recommend! Great location and super clean
Top guest favourite
Flat in Newport
4.99 out of 5 average rating, 196 reviews

The House of the Setting Sun, Private Apartment

DavidRating, 5 stars3 weeks ago
Let me start with the only problem of the house: we only had one night to enjoy. I wish things would have been different because what a wonderful space, fully stocked and extremely clean and well organized. Would have been great for a slightly larger group. Also, really well cared outdoor spaces! Completely recommended and hope we can be back!
Top guest favourite
Flat in Cambridge
4.97 out of 5 average rating, 185 reviews

"Mansfield" Suite - The Lodge at Wyckoff Maple

GeneRating, 5 stars4 months ago
We had a great time at Thomas’ Mansfield Suite. Very comfortable and well appointed. We found a binder with news articles regarding the history of the building, which was housed UVM’s outdoors club in the 60’s. We would absolutely rent again.
Top guest favourite
Flat in West Glover
4.98 out of 5 average rating, 537 reviews

The Lodge at Blackberry Hill

MargaretRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. the space was very comfortable, clean, well equipped, and in a beautiful setting. We highly recommend this location!

Family-friendly apartment rentals

Guest favourite
Apartment in Cambridge
4.94 out of 5 average rating, 163 reviews

Maple leaf retreat at Smugglers' Notch Resort

RobertRating, 5 stars2 weeks ago
Great place to stay. Beautiful walking trails and very peaceful in the off season. Enjoyed the over the mountain ride into Stowe each morning.
Guest favourite
Apartment in Magog
4.87 out of 5 average rating, 104 reviews

Waterfront condo with indoor and outdoor pool

Claude ( Madame)Rating, 5 stars1 week ago
Very nice stay at Vanessa's. Everything was clean and functional. We liked to have an aperitif on the terrace overlooking the marina and watch the sunset in the swings by the lake. A relaxing stay in a very beautiful environment. Access to the city and grocery store on foot. We'll be back.
Top guest favourite
Apartment in Saint-Jean-sur-Richelieu
4.93 out of 5 average rating, 163 reviews

CÉLAVI CITQ member #299822

BrentRating, 5 stars1 day ago
We had a wonderful 3 day stay, the property was exactly as listed, extremely quiet and easily accessible. real pride of ownership, and Jacques and Celine went above and beyond as our hosts to make this a very enjoyable weekend. I highly recommend, and would certainly stay here again.
Guest favourite
Apartment in Brownington
4.94 out of 5 average rating, 321 reviews

Faraway Acres. Enjoy country living at it's best!

LydiaRating, 5 stars1 week ago
We had a great 1-night stay! The place is very well stocked for short stays, even with an electric two burner cook top, microwave and fridge. Lots of linens and cutlery and cooking utensils and pots and pans. Super clean and more spacious than I was expecting. If you’re lucky you will meet the pups! I hope to come back!
Top guest favourite
Apartment in Magog
4.98 out of 5 average rating, 319 reviews

Chez "Plumes et Bulles" nature and cocooning!

TammyRating, 5 stars2 weeks ago
They condo was one of the best 3 we have ever stayed in. We loved and appreciated all the little touches. We were extremely grateful for the wine, chocolates, cookies...it was nice to discover this after our drive. The condo was spotless, the bed was comfortable, and it truly is a home away from home. We stayed for almost 2 weeks and didn't want to leave yet! It's a nice 1/2 mile walk to the lake and ice cream:). Restaurants, grocery store and other retail is about a 1 mile walk. We absolutely loved the location. We hope to be back again.
Guest favourite
Apartment in Cambridge
4.92 out of 5 average rating, 115 reviews

Family Friendly Large Condo at Smuggler Notch

JaimeRating, 5 stars1 week ago
Roxy was very responsive. very easy self check in. Great location in Smugglers Notch. loved that the kitchen was fully stocked!
Guest favourite
Apartment in Jay
4.91 out of 5 average rating, 161 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!
Top guest favourite
Apartment in Magog
4.96 out of 5 average rating, 100 reviews

magog condo 1 chambre/ 1 bedroom

GuylaineRating, 5 stars1 week ago
We are on our third stay. We are very comfortable there. Small cozy accommodation, well located with well-equipped kitchen. Suitable for couple.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $141 SGD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore