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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

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!
Top guest favourite
Home in Richford
4.99 out of 5 average rating, 141 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

MaiteRating, 5 stars1 month ago
Nuestra estancia en casa de Sara fue perfecta! Estuvimos mejor que en casa! Había todo lo que necesitábamos. La casa, cómoda y acogedora, llena de detalles preciosos. El porche, una maravilla. La cocina, estupenda para cocinar con todos los utensilios necesarios. El comedor, amplio y cómodo. Los padres y resto de familia de Sara al lado, pendientes de lo que pudiéramos necesitar. Muy amables y generosos. La gente en el pueblo, muy amables también. Encantados de estar allí y sin duda repetiría allí de nuevo si volvemos.
Guest favourite
Home in Mansonville
4.95 out of 5 average rating, 301 reviews

Eco-Zen Retreat (Geothermal, Swimming pond)

EmmaRating, 5 stars6 days 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 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 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!
Guest favourite
Home in Eden
4.95 out of 5 average rating, 178 reviews

LakeView Manor

MandiRating, 5 stars1 month ago
Steve’s house is absolutely beautiful. It was the perfect place for my family and I to spend some seldom quality time together in celebration of myself graduating from Norwich University. The hot tub was a great amenity to have since the weather was still a little chilly. It was secluded enough we had time to just relax together but also close enough to places we still felt like we could go out and do something without wasting the day in the car. The master bedroom is where I stayed and the view is unbeatable. Would absolutely stay here again!
Top guest favourite
Home in Berkshire
4.95 out of 5 average rating, 147 reviews

1860 Farmhouse

CoryRating, 5 stars3 weeks ago
place was perfect for our large group . Would definitely recommend for others needing mutiple beds

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 Austin
4.95 out of 5 average rating, 402 reviews

La maison sous les arbres

SwitchRating, 5 stars5 days ago
I very much like this place It is very comfy and very well equipped with lots of nice touches. Wish I would have stayed longer to better tale advantage of it so will be back. It is a very private location and the scenery around is very nice. Great location if you want access to lots of outdoor activities. I highly recommend it.
Guest favourite
Flat in Stanstead
4.82 out of 5 average rating, 142 reviews

Logement entier fraîchement rénové

AmineRating, 5 stars2 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 stars4 weeks 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, 155 reviews

Logement 4 1/2 Style loft à coté du Lac Champlain

NafisaRating, 5 stars5 days ago
Comfortable and amazing space!
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.

Family-friendly apartment rentals

Guest favourite
Apartment in Cambridge
4.94 out of 5 average rating, 154 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

KatherineRating, 5 stars2 months ago
Absolutely love smuggler's notch resort and James was a very good host. Everything went smooth and the condo was perfect.
Guest favourite
Apartment in Magog
4.87 out of 5 average rating, 104 reviews

Condo bord de l'eau avec piscine intérieure et ext

Claude ( Madame)Rating, 5 stars6 days ago
Très beau séjour chez Vanessa . Tout était propre et fonctionnel. On a aimé prendre l’apéro sur la terrasse avec vue sur la marina et regarder le coucher de soleil dans les balançoires au bord du lac . Un séjour reposant dans un très bel environnement. Accès à la ville et à l’épicerie à pied . On reviendra .
Top guest favourite
Apartment in Saint-Jean-sur-Richelieu
4.93 out of 5 average rating, 162 reviews

CÉLAVI membre de la CITQ #299822

VanessaRating, 5 stars6 days ago
Tout était parfait! Très propre! L’hôte se soucie vraiment de notre confort. Il a proposé tout de suite d’ouvrir la thermopompe alors qu’on ne s’était même pas plaint de la chaleur! C’est possible de traverser le pont jusqu’au vieux St-Jean à pied où il y a une panoplie de restaurants et d’activités à faire. Je recommande vivement!
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, 318 reviews

Chez "Plumes et Bulles" nature et cocooning !

TammyRating, 5 stars1 week 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 stars6 days 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 stars1 month 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 stars6 days ago
Nous en sommes à notre troisième séjour. Nous y sommes très confortable. Petit logement douillet, bien situé avec cuisine bien équipée. Convient très bien pour un couple.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹9,468 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