
Kid-friendly holiday rentals in Montgomery
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Top-rated family-friendly rentals in Montgomery
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Popular amenities for Montgomery family-friendly rentals
Kid-friendly house rentals

Northern Vermont Country Escape/ The Martin House
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.

Cozy Adams Farmhouse - Spring Availability!
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!

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
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.

Eco-Zen Retreat (Geothermal, Swimming pond)
We had a lovely time staying with Eric & Mel! The property is gorgeous and perfect for a relaxing retreat away from the city.

Jay Mountain Retreat
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.

4CR Farm Guest House 4 Season Vacation Destination
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!

LakeView Manor
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!

1860 Farmhouse
place was perfect for our large group . Would definitely recommend for others needing mutiple beds
Family-friendly apartment rentals

Across from Tram Side Entrance of Jay Peak Resort
Great location minutes from both tramside and stateside at Jay Peak. Cute place. Suited our needs perfectly!

Spring Hill Farm, coffee & hot tub
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.

La maison sous les arbres
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.

Logement entier fraîchement rénové
Second time I have booked from Scott, no regrets. Amazing host, amazing place! Quiet and private. Would come again for sure.

Downstairs at the Big Green Victorian
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!

Logement 4 1/2 Style loft à coté du Lac Champlain
Comfortable and amazing space!

The House of the Setting Sun, Private Apartment
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!

"Mansfield" Suite - The Lodge at Wyckoff Maple
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

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️
Absolutely love smuggler's notch resort and James was a very good host. Everything went smooth and the condo was perfect.

Condo bord de l'eau avec piscine intérieure et ext
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 .

CÉLAVI membre de la CITQ #299822
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!

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

Chez "Plumes et Bulles" nature et cocooning !
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.

Family Friendly Large Condo at Smuggler Notch
Roxy was very responsive. very easy self check in. Great location in Smugglers Notch. loved that the kitchen was fully stocked!

Ski in Ski out - fantastic location on the trail
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!

magog condo 1 chambre/ 1 bedroom
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
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- Jay Peak Resort
- Smugglers' Notch Resort
- Ski Bromont
- Owl's Head
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Amazoo Park
- Spruce Peak
- Jay Peak Resort Golf Course
- Parc Safari
- Cochran's Ski Area
- Sherbrooke Golf Club
- Pump House Indoor Waterpark
- Le Vignoble du Ruisseau - Winery & Cidery
- Val Caudalies - Vignoble & Cidrerie
- Ethan Allen Homestead Museum
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Burlington Country Club