
Family-friendly vacation 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
Family-friendly home rentals with a hot tub

Magog studio - Waterfront - Cozy and confortable
Super séjour! Le logement était propre, confortable et idéalement situé pour notre activité dans les environs. Je recommande sans hésiter cet endroit!

Cozyluxe! Condo chic et chaleureux avec spas!
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.

3 BDR Mtn Home near wedding barns, Smuggs/Stowe
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!

Apartment, comfy and cozy with kitchen/gas fire
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.

Mountain Side Studio Spruce Peak Lodge | 1332
Great studio and location. View of Stowe resort mountain. Easy to get around the resort. Unit was clean and as expected.

Chalet Chïc Shack
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.

Cozy Country Apartment with private hot tub
Steve's place was great! Reasonably close to Stowe, easy to check in and out, and as described in the listing.

Contemporary Chalet in Stowe
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

Private & Intimate Cottage In Eastern Townships
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.

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

LE 3
We had a super stay! The house is very well laid out and everything was there for us!!

Pine Cabin, Galusha Hill Farm, incredible view!
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!!!

Owls Head
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.

House in beautiful rural Plainfield
Gayle y su esposo nos recibieron amorosamente. Nos hicieron sentir como en casa cada día. Estuvieron pendientes de todas nuestras necesidades, nos dieron las mejores sugerencias en nuestro viaje y compartieron tiempo junto a nosotros que atesoraremos para siempre. La descripción del espacio fue precisa y satisfizo nuestras expectativas. Gracias a ambos por este hermoso tiempo de calidad. Fueron días hermosos!

VT Lakeside getaway on beautiful Crystal Lake.
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.❤️

Peaceful Log Cabin in the Woods
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

Relax in Recreation Paradise!
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!

Epic Views of the Green Mountains
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.

Lower Yurt Stay on VT Homestead
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.

Cozy two-bedroom cabin near Smugglers Notch
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!

Sunset Cottage on the Richelieu River CITQ#302701
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!

Gorgeous panoramic views - 4 miles to the mountain
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

EPIC Stowe Getaway - Great For Families & Friends
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!

Cute Cottage - Poolside - Minutes To Activities
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 vacation rentals that are family-friendly in Montgomery
Total rentals
50 properties
Nightly prices starting at
G$27,212 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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- Jay Peak Resort
- Smugglers' Notch Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Parc Safari
- Amazoo Park
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Sherbrooke Golf Club
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Le Vignoble du Ruisseau - Winery & Cidery
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Le Club De Golf Memphrémagog
- Burlington Country Club
- Pinegrove Country Club