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Family-friendly vacation 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

Guest favorite

Cabin in Starksboro

4.87 out of 5 average rating, 277 reviews

Charming getaway tucked away in the Green Mtns

EricRating, 5 stars2 weeks ago
The place was perfect for our weekend getaway with another couple. Living space was warm and cozy. . Fire place was great. Hot tub was perfect. Rob was super quick to respond and helpful with any questions we had! We would definitely stay again
Superhost

Home in Moretown

4.93 out of 5 average rating, 137 reviews

South Hill Lodge- 5 BR Post & Beam Home

ElaineRating, 5 stars4 months ago
We were hosting a wedding at Bliss Ridge and Doug’s home was spacious and nearby. The view and home are amazing. Doug assisted us with details around furniture and catering and Alex was an attentive caretaker. The kitchen had EVERYTHING and there was plenty of seating, comfy places to sit and a terrific game room.
Guest favorite

Chalet in Essex

4.96 out of 5 average rating, 116 reviews

REAL Vt experience in a rare find log cabin.

AhouRating, 5 stars1 week ago
The cabin is stunning and spacious, perfect for our 50th bday celebration reunion with friends and their families. Having a chef’s kitchen allowed us to hire a chef for a special dinner. Some of us stayed in and enjoyed the hot tub, great room with fireplace and games room while others went up to Stowe for skiing. A perfect place for a VT winter escape. It was helpful to bring a white noise maker to help kids sleep since some of the rooms are right off the great room, and definitely bring 4 wheel drive for the steep driveway. You will have a blast.
Superhost

Guest suite in Jericho

4.75 out of 5 average rating, 284 reviews

Apartment, comfy and cozy with kitchen + hot tub

JenniferRating, 5 stars4 days ago
Rebecca is a wonderful host! She was very welcoming, flexible and stayed on top of our questions. The apartment is great. It’s filled with character; there are so many captivating books and vintage decor items worth a look! It’s even nicer in person. Quick drive to smugglers notch, bolton valley and skiing in Burlington. If you’re staying here, you must visit poorhouse pies!
Guest favorite

Home in Stowe

4.94 out of 5 average rating, 186 reviews

Hot tub, foosball, surrounded by nature!

KathrynRating, 5 stars1 month ago
Sky Acres was the perfect place for our two families to spend our annual ski trip. The house is spotless and very well-equipped. We loved sitting in the hot tub after a day of skiing, lounging by the fireplace, the large selection of games and the downstairs area where the kids could hang out. There was always someone available to help if we had any questions. We loved it!
Guest favorite

Home in Stowe

4.98 out of 5 average rating, 252 reviews

EPIC Stowe Getaway - Great For Families & Friends

MegRating, 5 stars1 day ago
a fantastic stay! they were able to accommodate us last minute with the instant booking! it was truly a great place with extra amenities like Tide and bounce sheets for laundry! we had a fantastic time would highly recommend!
Guest favorite

Home in Waterbury Center

4.96 out of 5 average rating, 129 reviews

Peaceful setting with Mountain Views

ReganRating, 5 stars3 months ago
my wife and I stayed here and everything about our trip was amazing !! we loved the location, very secluded with amazing views, the house itself was clean and looked exactly like the pictures. Susan is an amazing host, she’s very friendly and responds well ((: highly recommend staying here !!
Guest favorite

Apartment in Morristown

4.92 out of 5 average rating, 215 reviews

Cozy Country Apartment with private hot tub

BrittanyRating, 5 stars1 month ago
Steve was a great host! The place had everything we needed and was only 25 minutes from Stowe mountain. Within 5-10 minutes plenty of good restaurants to choose from. The space and hot tub were both clean and ready to use.

Family- and pet-friendly home rentals

Guest favorite

Chalet in Mansonville

4.92 out of 5 average rating, 127 reviews

Private & Intimate Cottage In Eastern Townships

Marie-PierRating, 5 stars1 month ago
We had a lovely week at Mathieu's! The site is splendid and the nature beautiful! We can't wait to come back!
Guest favorite

Cottage in Danville

4.91 out of 5 average rating, 221 reviews

Sweet Cottage in Farm Country

DawnRating, 5 stars3 weeks ago
We had a wonderful stay, first time staying somewhere with our dog and it went really well. The cabin was comfortable and had everything needed to enjoy ourselves. Libby was very helpful!
Guest favorite

Cabin in Hyde Park

4.94 out of 5 average rating, 579 reviews

Dream Cabin in Vermont

BenRating, 5 stars1 month ago
Our stay at the cabin was everything we hoped for. Cozy and warm place with everything you could need. Gerette and Frederick were great hosts and were very accommodating.
Superhost

Apartment in Stowe

4.84 out of 5 average rating, 178 reviews

Little Yellow House in the Village, Summit.

LauraRating, 5 stars1 week ago
The location was great! Perfect place for our dog. Brendan was flexible with our checkout since no one was coming in that day.
Guest favorite

Cabin in Morristown

4.9 out of 5 average rating, 246 reviews

Dream Log Cabins! Pets Welcome!

Parker DiggoryRating, 5 stars1 month ago
Ideal for a quiet escape to the Vermont woods with a dog. Close enough to Morrisville and Stowe for supplies, but still feels like a retreat. The cabin had delightful character and lots of relaxing space. The kitchen had what we needed for cooking (pans, toaster, etc). We loved being able to let the dog explore the back yard. It snowed while we were there and the access road was plowed quickly (enough for my sedan with only minimal snow tires to drive out).
Guest favorite

Chalet in Westfield

4.95 out of 5 average rating, 259 reviews

Mountain View Chalet near Jay Peak!

AaronRating, 5 stars2 weeks ago
This house was perfect for our long weekend trip to Jay peak. The 3 bedrooms were all comfortable, and the living space was clean and cozy. We would happily stay here again.
Guest favorite

Bungalow in Burlington

4.91 out of 5 average rating, 792 reviews

Charming Old North End bungalow

AshleyRating, 5 stars3 days ago
This place was wonderful. Great location and cozy/as described. Genevieve was a wonderful human and host. She was friendly, and made us feel so welcomed. We’d definitely stay here again!
Guest favorite

Apartment in Montpelier

4.87 out of 5 average rating, 683 reviews

Entire 2nd Floor Walk to Montpelier

RossRating, 5 stars1 week ago
This was our second time staying at Will's place, and it was just as delightful as the first time! It is such a warm and cozy place, with charming touches throughout. It had everything we needed, and even though it was very cold outside, Will took the time to ask and ensure we were warm enough (we were!) The location! I mean, a 7-minute walk to the heart of Montpelier! You can't ask for a better location if you are headed to Montpelier. We can't recommend it enough! Thank you guys!!

Family-friendly home rentals with a pool

Superhost

Condo in Stowe

4.79 out of 5 average rating, 135 reviews

Luxury 1 Bedroom at Topnotch Resort!

JaneRating, 5 stars5 months ago
Exactly as advertised. Very cozy for two people for a nice mountain getaway. No view of the mountains, but a short drive into the town of Stowe. Would be lovely to return for a ski weekend.
Guest favorite

Condo in Warren

4.87 out of 5 average rating, 187 reviews

Ski In/Ski Out with upgrades!

ChristineRating, 5 stars1 week ago
Great condo for our family of four to ski Sugarbush. The kitchen had everything we needed and the place was super clean. The living room was very spacious, even when using the fold out which was nice. Would definitely look to stay here again!
Guest favorite

Guest suite in Ryegate

4.92 out of 5 average rating, 227 reviews

Secluded Paradise on the Connecticut River, VT

AndreaRating, 5 stars3 months ago
I have been there once before. This time I brought my Golden Retriever & Keita welcomed Henry with open arms. Henry never met a cat before so we kept the cats & him separated (which wasn't difficult) since we didn't know how friendly he would be with the cats. It was cold outside this time of year but still a really nice place to take the dog & explore the nature paths around Keita's property. Nice place to stay & would stay there again.
Guest favorite

Home in Stowe

4.88 out of 5 average rating, 255 reviews

Lodge At Spruce Peak Alpine Studio Pool / Mt Views

AdamRating, 5 stars3 months ago
Very beautiful environment, and the AirBnB was much more than what my wife and I expected! Would definitely recommend to anyone considering booking! And will definitely book again the next time we plan a Vermont trip
Guest favorite

Condo in Warren

4.97 out of 5 average rating, 123 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

MichaelRating, 5 stars1 week ago
Great condo a quick shuttle ride from the lifts at Lincoln Peak. Property has an indoor pool, hot tub and game room, big hit with the kids. Stayed at Bridges before and definitely would again.
Guest favorite

Condo in Jay

4.92 out of 5 average rating, 156 reviews

Ski in Ski out - fantastic location on the trail

YvonneRating, 5 stars4 weeks ago
Cozy, beautiful home where we can ski in and out. There is a lot of natural light in each room and the space is welcoming and quiet. We absolutely enjoyed our stay and wish we could stay longer. It truly is a gem!
Superhost

Apartment in Stowe

4.77 out of 5 average rating, 111 reviews

Theatre in the Woods - Stowe, VT

Danny Rating, 5 stars1 week ago
Leslies place was an amazing getaway for my groups snowboarding trip to Stowe! The place was exactly as it was described and we all felt right at home. Lots of places to get food and goodies nearby and within walking distance. We also enjoyed the hot tub and pool! I highly recommend this place to anyone that is visiting the area for a ski trip or getaway to Vermont!
Guest favorite

Chalet in Mansonville

4.87 out of 5 average rating, 359 reviews

Chalet Potton Cottage - spa, sauna & pool

SeanRating, 5 stars1 week ago
Beautiful house with the perfect amenities. Sauna/hot tub was perfect after a day of skiing.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $150 before taxes and fees

  • Total number of reviews

    2.7K 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

Destinations to explore