
Family-friendly vacation rentals in Milton
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Top-rated family-friendly rentals in Milton
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Popular amenities for Milton family-friendly rentals
Family-friendly home rentals with a hot tub

The Rabbit Hole - Luxury Cabin in heart of Stowe
The house was perfect for us. We were a group of 8 and everyone had a comfortable place to sleep, plenty of space to move around, park our cars and sit while relaxing throughout the house. Ryan was so helpful and quick to respond if we had any questions. Lovely house, hope I get to return.

Charming getaway tucked away in the Green Mtns
Not sure if it was the mattress, the sheets and quilt, the pillows, the Vermont woods, Vermont fresh air, or the rain hitting the roof… maybe all of it… but, my husband and I have not slept so well in… maybe EVER! Rob’s home is super comfy and dog friendly. The hot tub is a nice feature and works wonderfully. If you are looking for a quiet, peaceful location for your visit, this hits all the marks. Sitting outside with your morning coffee is a treat. If weather doesn’t cooperate, recommend sitting in the den in front of the picture window. Our old dog truly appreciated exploring the fenced yard, and we loved allowing him off off-leash. Great place to stay!

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!

Hilltop Haven
We had a wonderful stay at the Monty's place -- the apartment was well stocked with many thoughtful items, the area is very peaceful and near to outdoor activities, and the hosts were friendly and responsive. Would definitely stay again! Thank you!

Huge deck, hot tub, foosball, surrounded by nature
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!

Breathtaking View, Hot Tub, Sauna, Pets Ok!
This property was exactly what we were looking for for our low key bachelorette/girls weekend! Judi was fantastic about communicating with us about the best hiking trails, nearby activities, and most delicious local restaurants. The house was fully stocked with everything we needed including a beautiful kitchen with all of the essentials and more. The fire pit and hot tub were the icing on the cake. It was spacious, homey, and incredibly clean. We can’t wait to come back!!

Woodstone Cottage an Adirondack Experience
My husband and I needed a relaxing getaway and this spot 100% met the mark. Area was quiet and on a dead and road so we didn’t even hear passing traffic. We frequently travel “off grid” and remote cottages and cabins through out the upper east coast and this was the most private we have come across. The cabin had everything we needed and all of the charm. The property was lovely, with walking paths and our Labrador could not have been happier. Of course the hot tub and sauna took relaxing to the next level. We are both looking forward to coming back!!

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.
Family- and pet-friendly home rentals

House in beautiful rural Plainfield
My daughter and I had a wonderful stay. Gail and her husband were the nicest hosts. We had some great chats. The area is absolutely beautiful and peaceful.

Hillwest Mountain View
We had a lovely time at this quaint mountainous home. The neighbor nearby had some horses that grazed near the home every morning and the vistas in the distance were incredible to see. We would love to come back again next year, maybe during the more peak foliage season. Thank you all so much for your hospitality, especially for providing us an extra night!

Serene Country Cabins 1 In the heart of Vermont
Another great stay! Hauss are wonderful and always communicating well. The cabin is clean, cozy, everything we need. The area is quiet and serene. We will definitely do over!

Centrally Located Winooski Apartment
Great place - suited are needs perfectly. Dave responded instantly for a minor question. Very clean and well stocked amenities. Would recommend.

Charming Old North End bungalow
Genevieve's Place was perfect. Walkable/Ridable to downtown and the lake. Peaceful street and neighborhood. Loved the space and great library of books to flick through. Genevieve was awesome with her communications and super helpful when I albescent mindedly locked myself out. Will definitely be back.

Frelighsburg. Charming mountain log pavillon
Our family absolutely loved Louise & Michel's chalet - it is charming and cozy. We had a lovely stay and hope to visit again.

3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike
Another amazing stay at Margarette’s! We had so much fun. Her & George are such generous hosts. The location is perfect to easy access to the bike path and the private beach is beautiful and perfect. Realized that we’ve been coming here for years and years and we will continue to do so. Great value highly recommend!

The Green Mountain, Colchester, Vermont
Fantastic place to stay just north of Burlington! Colchester was beautiful and this condo is so close to the bike paths and causeway. Beautiful spot!
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.

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

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.

Chalet Potton Cottage - spa, sauna & pool
We had a beautiful stay here. Being Muslims, privacy was our priority, and we found the place very suitable and private. Had all basic equipments and necessities. The kitchen was well stocked with utensils, as well as the rooms with extra linens and towels. The host was friendly and quick to respond. She had given us all required instructions before our check in by message, which made our check in super easy. The patio had good seating also. With the pool, sauna, and hot tub, we were able to have a great stay Alhamdulillah. The pool was to open from June and we had our stay in the last week of May, and so we requested for pool access and the host was nice enough to let us use it. Would definitely consider coming here again!

Stowe 3BR Townhouse-Excellent location & amenities
It was a great and convenient place. Clean with plenty of amenities. Although it sleeps 6, we had 3 people-- one in each bedroom.
Quick stats about vacation rentals that are family-friendly in Milton
Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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