Family-friendly holiday rentals in Milton

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Popular amenities for Milton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Stowe
4.92 out of 5 average rating, 358 reviews

The Rabbit Hole - Luxury Cabin in heart of Stowe

SuzanneRating, 5 stars1 month ago
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.
Guest favourite
Cabin in Jay
4.91 out of 5 average rating, 187 reviews

Camp Serenity

GlennRating, 5 stars4 weeks ago
We highly recommend staying here! Super clean and in a peaceful community only a short drive to Wilmington and Lake Placid. Stacy, our host, was also super responsive to any questions and needs. The hot tub was a great spot to hang out and relax after a long day on the water or on the trails. We will surely be back!
Guest favourite
Cabin in Keene
4.96 out of 5 average rating, 193 reviews

Honeymoon Cabin with Jacuzzi Tub

SummerRating, 5 stars1 month ago
We came up for a few nights to elope in the mountains with our two dogs. Meghan was so accommodating. This is our second time at this cabin but plan on making this our go to vacation spot when we come to Lake Placid!
Guest favourite
Cabin in Starksboro
4.88 out of 5 average rating, 285 reviews

Charming getaway tucked away in the Green Mtns

EbonyRating, 5 stars1 day ago
I booked a last minute escape from the city and Rob’s mountain getaway was exactly what I needed. The home was both welcoming & comforting with enough blankets to keep me & our furry one warm and cozy. The stocked coffee bar & equipped kitchen made the mornings a breeze. Tucked away in the peaceful mountains of Vermont, stargazing takes on a whole new meaning while in the amazing hot-tub Rob has on the property. The weather was too variable for us to utilize the lovely fire pit but that’s what the winter time is for. Still peaceful to sit up in the ski chairs and enjoy the scenery. We even saw a hummingbird! All in all, Rob is an amazing host with a home filled with so much character and charm. The local restaurant recommendations were all a hit! It’s a quick 30-40 minute drive to Burlington We even extended an extra day because we enjoyed our time so much and Rob was quick to reply and enthusiastic in all communications. 10/10 will stay again and highly recommend!
Guest favourite
Home in Cambridge
4.93 out of 5 average rating, 158 reviews

3 BDR Mtn Home near wedding barns, Smuggs/Stowe

EverettRating, 5 stars4 months ago
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!
Guest favourite
Flat in Hinesburg
4.93 out of 5 average rating, 288 reviews

Hilltop Haven

LeahRating, 5 stars1 week ago
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!
Top guest favourite
Home in Wilmington
4.98 out of 5 average rating, 289 reviews

Breathtaking View, Hot Tub, Sauna, Pets Ok!

MarkRating, 5 stars5 days ago
We completed the lake placid 9er hike on our stay. Great location with all hikes less than 20 min away (some less than 10). Spectacular view and incredible kitchen. Hot tub and sauna were great amenities for recovery from long days hiking. Place is as advertised and you cannot beat the view of the mountains. Highly suggest going to the hungry trout restaurant. Only a few minutes away, much closer than downtown lake placid and the food/service was great. Highly recommend this rental and hope to be back next year to begin the 46er.
Guest favourite
Castle in Schuyler Falls
4.92 out of 5 average rating, 363 reviews

Woodstone Cottage an Adirondack Experience

BeccaRating, 5 stars4 weeks ago
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!!

Family- and pet-friendly home rentals

Guest favourite
Tiny home in Duxbury
4.97 out of 5 average rating, 279 reviews

Tiny House at Camp Comyns

VeronicaRating, 5 stars1 month ago
We loved how she had breakfast items stocked for us! The beds were so comfy and the tiny house was so cute! Enjoyed our stay!
Guest favourite
Cabin in Hyde Park
4.94 out of 5 average rating, 589 reviews

Dream Cabin in Vermont

RebeccaRating, 5 stars2 weeks ago
We absolutely adored our stay at the cabin. It is idyllic inside and out! It was amazing to come home to after a day of exploring. The bed was super comfortable and the highlight for us was watching VHS on the TV with snacks. It is so well equipped and cosy, also enjoyed a lovely bath in the claw foot tub. Just perfect for a rustic, cosy stay in nature. A highlight for me was stepping outside at night and listening to (I assume they were) frogs!! They were so loud and it was incredible to hear them, the trees were also surrounded by fireflies (I’d never seen them before!) and I’ll always remember that perfect moment of peace. Thank you for making our 10 year anniversary so memorable with such a lovely place to stay, if you’re thinking of it for a special occasion or just as a base to explore this adorable region of Vermont, look no further :) thank you!
Top guest favourite
Guest suite in Plainfield
4.95 out of 5 average rating, 414 reviews

House in beautiful rural Plainfield

NykkiRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Hyde Park
4.96 out of 5 average rating, 356 reviews

Serene Country Cabins 1 In the heart of Vermont

JeffreyRating, 5 stars1 week ago
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!
Superhost
Flat in Winooski
4.85 out of 5 average rating, 123 reviews

1bdrm Apt near UVMMC, i89, and Downtown

SandyRating, 5 stars2 months ago
Great place - suited are needs perfectly. Dave responded instantly for a minor question. Very clean and well stocked amenities. Would recommend.
Superhost
Cabin in Morristown
4.9 out of 5 average rating, 250 reviews

Dream Log Cabins! Pets Welcome!

AngeloRating, 5 stars3 weeks ago
Claudia's place was EXACTLY what we were looking for on our VT getaway. Close to Stowe and Morristown, yet outside the madness of being in town. Claudia was the perfect host......accommodative, Fast response to messages, friendly and helpful. Despite other cabins on the property, this place was very private. Mr Charlie loved the fenced in yard to run loose in and the deck was perfect for sitting and relaxing. Would definitely consider this space again on our next trip to VT.
Guest favourite
Guest house in Burlington
4.91 out of 5 average rating, 186 reviews

The Carriage House on Caroline

LilyRating, 5 stars2 days ago
My husband, dog, and I really enjoyed our stay with Dori. The property was exactly as described and Dori was very responsive and accommodating. The neighborhood was very quiet and walking distance/a short drive to everything we wanted to do
Guest favourite
Bungalow in Burlington
4.92 out of 5 average rating, 809 reviews

Charming Old North End bungalow

ElizabethRating, 5 stars3 days ago
Genevieve’s spot was perfect for a stay in Burlington! Ideally located and was walkable to many of the downtown spots and also Lake Champlain. Also an easy drive to South End and Shelburne Farms. It was cozily curated and decorated and felt like “home”. Especially loved sitting on the front sun porch with a cup of coffee and a book in the morning. I’d absolutely book again!

Family-friendly home rentals with a pool

Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
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!
Top guest favourite
Home in Stowe
4.95 out of 5 average rating, 108 reviews

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak

BrianRating, 5 stars4 weeks ago
This place was perfect for our family of three for a long weekend. The room had everything we needed and the views of the village from the balcony were amazing. Lots to do in the village and plenty more just a short drive down the road to Stowe. We’d love to come back in the summer when there are more outdoor activities available.
Guest favourite
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Jeffersonville
4.93 out of 5 average rating, 191 reviews

Cozy two-bedroom cabin near Smugglers Notch

KrisRating, 5 stars14 months ago
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!
Top guest favourite
Cottage in Noyan
4.98 out of 5 average rating, 293 reviews

Sunset Cottage on the Richelieu River CITQ#302701

VictoriaRating, 5 stars1 day ago
We enjoyed the stay and want to come back for more! We loved the area, traveled to Montreal, enjoyed the river and the pool. Lisa is very kind and responsive. The house has everything you need , it’s on the water so bring with you something against mosquitos. It was a perfect getaway! I want more!
Guest favourite
Apartment in Jay
4.91 out of 5 average rating, 162 reviews

Ski in Ski out - fantastic location on the trail

PatrickRating, 5 stars2 months 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
Townhouse in Stowe
4.87 out of 5 average rating, 215 reviews

Gorgeous panoramic views - 4 miles to the mountain

LeslieRating, 5 stars1 day ago
We had a great stay! The place is 4 different levels with plenty of room for the 5 of us. The kids loved the loft bedroom and they all had their own comfortable bed to sleep in. The views are amazing and it was so quiet! I could have lived in the hammock on the deck!

Quick stats about holiday rentals that are family-friendly in Milton

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹6,878 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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