
Family-friendly holiday rentals in Milton
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Top-rated family-friendly rentals in Milton
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Family-friendly home rentals with a hot tub

Steps to the Harbor & Outdoor Dining. Hot Tub Too
A very cute basement apartment in a charming seaside village, MAL’s place provided a peaceful respite. We enjoyed the hot tub in the beautiful backyard and comfy furniture. Thank you!

Updated Modern Condo at The Seasons
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Addie Shack in the White Mountains
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Sunny unit with views of slopes, use of pool
Awesome host and place! The interior design is beautiful and we greatly enjoyed our stay :) Would love to come back

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub
We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!

Spectacular log home with private pool and hot tub
This was the third time our family used Tim's house. I can't say enough about how absolutely wonderful it is to be there! It's a good sized house with plenty of room for everyone. The pool and (new) hot tub are SO relaxing! The beds are comfortable, and this year we took advantage of the fireplace, which added a new level of relaxation. Once we arrive, we stay put! If you are looking for a GREAT place to step out of the world for a bit, THIS is the place to be!

Come Play at Waterville Valley Resort
Our family thoroughly enjoyed our stay in Waterville. The condo is cozy and conveniently located in a quiet complex with easy access to the Rec. Center and the Town Square, where we enjoyed New Year's fireworks. Elizabeth sent us a lot of info ahead of time and was responsive to our questions. We would definitely stay here again. Thank you, Elizabeth!
Family- and pet-friendly home rentals

Large and lovely mountain cabin near North Conway
We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!

Tom’s Cabin The Place to be on Lake Winnipesaukee
Me and my party enjoyed every minute of our stay at Tom’s cabin! The cabin itself was spacious, cozy, and clean. The surroundings were also beautiful, right next to a nice neighborhood and lake. Thomas was a fantastic host and was extremely friendly and helpful. He was always there to answer questions and help out when needed. Overall, amazing trip and I would 100% go back!

Ski-In/Ski-Out Attitash! Base of Abenaki Quad!
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.

Sweet 2 bedroom apartment
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Family Friendly 2BR 1 BA Coastal Kittery Home
This house was perfect for our weekend getaway. Not only was the location close to everything, it was cozy and pet-friendly. The fenced in backyard was the perfect touch for our fur friend. The house itself was very clean and stocked with all the essentials. Rebecca and Jeff were very responsive hosts in the case we needed anything. Highly recommend staying here as you won’t be disappointed.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Locally Owned Pet Friendly N. Lakes One Level Home
As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!
Family-friendly home rentals with a pool

Attitash Studio | 5min to Storyland| Pools
Anca was so responsive and very helpful with our stay. The space was great for our family of 4. We were close to the restaurants and entertainment North Conway offers. We wish we could have stayed longer!

Basecamp in the White mountains
Perfect fall getaway with stunning colors and views. Great location to get around the White Mountains, easy access to I-93 but super quiet and peaceful property. Cute little cabin perfect for sleeping at the end of a long day. Gunnar was always responsive and greeted us as soon as we arrived, showed us around and gave great hiking recommendations. We made a fire on the chilly night and enjoyed the peace. Beautiful brook about a 15 minute walk through the woods:) I totally recommend staying here!

White Mountains Ski and Golf Resort Home
This is the third time I've rented this property which in itself says volumes. It's a beautiful loft condo in a beautiful setting that has three separate bedrooms /sleeping areas, each with its own full-service bathroom. Because the unit exists within a larger condo community, guests have access to a both an indoor and outdoor swimming pool, jacuzzi and common games and social area with billiards. Located just a few miles (two exits) south of the Kancamangus Highway (and Loon Mountain), Jason and Becca's place at the Jack 'O Lantern complex is a truly great find, whether you're a family, couple, or "couple of couples" :D

Luxury Condo Mins to White Mountains & Lincoln
This was the perfect spot to enjoy some time with friends! The accommodations were very comfortable and it was plenty of space for two families. The kids enjoyed the pool and game room. I would definitely recommend and will stay again!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

Across from Storyland & in the Heart of the Mtns
Michelle and Jason's place was very comfortable, clean and cozy. There was a variety of pots, pans and utensils which allowed us to cook whatever we wanted. There were other people staying in the unit, but it was very quiet. A great find for a long weekend of hiking!

Loon Mountain Studio with a Loft
We had such a great stay, a few weeks prior here, we stayed again while skiing at loon for the weekend. If you’re looking for a place in the Lincoln area and John’s place is available, just book it! You won’t be disappointed. Thanks again John for hosting.

Intimate Garden Style Condo with Mountain Views
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!
Quick stats about holiday rentals that are family-friendly in Milton
Total rentals
30 properties
Nightly prices starting at
£83 before taxes and fees
Total number of reviews
1.4K 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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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Owl's Nest Resort
- Pats Peak Ski Area
- Long Sands Beach
- Ragged Mountain Resort
- Purity Spring Resort
- Rye North Beach
- East End Beach
- King Pine Ski Area
- Tenney Mountain Resort
- Wentworth by the Sea Country Club