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
Apartment in Bartlett
4.87 out of 5 average rating, 304 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars1 week ago
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^
Superhost
Home in Tamworth
4.82 out of 5 average rating, 101 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

LeahRating, 5 stars1 week ago
The house was beautiful. The walk down to the dock was also wonderful, the lake is beautiful. We really enjoyed the hot tub as well!
Guest favourite
Flat in Bartlett
4.89 out of 5 average rating, 262 reviews

Attitash Retreat

DarianRating, 5 stars4 days ago
This was our 2nd time staying at a unit hosted by ace on this resort and we will definitely return again! You get that private feel of a home with all the benefits of a hotel, not to mention beautiful Mountain Views when you step right out the door! Great location, 15 mins from Conway and we drove 30 min the other direction for the Mount Washington tour drive and we still wish we could’ve stayed longer. Our dog was more than welcome for a small pet fee. Highly recommend!!
Superhost
Cabin in Jackson
4.81 out of 5 average rating, 983 reviews

Cozy Wooded Cabin/private hot tub/fireplace/river

BrianRating, 5 stars1 week ago
This is the second time we have stayed here and it was just as great as the first! The area is secluded and quiet. The cabin is well taken care of and the perfect place to stay and relax in the area. We appreciate you!
Guest favourite
Apartment in Laconia
4.91 out of 5 average rating, 363 reviews

Million $ View of Lake Winni Flexible check in/out

NathanRating, 5 stars1 month ago
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!
Guest favourite
Apartment in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months ago
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Guest favourite
Home in Gilford
4.88 out of 5 average rating, 203 reviews

Fun & Fabulous Getaway

Vincent Rating, 5 stars3 days ago
Nice clean comfortable home not far from the lake and area attractions
Guest favourite
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.

Family- and pet-friendly home rentals

Guest favourite
Treehouse in Conway
4.95 out of 5 average rating, 583 reviews

Tree House at the Shire

LaurenRating, 5 stars3 weeks ago
Our stay with at Christie and Richie’s treehouse was amazing! Not only were they exceptional hosts, but the accommodations were perfect. The treehouse is super cozy, the hiking trails are beautiful, and it’s all around peaceful place. We brought our dog and he had a great time as well! Their dog Bo was a great playmate for our dog. I highly recommend staying with Christie and Richie!
Guest favourite
Apartment in Wolfeboro
4.98 out of 5 average rating, 219 reviews

Elegant condo on the water in downtown Wolfeboro!

KathleenRating, 5 stars1 month ago
Bob was a great host! From my initial inquiry to payment, instructions, greeting, flexibility and the space itself were all terrific. We will be back!
Top guest favourite
Home in Kittery
4.96 out of 5 average rating, 105 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

CathyRating, 5 stars1 month ago
We instantly felt at home! Everything we needed was there, including things that I often bring with me because they aren't usually provided. Erin has set up this house the way you would if you lived there yourself--extra pillows, blankets, bathroom and kitchen towels, kitchen and laundry detergent. Basic spices, coffee and tea, sugar and creamer, every kitchen gadget and utensil. Bath products, night lights, beach chairs and towels. Even a bluetooth speaker and use of their Netflix account! All we needed were a few groceries and some sunshine to enjoy the outdoor spaces and seasonal game room. The house is spacious and charming! Their check-in and check-out methods are easy and they left ample info on how things work in the house and local restaurant and activity recommendations. This is a great location and home. I almost wish we had brought the kids...
Guest favourite
Flat in Lisbon falls
4.94 out of 5 average rating, 467 reviews

Charming Victorian farmhouse 1880's bedrooms-2

KandiceRating, 5 stars3 weeks ago
Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!
Superhost
Home in Plymouth
4.81 out of 5 average rating, 690 reviews

Mountain River Spacious Country Stu

KellyRating, 5 stars1 week ago
We had a wedding to attend at The Barn on the Pemi. Vikis place is literally only a 4 min drive away! Great place to stay for any event here. Very peaceful !
Guest favourite
Home in Kittery
4.98 out of 5 average rating, 294 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

JakeRating, 5 stars3 days ago
Amazing host who made sure we had everything we needed for a great weekend with our toddler and dog. I would book again in a heartbeat.
Top guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 237 reviews

Waterfront Private Apartment only 5 min to LLBean!

SusanRating, 5 stars2 weeks ago
We loved our stay at Jess and Jeff’s place. Very clean and comfortable. The setting was beautiful and bucolic. Jess and Jeff were very responsive hosts. We hope to return some day.
Guest favourite
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.

Family-friendly home rentals with a pool

Guest favourite
Apartment in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Guest favourite
Apartment in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars1 week ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Superhost
Home in Woodstock
4.82 out of 5 average rating, 382 reviews

White Mountains Ski and Golf Resort Home

ArjunRating, 5 stars3 weeks ago
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!
Guest favourite
Apartment in Bartlett
4.92 out of 5 average rating, 462 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars4 weeks ago
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great
Top guest favourite
Apartment in Laconia
4.94 out of 5 average rating, 158 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

SandraRating, 5 stars2 weeks ago
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure
Guest favourite
Apartment in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars3 weeks ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Superhost
Cabin in N. Haverhill
4.92 out of 5 average rating, 165 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars3 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Superhost
Home in Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹9,519 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

Destinations to explore