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

Attitash Studio | 5min to Storyland| Pools
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 ^-^

BC Fairytale cabin, hot tub, ice rink, pool passes
Our stay at 1800BC (The Bear Cabin @ Moose Lodge) was awesome!!! We are a family of four with a dog that loves to travel New England for family adventures. The Bear Cabin met all of our expectations and we had a beautiful time skiing at Bretton Woods. This was a special cabin with beautiful woodwork, an awesome wood stove, plenty of space and a superb location. Just a short drive to Bretton Woods (2mns) and close to several to several restaurants on Rt 302 as well. There is Bretton Woods Market and Deli just down the road that can meet most needs as well. If you are a skiing family and want a peaceful yet close proximity to a cool mountain...The Bear Cabin is for you.

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!
This is one of the best Air B&B experiences that we’ve had…beautiful place and surroundings, great amenities and personal touches, wonderful recommendations. Couldn’t have had a better time.

Cozy White Mountain Cabin w/ Hot Tub & Fireplace.
We loved staying here! It was plenty private and was a perfect destination for a romantic weekend away!

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

Attitash Retreat
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!!

Bartlett N. Conway, NH condo ski near Storyland
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!

Fun & Fabulous Getaway
We had a great time at this Airbnb! Beautiful views especially if you wake up early enough to watch the sunrise in the master bedroom. Close to many amenities but honestly there's plenty to do at the house with the hot tub, games, air hockey and foosball. Plenty of sleeping space too!
Family- and pet-friendly home rentals

Tree House at the Shire
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!

Waterfront on Opechee
Heidi was excellent! Enjoyed chatting with her down by the lake. Great amenities and so close to Meredith and Laconia!

water view property "The Little House"
Perfect place for a weekend away from our kids! The location was perfect to explore both Kittery and Portsmouth, and Wendy left lots of recommendations which was very helpful. The house is on a quiet street which was so nice and we loved having coffee on the deck looking at the water across the street.

A - Farmhouse Apartment on a Cattle Farm
We absolutely loved staying here! It was only an overnight trip and we wished we could have stayed longer. Very friendly hosts, lots of room, nice character within the Airbnb- the main bedroom was beautiful and both bedrooms had great views of the farm on one side and the mountains on the other. They called down the cows so we could feed them bread and it was such a fun experience! Would definitely stay here again if in the area.

Mountain River Spacious Country Stu
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 !

Fire Fly Yurts on Funky Bow Lane
We had the best weekend here! Paul was so responsive and helpful. We enjoyed having the option to go down to his brewery and hear the live music or just hang out at the yurt / by the campfire! It was a quick drive to Kennebunkport too. We would love to come back, it was awesome!

Cozy Cottage w/ Mountain Views & Two Outdoor Decks
Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!

True Maine Artist Cottage with Outdoor Shower
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

Upscale retreat w/ panoramic White Mountain views
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!

Storyland, golf, hiking, kayak and more
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.

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

White Mountains Ski and Golf Resort Home
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!

Across from Storyland & in the Heart of the Mtns
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

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure

Quiet Condo Close to Shopping and Attractions
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!

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 Wakefield
Total rentals
70 properties
Nightly prices starting at
₹6,887 before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- North Hampton Beach
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Attitash Mountain Resort
- Bear Brook State Park
- Diana's Baths
- Pats Peak Ski Area
- Wentworth by the Sea Country Club
- East End Beach
- Cliff House Beach
- Palace Playland