
Family-friendly holiday rentals in Wakefield
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Top-rated family-friendly rentals in Wakefield
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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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 ^-^

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.

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!!

Maine Lakes Region house (private hot tub)
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.

Fun & Fabulous Getaway
Nice clean comfortable home not far from the lake and area attractions

Mountain cabin with views, privacy, and more.
We had an amazing stay at Russ’s place in Campton, NH! The home is tucked away in a peaceful spot, surrounded by nature — perfect for anyone looking to relax and unwind. The privacy was top-notch, and everything was incredibly clean and well-maintained. You can truly feel the care put into the space. We had a great time and would definitely recommend it to anyone looking for a serene getaway!

Romantic Log Cabin in Jackson NH
My husband and I had a truly relaxing weekend spending time at the cabin. Lots of space to stretch out and relax by the pellet stove. Friendly and accommodating hosts. Definitely the sort of place worth a repeat visit.
Family- and pet-friendly home rentals

Waterfront on Opechee
Loved staying here and having the water right outside, so beautiful. My pup loved running laps around the fenced in yard, will definitely want to come back and stay again when it’s not raining!

water view property "The Little House"
The home was very well maintained, clean and quiet neighborhood. Would highly recommend “the Little House”!

A - Farmhouse Apartment on a Cattle Farm
The hosts were very responsive and helpful, very nice people who make you feel right at home. need anything just ask they will be right there. The place is homey with livestock which you can feed snacks too which is awesome, very informative as well about the livestock. Definitely Recommend and when we stay in the area again Definitely first place we will look for to stay at. Thank you

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
The Notchview cottage was great. We had a small intimate wedding ceremony there and it was perfect. The 2nd floor balcony is spacious and has great views of the White Mountains. The beds were very comfortable and the kitchen is well-stocked. There’s both gas and charcoal grills with propane and charcoal to suit your grilling needs. Highly recommended.

Waterfront Private Apartment only 5 min to LLBean!
Place was just as pictured. Super quiet and peaceful. Great stay! Great spot for a quick Maine trip!

Mountain View Chalet
The mountain Chalet was great! I had a nice and peaceful stay up there with my dog! When we arrived there was an adorable welcome basket with stuff for both of us! The chalet was adorable and had everything we needed for the weekend! We loved hanging in the sun porch and playing in the backyard. The location was also great close to a lot of walking trails and hikes. I would definitely recommend staying here!!
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
Great stay! Very responsive host with awesome local recommendations that really made the trip. Would definitely come back!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
I had a great experience at Mike’s AirBNB. It was very nice and clean. The AirBNB is in a great location within walking distance to local restaurants and shopping plaza’s. This AirBNB is listed at a very reasonable and fair price. Mike reached out to make sure I didn’t have any trouble checking in. This was a perfect place to stay for Laconia Bike Week. I had a great stay. Highly recommend!

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
$103 SGD 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
- Cliff House Beach
- East End Beach
- Palace Playland