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

Stunning & Spacious 6BR Waterfront House + Hot Tub
The house was perfect for our group of 12. It was spacious and well-cared for. While not located in downtown Portland, it was just minutes away by car. There was ample parking in the driveway and on the street. Meghan was a very responsive and flexible host. We had a great time.

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.

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!!

Luxury 6 bedroom Beach House 50 ft from beach
This beautiful venue was worth every penny. Chris greeted us and made us feel right at home, even pointing out opportunities for viewing local wildlife! Our party of 10 (ages ranging from 14 to 74) never felt crowded, a floor for every family! The kids even played "hide & seek" in the house. We made memories that will last a lifetime. Try as we may, we can't think of one thing we would have changed about our stay. Thank you Chris, Jason and family for sharing this beautiful home!

Million $ View of Lake Winni Flexible check in/out
The view is spectacular!!!!I could not stop looking at the view,the condo flat was clean and comfortable and the hot tub was perfect .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.
Family- and pet-friendly home rentals

The Upstairs Moose
We arrived and saw either the hosts or prior renters had left a few key basic unopened items in the fridge to help ease us into our stay: items like half and half, some eggs and butter were present. The hosts had also made the effort to leave a small welcome and departing treat for me and the family that was a nice touch. The building was older but with that comes the charms of different features liked slightly raised floors at times and other anomalies. The rooms were freshly painted and we never saw any signs of pests inside.The location was close to the shore and walkable to the pier and attractions. The beach was extremely clean and though we only went at off hours (late night or sunrise) it was always relaxing. There is an active set of train tracks nearby so don't be alarmed, it's about a mile off I'd guess but you will hear them pass through.The roads were pretty quiet in the neighborhood and kids plays on the inactive street for hours. Thanks for the enjoyable stay, The Hornes

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

Naughty Dog Private Island Log Cabin
This is our third time staying at the Naughty Dog Private Island, and every time we come, we are surprised by improvements that make our stay more comfortable. If you need to disconnect from the craziness of modern life, just come to this island, relax, reconnect with nature, and recharge. That’s how we feel every time we are here. This island has everything to make your stay fun and relaxing, whichever is your preference. Kent and Heather are one of the best hosts we’ve ever seen, they think of everything to make sure you relax from the beginning until the end of your stay. We highly recommend this place and cannot wait to come back next year.

A - Farmhouse Apartment on a Cattle Farm
very unique property in a fantastic setting, the farm is great and being able to walk around and explore was the highlight of our stay

Mountain View Cabin #1
Perfect location to stay during Bike Week. Conveniently close enough to Laconia and quiet away from the crowds.

Studio, pet friendly, river views, Jackson NH
Great place to stay for a weekend; the apartment was very clean and had many useful and thoughtful items in it (e.g. pots and pans, a coffee maker, extra toilet paper, dish/cleaning supplies, a hairdryer etc). We also appreciated that there were helpful little labels around the house and apartment for important light switches, the AC control vs the heat thermostat control, the hallway light, and the garage trash and recycle cans. The only thing we couldn't find and needed was a fly swatter; it's the tail-end of black fly season up north and we had to swat about 30 large flies right after arrival. One thing to note; this apartment is pet friendly, which was wonderful, but it is up a steep set of un-carpeted stairs. Our large dog found them slippery and it took a few tries before he was able to go up and down them without being afraid.

In the country but near the action.
I stayed at Alan's place before and I specifically booked his place again. I would have worked my flights around availability if I needed to. I love the location and the apartment layout is absolutely the best. Peaceful and relaxing and everything anyone could need or want is there. Alan and his wife are so friendly and welcoming. I plan on staying with them again for sure. I love looking out the windows at the surrounding trees and I took pictures of the wild turkeys enjoying their surroundings as well this year!

Falmouth Waterfront Carriage House Apt
We loved our stay at Anne’s place! It’s a beautiful neighborhood close to the water. Our kiddos were able to walk down at low tide to play in the sand and catch crabs. The market next door was so convenient for quick but delicious meals after a long day.
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!

Attitash Studio | 5min to Storyland| Pools
Great location and lots of amenities to keep everyone busy! Condo was clean, spacious and comfortable. There was clear communication and we'll definitely be staying again when we come back to the area!

Basecamp in the White mountains
My college roommate and I took a hiking and fishing trip and absolutely loved our stay at Gunnar’s Tiny House. The location is perfect for New Hampshire outdoor adventures - you're fully immersed in nature, and the property feels like a little slice of NH paradise. Gunnar and Heather are incredibly friendly, thoughtful hosts and genuinely fascinating people to talk to. From the solar shower to the luge track to the MOH, their creativity and lifestyle were inspiring. We especially loved cooking over the fire and soaking in the peaceful atmosphere. Our stay was memorable in all the best ways, and we’re so grateful to the hosts for making it special. Thank you, Gunnar and Heather! We hope to return someday.

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

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!

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!

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!

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 Waterboro
Total rentals
30 properties
Nightly prices starting at
₹10,319 before taxes and fees
Total number of reviews
800 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 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
- Weirs Beach
- North Hampton Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Rye North Beach
- Attitash Mountain Resort
- Diana's Baths
- Bear Brook State Park
- Funtown Splashtown USA
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Brunswick Golf Club