
Kid-friendly vacation rentals in Winthrop
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Winthrop
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Winthrop kid-friendly rentals
Kid-friendly house rentals

Carriage House
I think I was one of the first here, so I count myself lucky. the carriage house is very quiet, I never heard outside noise. Absolutely no problem going to sleep, no ambient noise or light. Comfortable stay. Easy access and parking right outside the door. Full size refrigerator and stove. This rental would be fantastic for longer stays. Highly recommend.

Quiet and Private in Oxford Hills – Dog Friendly!
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

Wren Cabin + Wood fired Sauna
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

The Nifty Village House
It was a perfect place to stay for our weekend adventure. The place was very clean and tidy. It was obvious that a lot of work and thought was done to make it a really great home. I would definitely rent again when my travels take me back to the area.

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Lakefront: Private Hot Tub, Sauna & Free Massages!
What an AMAZING stay! We loved staying at the lake house and enjoyed extra that came with it! The bed was comfortable, the rooms were all beautifully decorated and we both loved the hot tub! Although it rained almost the entire time we were able to enjoy the game room and the fire place. We have already told our friends and family how much of a great stay we had!

Beautiful lake house on Tacoma Lakes near Coast
What a place. So many great things to do. We swam and fished in the lake, the kayaks and canoes were so much fun and at night we sat by the fire pit and played table hockey.The house had everything we needed. The host was very responsive and answered all questions quickly.

Unplug at a Beachy Bolthole with Classic New England Style
This place is very nice and is perfect when visiting places north of Portland, such as LL Bean and some nice state parks. Very clean and quiet. There are stairs as soon as you enter the unit, but weren’t an issue for me. Would definitely stay here again if in Portland area!
Kid-friendly apartment rentals

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

The Barn by Swan Island: Whimsical, Comfy, & Fun!
Lovely, comfortable stay with thoughtful decor and hospitality. Close enough to Portland and outdoor adventures while feeling quiet, peaceful and away from it all.

Sunnymeade
Robert’s place was the perfect getaway for me calm, quiet, and peaceful. Everything was perfect, the space was cozy and neat, it had everything I needed for a few days away. Quick drive to the harbor with lots to do if one chooses. Hoping to make it back there soon.

Sweet Retreat: 2 BDR Home Mins to Colby
We had a great stay. The location was ideal and everything we needed was supplied. The house was exactly as pictured and well stocked and very clean. Chelsey was very responsive to any questions and they also dropped off some very thoughtful sweet treats! Highly recommend and we would definitely stay again!

Apt above Ambition Brewing in Downtown Wilton
Great spot at the center of Wilton. Comfortable bed. Close to restaurants. Responsive and courteous host.

King Size Bed - Hip Studio On Winter St - Topsham
Very happy with my stay here, host was very responsive and helpful. Very quaint, peaceful, clean space!

Loft Retreat
This Airbnb was exactly as listed. Everything is updated, very clean, and comfortable. Jordana was very responsive and accommodating. I would stay here again.

Waterfront Condo at the Sheepscot
Audrey’s place was right across the water from Wicasset and a quick drive to Boothbay Harbor where we did a Puffin cruise. Great place to stop for the night.
Kid-friendly condo rentals

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 ^-^

Oceanfront Condo with Awesome Views
I would recommend it 100%

Cozy condo with North Conway at your finger tips!
Thank you for letting us stay with you. We had a fantastic weekend

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

Attractive 1 bedroom cabin only 50 ft from beach#1
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

KimBills’ on the Saco
We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!

River Escape - Studio Apt. with River Access
Lovely stay in a cozy place during a harrowing move. Cozy place provided just what we needed.

An Amazing Mountain Getaway!
My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!
Quick stats about vacation rentals that are kid-friendly in Winthrop
Total rentals
10 properties
Nightly prices starting at
G$8,366 GYD before taxes and fees
Total number of reviews
860 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Cliff House Beach
- Pemaquid Point Lighthouse
- Sunday River Golf Club
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Wolfe's Neck Woods State Park
- Pinnacle Park
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Eaton Mountain Ski Resort
- Lost Valley Ski Area
- Head Beach
- Pebbly Beach