Kid-friendly vacation rentals in Windham

The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!

This cottage was ideal for our group. It is atypical in that the ‘bunk room’ is good for sleepovers with the younger crowd. And, living/dining is perfect for game nights & movie nights. The simple kitchen & 2 baths made it perfect for our 8 able-bodied friends. The awkward stairs & short ceilings could be deal breakers for any parties exceeding 5’10” or with mobility issues. But, plenty of towels & hot water for longer haired kiddos who needed showers after a late October swimming down by the pier… which is walkable, but also a super short drive.

My family and I love Sandy’s place. Lots of room, so comfortable and very clean! Sandy is so easy to communicate with and is always quick to reply! Close to the beach to take the dogs for a run in the winter months, close to town for restaurants, bowling, shopping. And just a great place to hang out, watch football, play games, or make pizza in the wood fired pizza oven! This is our second stay and we’ll be back.

Jeff was super responsive to me when I had questions. The space was beautiful, clean, and easily accessible. Jeff provided everything you might need for your stay. Would recommend!

Highly recommend this house! Convenient location, nice amenities, highly communicative host. Came exactly as advertised, we will be back.

Tara was a great host, which any questions she got back to us with the answers almost immediately. The home was just as beautiful as the view and was a quick distance to the center of town. Fantastic place to gather with family for a cozy weekend in the woods. Most definitely will be staying with her listing again in the future!

We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.

We had an amazing stay! Everything was as shown in the pictures. The home was clean, sunny & uncluttered. We were a short drive from downtown Freeport but felt very much away from it all when relaxing in the house. We were pleasantly surprised by the view of the cove when we got up in the morning and the cool ridge behind the house! It was a great family vacation, and we will come again!

Susan is a wonderful host. The location is incredible, with lots of excellent local spots within walking distance. It's east to squeeze in some time at the Art Museum, too, since it's around the corner basically.

Margaret is an extremely pleasant host. Our experience couldn't have been better from booking thru checkout. Our stay completely met our expectations and was perfect for our family of 4 (all grown individuals) and our dog. We had the pleasure of running into Margaret and her family and that was a complete validation of the quality of our fantastic experience. Thank you!

Everything was quiet and peaceful during this stay. I think there were downstairs neighbors in the building that were quiet and respectful. For 4 adults, this space was spacious, clean and comfortable.

This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

Cozy, clean, and super close to downtown. Great location. Overall great place to stay! Would recommend.

We felt instantly at home at Ian’s place. It’s inviting and warm and decor is just the right amount of funky and cool. It was comfortable for four people. It makes a great home base for Portland.

I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!

We enjoyed our stay at Rick’s place. It was very clean, comfortable and cozy, with plenty of room for us to spread out. Close to area attractions and restaurants as well. We would definitely go back.

Nestled on the edge of the ocean, this Airbnb offers breathtaking views that are truly unmatched from both the living room and the master bedroom. From the moment you walk in, you're greeted with luxury at every turn. The kitchen is magnificent, covered in granite and equipped with high-end appliances. The living area boasts plush, designer furniture that's both stylish and comfortable. The bathroom is a work of art with two opposing shower heads in the tiled shower. And the beds compare to sleeping at a 5 star hotel. The host was incredibly responsive and provided a welcome guide that included local tips for dining, beaches, and attractions. Any request was met with warmth and efficiency. This oceanfront Airbnb isn't just a place to stay; it's an experience. Whether you're celebrating a special occasion, looking for a romantic getaway, or simply need a place to unwind with top-tier amenities, this Airbnb exceeds all expectations.

We had a great stay! More spacious than we expected, very clean, updated and comfortable space. Felt it was even nicer than the photos. Bed was very comfortable, nice towels and linens. Plenty of storage for a longer stay. Easy access driving to Jackson or Conway.We didn’t get a chance to sit out but the patio area was great and private. We hope we get the chance to stay again!

This was a great place to stay. First, the heat was great for a two-bedroom condo. We were warm! The condo has everything you need for a stay. We also appreciated that TVs in the bedrooms as well as the living room. We were a short 10-minute drive to Attitash, 17 minutes to Wildcat, and about 10 minutes to North Conway. So the location was perfect. I'm sure anyone would enjoy there stay here.

Beautiful one bedroom condo. We enjoyed staying here as our base for skiing in the area. The condo was perfect. We loved the pools and hot tubs as well. Directions were great and check in check out was very easy. Would love to come back soon.

Host was very easy to communicate with. Unit is big and comfortable, pool and spa were amazing, kids loved it, can't wait to return!

Everything was as we expected! Christopher was a perfect host. We felt right at home! Thanks for having us! Would love to come next year !

The condo was easy to find when we parked where she suggested. Since you can’t bring skis inside use the locker provided on the first floor. Key is on the fridge. Very clean condo. Nice place. Getting back to the condo via the trails was easy once I learned the trails. Escapade dumps you a few hundred yards uphill from the condo, that trail is easy to link to from any peak except maybe White Cap. (Maybe you can?). I’d rent this place again!

This was a perfect get away treat in the mountains! The location could not have been better and I felt right at home. The luxuries In the club house really made this Airbnb stand out from the other places I've stayed. There is nothing like watching the snow fall while you swim. I would definitely stay again and I highly recommend using this resort for a family reunion.