Kid-friendly vacation rentals in South Portland

This beach house was an absolute dream. Perfectly located just steps from the ocean, with tons of natural light and beautiful design throughout. It felt like a true home away from home - peaceful, airy and well equipped with everything we needed. We couldn’t have asked for a better stay. Highly recommend, we will be back!

This is a very nice renovated barn. It is clean, well appointed with comfortable beds and nice outdoor sitting area. It is on a very busy road so you will hear road noise but it quiets down dramatically before 8 PM. The soaking tub is to die for. It is suitable for two people (for you romantics). The hosts do warn that filling it will deplete the hot water, but we found that a half full tub was sufficient.

Thank you Diane!! We had such a lovely holiday/vacation in Willard’s Square! Loved walking around the area! The food nearby is excellent! Great to crash out in your house and relax! Thank you for supplying all the beach gear!! We really appreciate that! Oh! We had such fun cycling your Tandem bike to Bug Light! Great addition to our week!

We had a lovely long weekend stay at this house. The home is close to attractions and restaurants. It was also clean, as described, good functioning air conditioning, and stocked with some niceties , which included a tub of K-cups. The host was very helpful and response.

Omg. SUCH a gem!💎 The house - adorable!✅ The host - amazing, communicative, friendly and SO sweet!✅ Incredibly dog-friendly✅ Safe, very quiet neighborhood✅ This was such an incredible stay! The house, the yard, the twinkle lights, the beach, just everything! I was here on a work trip in the winter and I’m crossing my fingers work will bring me back to SoPo in the summer when all the flowers are open and the water is warm! Even in the winter, it’s a beautiful, magical space 💕 couldn’t have asked for anything more! Lisa, thank you thank you for sharing your incredible space with me & Sookie. It has SUCH a good vibe and you are awesome! 💛 (Omg and the beds?! SO comfy!!)

I wanted a peaceful place by the water to unwind and Maggie’s home nailed it. Every aspect of our stay exceeded expectations. The deck views were amazing—islands, ospreys hunting, and a duck and her ducklings feeding along the shoreline. At low tide we poked around in the sand at the bottom of the rocks, and could have easily walked out to the center of the bay but it was juuuust a bit chilly for us. Easy to drive, park and walk along beach on the Atlantic side and explore. We didn’t have time to kayak but hope to be back to give it a go. So much beauty and nature, but with all the amenities that make it easy to relax. Maggie was responsive, and she and her family obviously care very much for the property. Check the propane BEFORE you plan to grill :), and bring flip flops to easily get from the house to the grotto (which was so comfy and cozy) and back again.

Rhonda’s house was so charming with its many decorations from the 1940s, 1950s. It felt very cozy and completely comfortable there for the five of us. The grands loved the loft with the toys, and we adults appreciated the awesome shower and towel filled bathroom. So nice! Very comfortable beds, well equipped kitchen, easy to get into entrance, porch a nice place to relax. Great AC, too. Beautifully clean and tidy. Very close to downtown Portland for all of the going’s on and super restaurants. We would definitely stay again.

We stayed here for two nights while visiting the area. The house was quiet, very clean, and the beds were comfortable. The kids liked the hot tub and we were able to sit outside, chat, and enjoy the evenings. We felt like the location was great for what we needed. The waterfront area of Portland was not a far drive for us and we found some great restaurants. During the day we drove to the smaller beach towns that were within an hour distance. I would definitely stay here again!

Great place to stay for a convenient walk into Old Port. The bed was very comfortable and the apartment was homey and pleasant. There are three sets of stairs to get into the apartment which may be a challenge for older guests or if like me you ran a half marathon during your stay and had sore legs. Note that for some reason, Ubers drop you off across the street next to the Mercy Hospital which was disorienting the first time.

Neither words nor photos accurately capture this fantastic apartment. Lives larger than it looks. Every architectural detail is creatively crafted and well articulated. Sunny, bright and beautiful views from all windows. Well located, easy walking to shops, restaurants, museums, bakeries, coffee shops and the waterfront. Communication with Alice was effortless. Highly recommend for your next visit to Portland. We will definitely stay again.

Tanners place has all the amenities you need, all in a beautiful apartment in a nice, quiet neighborhood close to the old port :) we loved everything about it and would have liked staying in Portland a little longer if we'd had some more time. Also to enjoy the house a little more! Parking was very easy and the entrance was easy to find. Felt very safe and comfortable!

Spotlessly clean. Although we didn’t use the kitchen, it was well supplied and very useable.

Very cozy little apartment. Perfect for a couple or maybe small family. The outdoor patio is a lovely touch! Everything was very clean and nicely decorated. Alex was a great host!

Amazing location in the heart of Old Port. Perfect for those who want to explore Portland with shops and restaurants right outside your door

Katrina's place was great!! I've never slept on such a comfortable bed!!! It was a bit difficult to find but Katrina's instructions warned that some navigation systems would have a hard time and she offered detailed instructions on how to locate the place. Check in was seamless and the place was spotless. It was absolutely perfect four our one night stay. Katrina was very communicative. We would absolutely stay here again if we ever visit Portland again.

This home was perfectly located, an easy walk to many restaurants and other points of interest. It was exactly as described and offered everything we needed for our stay. Thank you Alex for an excellent experience in Portland, we loved it!

We loved staying at Scott's airbnb! It's the perfect location for a quintessential Portland weekend. The unit is meticulously cleaned and Scott was very responsive and a great communicator. We stayed here during our wedding weekend and it was a great choice! We look forward to future visits!

Clean place, host was very responsive. Good location. Towels and bathroom amenities were very nice. My only suggestion would be fans in the rooms without AC.

Very nice stay! The location is perfect, everything you need is on site. Recommended!

We only had a very short overnight stay on our way through Portland but this would have been the perfect spot for a longer weekend as well! Loved the location and size for five friends.

This is such a wonderful place to stay! it was so luxurious inside and was so well thought out. Alyssa had the cottage set up with all you could need, soaps, bug spray, sunscreen, and even portable chairs. we were passing through from kennebunkport and this was just the perfect secluded spot yet still right near all the good spots. we took a walk out on the beach and found some massive sea shells and had the best time as no one else was out! Not to mention this was one of the comfiest beds on our 7 stop roadtrip. Could have easily stayed here for a week straight and been just as happy!

What a fantastic place to stay in Portland! Stephen's apartment is beautifully decorated, and is very well appointed. There was nothing that we needed while staying there! The apartment is so comfortable, was impeccably clean, and was the perfect home away from home. All the best restaurants, and some local favorites, are within walking distance. Lots of shopping and places to explore are also walkable. Stephen was an awesome host, he was very responsive, checked in to make sure we were happy and to see if we needed anything, and gave amazing recommendations for places to eat. We had such a wonderful time, and we look forward to coming back and staying here in the future. We highly recommend Stephen's place to stay!

We enjoyed our stay! Perfect location, walkable with plenty to do around the area. Everything in the home was as described, clean and comfortable stay!

We had a lovely stay in Portland. The location is excellent & the neighborhood has beautiful houses and gardens. It was a short walk to tasty restaurants, and there is a lovely park nearby. We enjoyed watching the sunset. Our host Thomas was very responsive and the space was lovely, with beautiful furnishings and modern fixtures. The bathroom was well-stocked with toiletries and the kitchen was stocked with coffee. The walk-through bathroom required a little coordination between three adults, but it was overall fine. I would be happy to stay here again.