Family-friendly vacation rentals in South Portland

Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!

Meghan’s place was perfect for our family of four. A quick drive or bike to the beautiful beach; Woolf’s for fresh corn and pre-cooked lobster; Five Acre farm for freshly baked pies (love the honour pay system!). Also lots of amenities on the grounds to take advantage of (swimming, pool, tennis, pickle ball). Would happily stay at Meghan’s place again.

Richard was very quick to respond and easy to work with! Cute little cottage in a nice little community with a pool. I would stay there again.

Great place to stay in Ogunquit area! The cottage is exactly as described, and well located between Wells and Ogunquit - you do need a car to get around easily as others have said. This is a fantastic place to stay with kids - having the pool facilities especially is great as a break from the beach. Julie and Derek left great advice as well as flexibility on check-in - thanks again!

This house has a beautiful location super close to the beach and a close walk to restaurants and activities. It has great views and plenty of room for a large group! Check in was super easy and they greeted us and went through everything so clearly that we knew where everything was and how to use it all - which was very helpful with such a big place with so many amenities. The hosts were communicative and helpful leading up to our stay and again with check out. The house itself is stunning with everything stocked for your stay. The only thing to be aware of is that there is a train that runs close by so definitely bring your sound machine. Would definitely rent this place again!

Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.

it was a very nice, clean, a great location. it usxwhat was advertised.

Gorgeous grounds and location for a quiet peaceful weekend getaway! David was very responsive and personable. The cabin is eclectic with something new and interesting in every corner.

This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.

Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.

Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!

We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

Great spot for myself and some friends celebrating a birthday! Good landing pad for exploring and also playing some board games during downtime.

Great location and great host! Super interesting and thoughtful artwork, wonderfully close to our destination (daughter visiting Bates college to consider attending there), and a super friendly and helpful host. Can't be beat!

I have stayed at Anne’s place many times. Anne and her husband are always very nice and friendly. The apartment is spotless, comfortable and you can’t beat the location, just up the hill from charming Falmouth Town Landing and beach and an easy drive to downtown Portland.

We had such a wonderful week-long stay at Suzanne’s place. We spent our days skiing at pleasant Mountain (only a five minute drive away) and our evenings relaxing by the fireplace. The space was super clean, comfortable, and cozy, and the perfect layout for our family. Would highly recommend a stay here, we hope to be back again next year!

100 percent recommended!!

We loved the old building with so much charm and character. The place was clean and well furnished. The surrounding is beautiful and location is convenient. Plenty of beds, but remember, they are all narrow twins. No queen bed in any room. More of a dorm set up in each room. Kitchen has enough utensils, plates and silverware for 20. But carry your own spices and condiments- including oil, salt and sugar. This house is part of Poland Spring Inns and Resorts.

Alice’s condo in Old Orchard Beach is exactly as advertised. It was in sparkling condition when we arrived, it’s a very short walk to the beach (when we were able to tear the kids away from the pool!), and it is the perfect distance from the center of town: close enough to walk, but far enough away to enjoy some privacy and distance from the crowds. We even managed to squeeze in a quick workout in the small gym. We would absolutely stay here again. Thank you so much, Alice!

Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!

Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again

Great place to enjoy the beach and the neighborhood 😃

Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown