House holiday rentals in South Portland

we can't say enough about lovely our stay was at this beautiful house in OOB. the house is so clean and bright. its within walking distance to restaurants and stores. its right across from the heated pool. it really is such a gem!

This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

We had a wonderful time! Going during off season was very peaceful and quiet will definitely book again in the future!

The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!

Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!

We absolutely loved our stay! The home is gorgeous, light and airy, and so comfortable for our group! You can't beat the location across from the beach and quiet street for walking. The pool and hot tub were also so nice. We would highly recommend and would love to stay there again!

Great place to stay in a central location. The house was large and comfortable. Gregory was very responsive to any questions we had during our stay. We would definitely stay again.

Excellent location! Right on the beach. Beautiful gardens. Bird feeders gave us some view of the wildlife. The indoor porch was a spectacular place to sit and surround yourself with natural light. Roku TV allows you to easily connect your streaming platforms. We appreciate the kitchen basics provided.... basic spices and oils are a nice touch and very helpful. Very comfortable.

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!

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!!)

Beautiful home in a charming neighborhood, would certainly stay here again. Finn’s instructions were great and we felt right at home as soon as we got there.

Wonderful spot! Located close to the beach and an easy drive into Portland! Door is a little hard to get into but overall great!

lots of cool little details, snacks!

I had a wonderful stay at Mandy’s place! The space was exactly as described—clean, cozy, and in a great location. It had a nice long driveway, tucking us away just enough to enjoy some privacy and nature. We were a short drive from so many amazing Wells restaurants and adorable Kennebunk shops! Mandy was very responsive and made check-in/check-out a breeze. I especially appreciated the little goodies she left for us and she even went above and beyond to put up some balloons and a banner for my bfs birthday! I’d definitely stay here again and highly recommend it to others!

Excellent location. Lots of great restaurants, coffee shops, breweries and bars all within walking distance. Just a short drive to downtown and tourist destinations. Was a great stay for us and our 3 year old daughter!

Such a cute, quiet, well-designed bungalow! The beds and couches were super comfortable, at times it was hard to get up! But we managed to run the half-marathon around the bay, walk the nearby trails and visit downtown. I hope 42 Vermont is available for our next visit to Portland. THANK YOU. The plentiful coffee pods were a bonus!

I have been renting in this area for 40+ years. Mara's attention to detail was over the top. We arrived to a note and a gift card to the local lobster places. (Who does that!) There were bones and everything we needed for our sweet dog. The outside shower was the best and the only one I used. Having a 2nd bathroom in the basement and laundry was great. Air conditioners and a well stocked kitchen. And the sunset views and nights around the fire with family were the best. And use of the garage with bikes, sand toys and kyacks-never seen that before. Wish I had booked for a few more days. Will definitely come back next year. Thank you!!

My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!

Highly recommend! The location is perfect. So close all the yummy Portland restaurants. We were able to walk to Mackworth island and drive up the coast to other area parks The house was clean and had everything we needed. The kitchen was well appointed but free of clutter. The bedrooms were quite comfortable.

Just spent a couple of nights at Hidden Pines Cabins in South Berwick, Maine and had the most romantic and relaxing experience. We chose the mirrored cabin because of its uniqueness and it was perfect for us. Keep in mind this is a one room cabin with a small bathroom, but plenty for two adults. We loved the private jacuzzi and sauna and used it regularly after our hikes. As for the host Christian, he was probably the best host I’ve EVER dealt with using an Airbnb. Friendly, responsive and welcoming! He does have two other cabins the Pond View and the A Frame. We plan on renting the A Frame sometime in the winter. Thank you, Christian! 💕 Barbara

Nick & Kayla’s place had everything we needed. Tons of space for our big family. It even had a pack n play, baby gate, and a little slide in the backyard. Bedrooms were spacious and the beds were very comfortable. The home was very clean upon arrival. Easy drive into Portland. Would stay again.

Absolutely incredible! Gorgeous views, great neighbors and so peaceful. Loved having access to the bikes for daily rides. This is not a sterile empty Airbnb, this is a lived in and loved absolutely beautiful home. The layout is fantastic with nice touches throughout. The kitchen was not only beautiful but had great knives and cast iron cookware. I felt at home the moment I stepped inside. I definitely did not want to leave. Shannon was very responsive and welcoming. Highly recommend!