Pet-friendly vacation rentals in South Portland

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.

This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

I was looking for a small, waterfront place to stay with my dog to decompress and unplug. OakLeaf exceeded my expectations and was perfect. Sunrises and sunsets overlooking the river and sitting by a fire were spectacular and I stayed an extra night. Bill, his wife, and their dog Shadow were gracious hosts and knowledgeable about the area. I will be returning!

We had a great time! The fenced in yard was perfect for the dog, and a great location just 15 minutes to the downtown area!

Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.

Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!

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!

Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

The perfect place for a weekend away with friends! Easy to find/get to, and less than 15 minutes from downtown Portland! The house was extremely clean, well stocked with anything you might need, comfortably furnished, and looked just like the listing. Susan was extremely responsive and helpful! Highly recommend, and we can’t wait for our next stay here!

My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Great place to stay for a big family and kid-friendly! We had a fantastic trip and the host was super responsive. The living room area is even more beautiful in person. Highly recommend this place.

great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts

Winter Wonderland Retreat!!! Talia's place was AMAZING!!! We arrived during a snow storm and within a couple of hours the roads and the driveway were all cleared and plowed! The Cabin and trees were all cloaked in snow and it was warm and cozy inside!!! Our two doggos enjoyed exploring the woods and searching for signs of the deer family living nearby. There was a family with young deer and they slept under the pine trees in the back woods. :) They also enjoyed their strolls down the driveway and along the quiet neighborhood roads. :) The night sky was UNBELIEVABLE!!! I did not realize there were so many stars in the night sky!! :) The cabin is very close to Pleasant Mountain, which is a beautiful place to ski! :) The Cabin had everything we needed!! We are looking forward to our next retreat already!! Talia was awesome! She was very helpful and responsive. We loved our stay!! Thank you for everything, Talia!! :)

Keith's place was such a cozy stay! The facility was spacious and well-ventilated. Keith was helpful, and the kitchen was equipped with items to cook with. Would love to stay again! The neighborhood cats are very friendly, I enjoyed interacting with them and giving them treats!

Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

This was a great get away. Right on the lake with the convenience of using their kayaks, row boat, and peddleboat. Also had an array of life jackets for everyone to be safe. Scenery is beautiful, location is peaceful! We read, kayaked, played pinpong in their basement, sat around the firepit and listened to nature! The house is exactly how you see it in the pics, plus better! The home is spotless and has everything you need! Host Heidi is very responsive! They even have many board games and puzzles to play. I would highly recommend this property and plan to rent again. Thank you Heidi for sharing your home and for a lovely weekend. Jamie Hale

Elizabeth was a wonderful host and her home is perfect for a peaceful, relaxing vacation. The house was spotless, well appointed, and very cozy. The short walk to the beach and town market is really convenient. Her rental is a perfect home base if you’re visiting Portland or exploring the Maine coast nearby.

Cozy and conveniently located! The perfect hidden gem right under your nose! Great trails, only a short drive to the coast with plenty of local eats! John was very responsive and accommodating. 10/10 would recommend!

Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!

Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.