Kid-friendly holiday rentals in Portland

We thoroughly enjoyed our stay at Taylor’s place. Home was very well appointed and comfortable. Location was great, and the neighborhood was quiet and convenient. Great start for our two week trip in New England.

Fantastic place to stay with comfy beds and a great location! Would definitely recommend!

Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

We stayed at Kathleen’s charming place in and had a wonderful experience. The space had everything we needed and was also perfect for my husband and me to work remotely. I worked from the second bedroom with the daybed, while my husband set up downstairs. The location is within walking distance to everything, and Kathleen gave us some great local recommendations. We’d love to stay again!

Great location on the east end--residential with short walk to the Eastern Promenade and large waterfront park, as well as downtown and tourist amenities. Very efficient use of the small space. Because we wanted to take advantage of dining out, the lack of a kitchen was no problem for us. The bedroom was surprisingly large and bathroom a tad small, but overall a very homey and comfortable stay for a few days.

We loved our time staying here, the house was beautiful and just as described/ seen in the pictures. Randy was a great host and always very responsive with some great local recommendations. Would definitely love to return!

Stayed here for 1 night to cap off a Maine coastal trip and it was a perfect place to unwind and relax. Good walkable food options and very comfortable bed.

I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

We absolutely loved our stay. This was our first time in Portland and coming back to this unit after a full day of activities felt like we were right at home. Lucie has truly made this unit so warm and inviting with great attention to detail. The location itself is also great, not too far from the city to drive but not too close either. Thanks again!

"Extraordinary Architectural Masterpiece" pretty much sums up the apartment. Nice open spaces with elegant lighting and design touches throughout. Lots of windows ensured it was bright and offered great views of the city (often made possible by an abundance of parking lots close by - this is a good thing!). We were able to walk to a number of great restaurants, none of which were more than 10 minutes on foot. Likewise, the ferry to Peaks Island is an easy walk (and worth the trip, particularly if you rent a bike which is super easy). Alice was super responsive when I reached out with questions and updates on timing. So all good and glad we stayed there!

We stayed here for our 1 year wedding anniversary and it was the perfect place for a visit to Portland! We were a short walking distance from all of the restaurants and shops. The apartment was extremely clean and it was a perfect stay for 2 people. We would definitely stay here again!

We absolutely loved our stay here. Extremely clean, great shower, super comfy bed and location was great for our weekend exploring Portland. Would definitely stay again!

This was my second stay at Scott‘s amazing penthouse. So beautiful and comfortable and clean and you can’t beat the views across the harbor. I really needed a break and loved the comfortable beds! Just as described. Close to restaurants, shops and waterfront. The proximity to everything and the parking so close by made for a relaxing weekend. Scott was always immediately responsive when I had a question. I hope to be back for a third time in the future.

We had a great stay. The location is quiet but just a few minutes away from amazing restaurants, cafes, and breweries. Highlights: The bed was super comfortable. The sauna was great on a rainy day. The walkability to the Back Bay trail was appreciated.

We stayed here for a short trip through Maine — the listing was as described and Kimberly was friendly and easy to communicate with. We appreciated how well stocked the apartment was, including with a few snacks and drinks. Location was within walking distance to a couple of great bakeries (Tandem and Zu) and restaurants (Canteen Calafia). As a note, this apartment is located on the first floor of an older building, so you may hear footsteps from the upstairs tenants. This was not an issue for us, and there were earplugs available. The bathroom is rather small (as described in the listing), but my partner, who is larger, didn’t have any issues.

The unit is rustic, will not be to everyone's taste, but it's unusually spacious and tucked away from all traffic noise, not to mention walking distance from downtown and the Old Port. Lots of places to eat! Easy to find a parking spot on the street. All we ever heard from outside were children playing and birds. The stairs are steep, so not advised for those not fit or who have balance issues, and it takes awhile for the heat to warm up the place on colder nights (though it does get there). But Sharon is responsive and accommodating. We enjoyed her little perks like Swedish Fish.

Great stay

Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!

Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

The condo was perfect! Very clean, neat, cute decor. I loved the box of dog supplies that the host left. The condo was also in a GREAT area, walkable to bars, restaurants, coffee shops, stores. The host, Jason was friendly and accommodating. I will definitely return to Portland and stay in this condo again.

This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

Extremely clean and great location. It is located on second floor. If you have trouble with stairs, there is no elevator. Host provided clear instructions on check in and check out. She doesn’t require us to take out the garbage! !! She quickly responded to our questions and provided a great tourist book. Shower is amazing…I won’t spoil the surprise so book if you can!

Great place to stay in Brunswick! Extremely walkable to the downtown restaurants and shops. Clean and bright space with spacious bedrooms (enough space to throw a pack-and-play in one of the bedrooms). Beds were comfortable and living room/kitchen good for socializing! Bonus — you can also access the Androscoggin River path for a nearby dose of nature and water. This is the second location of Spencer’s we’ve stayed in (the other about two years ago) and both stays were awesome. Highly recommend for a trip to Brunswick!

We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.