
Kid-friendly holiday rentals in Portland
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Top-rated family-friendly rentals in Portland
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Popular amenities for Portland family-friendly rentals
Kid-friendly house rentals

Quiet Comfy Victorian Escape
A great place for my family and I. The place is spacious and beautiful. Beds were comfy and location put us exactly where we wanted to be.

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

2 bed house w/king bed, pets & off-street parking!
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!

East End Unit
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.

Beautiful Coastal Maine Getaway
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!

New build with hot tub in Old Orchard Beach
The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people

Breathtaking Bay Views!
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.

Explore Portland from a 18th-Century Victorian
The upstairs apartment was perfect for our stay in Portland. It’s clean, cozy, and a great location. We really enjoyed our stay and recommend it.
Family-friendly apartment rentals

Light-Filled Getaway with Private Porch
Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!

Extraordinary Architectural Masterpiece Downtown
"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!

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

Compact & Complete in residential neighborhood
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!

Quaint West End Flat, 1 bedroom, lots of character
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.

Modern Luxury with Bay Views * 5 Star Location!
Great stay at Susan’s place! Everything you could need for a stay in Portland with a great host. Spotless and private apartment with great local recommendations, and Susan left us donuts on the day we left! Would absolutely stay again.

BEST location! HUGE 1 bedroom downtown Portland
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.

Oceanside Modern Victorian 2BR- East End/ Downtown
Great stay! Location is perfect for everything we wanted to do, be by the water, stay right next to downtown, and a short walk from our tour with Eco Adventures. Furniture was very comfortable and everything was clean. Great restaurants in the area. Would return back!
Family-friendly apartment rentals

Luxury Beach Front Condo! Prime Location!
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

Oceanfront Condo with Awesome Views
Great stay

First Floor Portland Condo 3 Bed 2 Bath + Parking
Beautiful, spacious and bright house, with everything you need to be comfortable and explore Portland. At one point we had a problem with the fire alarm and Allyson not only answered in minutes, but also told us how to fix the problem and left us extra batteries so it wouldn't happen again. Don't hesitate to stay at Allyson's, not only is it the ideal accommodation for a family, but Allyson was the best host. Thank you very much!

Modern Industrial Beach Cottage
Very nice stay! The location is perfect, everything you need is on site. I recommend it!

Portland 1 Bedroom Condo in the Arts District.
Loved my stay! Jason and Steve were great hosts, and super responsive. it was great getting to bring our dog too! I would stay here again.

Attractive 1 bedroom cabin only 50 ft from beach#1
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.

Mary J. Eastburn House--Baxter Suite
The Baxter Suite was perfect for our weekend stay with 4 people. Thomas was a great host- very responsive and accommodating. The apartment is beautiful and very clean. The bathroom is gorgeous and beds were so comfy. One note is that the only mirror is in the bathroom and there is no full length mirror (not a huge issue but a small struggle with 4 women trying to get ready at the same time lol). The free parking spot was very nice to have but there was also plenty of street parking available. Overall Thomas’s place had everything we needed and we would stay here again!

Luxury Condo in Downtown Portland Old Port
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!
Quick stats about holiday rentals that are kid-friendly in Portland
Total rentals
260 properties
Nightly prices starting at
$38 SGD before taxes and fees
Total number of reviews
31K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
10 properties have a pool
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Brunswick Golf Club
- Cliff House Beach
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Crescent Beach
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