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Kid-friendly holiday rentals in Portland

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Portland family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Oakdale
4.97 out of 5 average rating, 173 reviews

Quiet Comfy Victorian Escape

AmberRating, 5 stars3 days ago
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.
Top guest favourite
Home in Windham
4.94 out of 5 average rating, 141 reviews

Waterfront Gem walkable to Restaurants!

WindyRating, 5 stars3 days ago
a wonderful place to stay.
Top guest favourite
Home in West End
4.97 out of 5 average rating, 125 reviews

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

NasimRating, 5 stars3 days ago
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!
Guest favourite
Home in East End
4.96 out of 5 average rating, 112 reviews

East End Unit

MarkRating, 5 stars1 week ago
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.
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 539 reviews

Beautiful Coastal Maine Getaway

CaitlinRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 168 reviews

New build with hot tub in Old Orchard Beach

AlenaRating, 5 stars1 week ago
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
Guest favourite
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
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.
Guest favourite
Home in Deering Center
4.95 out of 5 average rating, 335 reviews

Explore Portland from a 18th-Century Victorian

AlexaRating, 5 stars6 days ago
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

Top guest favourite
Flat in West End
4.98 out of 5 average rating, 313 reviews

Light-Filled Getaway with Private Porch

BrookRating, 5 stars1 week ago
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!
Guest favourite
Flat in Downtown Portland
4.94 out of 5 average rating, 686 reviews

Extraordinary Architectural Masterpiece Downtown

EvanRating, 5 stars3 weeks ago
"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!
Top guest favourite
Flat in Cape Elizabeth
4.98 out of 5 average rating, 264 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

EmilyRating, 5 stars6 days ago
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!
Top guest favourite
Flat in Deering Center
4.97 out of 5 average rating, 203 reviews

Compact & Complete in residential neighborhood

MariahRating, 5 stars1 day ago
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!
Guest favourite
Flat in West End
4.89 out of 5 average rating, 326 reviews

Quaint West End Flat, 1 bedroom, lots of character

IvingRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in East End
4.98 out of 5 average rating, 152 reviews

Modern Luxury with Bay Views * 5 Star Location!

ZachRating, 5 starstoday
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.
Superhost
Flat in West End
4.78 out of 5 average rating, 734 reviews

BEST location! HUGE 1 bedroom downtown Portland

John and ZaidaRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in East End
4.86 out of 5 average rating, 190 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars6 days ago
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

Guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 431 reviews

Luxury Beach Front Condo! Prime Location!

DaisyRating, 5 stars2 weeks ago
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend
Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

karriRating, 5 stars2 months ago
Great stay
Guest favourite
Apartment in North Deering
4.96 out of 5 average rating, 259 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

FlorenciaRating, 5 stars1 day ago
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!
Superhost
Apartment in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Very nice stay! The location is perfect, everything you need is on site. I recommend it!
Superhost
Apartment in Downtown Portland
4.91 out of 5 average rating, 160 reviews

Portland 1 Bedroom Condo in the Arts District.

StevenRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
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.
Guest favourite
Apartment in West End
5 out of 5 average rating, 123 reviews

Mary J. Eastburn House--Baxter Suite

JacquelineRating, 5 stars3 weeks ago
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!
Superhost
Apartment in Downtown Portland
4.9 out of 5 average rating, 134 reviews

Luxury Condo in Downtown Portland Old Port

VikkiRating, 5 stars2 weeks ago
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

Destinations to explore