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Kid-friendly holiday rentals in South Portland

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for South Portland family-friendly rentals

Kid-friendly house rentals

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

Quiet Comfy Victorian Escape

AmberRating, 5 stars5 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.
Guest favourite
Home in Westbrook
4.9 out of 5 average rating, 546 reviews

Reno Barn w/ a lot of Charm! Breweries & Airport

LindsayRating, 5 stars1 week ago
Fantastic place to stay with comfy beds and a great location! Would definitely recommend!
Top guest favourite
Home in Scarborough
4.99 out of 5 average rating, 100 reviews

New cottage just steps from beach

KaylinRating, 5 stars9 months ago
This was our second year staying at Don’s and it was great as always! Beautiful space, clean, updated, and well stocked kitchen/linens. Location to the beach can’t be beat and all the beach things you’d need are available for use. Don and Sue are both wonderful and we look forward to future stays.
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 104 reviews

Wren Cabin + Wood fired Sauna

CourtneyRating, 5 stars1 week ago
the perfect cabin nestled in the woods in a quaint town! We spent the week in Emily’s peaceful cabin and it was the perfect Maine getaway. The pond is a highlight! I loved getting to stay in this lovely cabin.
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 stars4 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!
Top guest favourite
Home in South Portland
4.92 out of 5 average rating, 118 reviews

Cottage style home 2 blocks from the beach!

HarrietRating, 5 stars2 days ago
Diana’s house was lovely and very comfortable. My family and I had a wonderful time exploring the area and being on the beach! Diana responded quickly whenever I had a question. I definitely stay there again. I highly recommend her house.
Guest favourite
Home in Lisbon
4.94 out of 5 average rating, 429 reviews

Unplug at a Beachy Bolthole with Classic New England Style

MatthewRating, 5 stars5 days ago
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.
Guest favourite
Home in Portland
4.95 out of 5 average rating, 335 reviews

Explore Portland from a 18th-Century Victorian

AlexaRating, 5 stars1 week 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 Cape Elizabeth
4.98 out of 5 average rating, 264 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

EmilyRating, 5 stars1 week 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 Portland
4.97 out of 5 average rating, 203 reviews

Compact & Complete in residential neighborhood

MariahRating, 5 stars3 days 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 Scarborough
4.81 out of 5 average rating, 475 reviews

Quaint, clean, convenient - peaceful in Pine Point

AriannaRating, 5 stars1 week ago
This is my third time staying at this Airbnb and I hope to have many more! for a small space it has everything you need and you can't beat the location
Guest favourite
Flat in Portland
4.9 out of 5 average rating, 108 reviews

Portland Back Cove Hideaway-1 BR- With Patio

GregRating, 5 stars6 days ago
Alex’s Airbnb was great for a remote work week, exactly as listed. Would stay here again.
Guest favourite
Flat in Portland
4.96 out of 5 average rating, 102 reviews

Sauna & fire table near Portland's Back Cove

JuliaRating, 5 stars2 weeks ago
Arian’s house is so lovely. It’s cozy, modern and very clean. The house is in an excellent location close to restaurants and walking paths. Arian was responsive and helpful. We highly recommend his place if you’re looking for somewhere to stay in Portland
Guest favourite
Flat in West End
4.89 out of 5 average rating, 327 reviews

Quaint West End Flat, 1 bedroom, lots of character

BrianRating, 5 stars2 weeks ago
Nice town home in the West end of Portland. Easy walking distance to a lot of restaurants and attractions. Host was very nice and responsive, and check instructions were very easy. The unit comes with some wonderful personal touches and basic supplies like snacks, wine, coffee, butter etc... The neighborhood felt safe, the building is an older building so you will hear neighbors walking around upstairs. Parking is tight on the streets but there is supplied parking in back. We found the parking to the left of the building to be too tight even with our small rental, but luckily the spaces in the back were always available. The unit is spacious, with a living room, kitchen, and separate bedroom. Although the bathroom is very tight, especially around the toilet, and could be an issue for a plus size person. The host was nice enough to leave us a bottle of wine and a wonderful welcome sign. Would definitely stay again.
Superhost
Flat in West End
4.84 out of 5 average rating, 866 reviews

Self-check-in | Parking | Washer + dryer | Desk |3

MasonRating, 5 stars5 days ago
Beautifully decorated apartment with an amazing atmosphere from both the room and the surrounding area that made the trip. Everything you could need for a perfect short or long stay is provided. Would highly recommend for anyone wanting to experience a surreal stay Portland.
Top guest favourite
Flat in West End
4.99 out of 5 average rating, 348 reviews

Quiet West End Retreat - parking - 100% Non Smoker

DanielaRating, 5 stars3 days ago
Ein perfekter Aufenthalt. Die Unterkunft ist super gelegen und man kann Portland problemlos zu Fuss erkunden. Es hat viele Restaurants etc. in der Nähe, die Auswahl ist gross. Sharon und Eric waren perfekte Hosts und wir haben uns rundum wohlgefühlt. Die Unterkunft ist sehr sauber und hat alles was man braucht. Auch der private Parkplatz ist ein grosses Plus. Vielen Dank Sharon&Eric für einen super Aufenthalt und das wir uns wie zu Hause gefühlt haben. Wir werden wieder kommen!

Family-friendly apartment rentals

Guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 432 reviews

Luxury Beach Front Condo! Prime Location!

KellyRating, 5 stars5 days ago
This place is gorgeous and right on the ocean!!
Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
Je recommande à 100%
Guest favourite
Apartment in Portland
4.96 out of 5 average rating, 259 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

FlorenciaRating, 5 stars2 days ago
Hermosa, amplia y luminosa casa, con todo lo necesario para estar cómodos y recorrer Portland. En un momento tuvimos un problema con la alarma de incendios y Allyson no sólo contestó en minutos, sino que también nos dijo cómo solucionar el problema y nos dejó baterías extra para que no se repitiera. No duden en quedarse en lo de Allyson, no solo es el alojamiento ideal para una familia, sino que Allyson fue la mejor anfitriona. Muchas gracias!
Superhost
Apartment in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars2 weeks ago
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!
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 Scarborough
4.96 out of 5 average rating, 240 reviews

Comfy condo with loft by the beach!

CaitrinRating, 5 stars2 weeks ago
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.
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!

Quick stats about holiday rentals that are kid-friendly in South Portland

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹6,907 before taxes and fees

  • Total number of reviews

    7.4K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore