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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

Guest favourite
Home in Westbrook
4.9 out of 5 average rating, 549 reviews

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

PatrickRating, 5 stars1 day ago
This is a very nice renovated barn. It is clean, well appointed with comfortable beds and nice outdoor sitting area. It is on a very busy road so you will hear road noise but it quiets down dramatically before 8 PM. The soaking tub is to die for. It is suitable for two people (for you romantics). The hosts do warn that filling it will deplete the hot water, but we found that a half full tub was sufficient.
Top guest favourite
Home in Portland
4.97 out of 5 average rating, 127 reviews

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

NasimRating, 5 stars1 week 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
4.96 out of 5 average rating, 68 reviews

Adorable Summer Cottage Rental- Willard Beach

JennaRating, 5 stars3 months ago
Omg. SUCH a gem!💎 The house - adorable!✅ The host - amazing, communicative, friendly and SO sweet!✅ Incredibly dog-friendly✅ Safe, very quiet neighborhood✅ This was such an incredible stay! The house, the yard, the twinkle lights, the beach, just everything! I was here on a work trip in the winter and I’m crossing my fingers work will bring me back to SoPo in the summer when all the flowers are open and the water is warm! Even in the winter, it’s a beautiful, magical space 💕 couldn’t have asked for anything more! Lisa, thank you thank you for sharing your incredible space with me & Sookie. It has SUCH a good vibe and you are awesome! 💛 (Omg and the beds?! SO comfy!!)
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 stars1 week 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, 431 reviews

Unplug at a Beachy Bolthole with Classic New England Style

JakeRating, 5 stars1 day ago
Great place, good location, excellent host!
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.
Guest favourite
Home in Portland
4.89 out of 5 average rating, 152 reviews

Grandma's 2 Bedroom Bungalow with loft

DianneRating, 5 stars1 week ago
Rhonda’s house was so charming with its many decorations from the 1940s, 1950s. It felt very cozy and completely comfortable there for the five of us. The grands loved the loft with the toys, and we adults appreciated the awesome shower and towel filled bathroom. So nice! Very comfortable beds, well equipped kitchen, easy to get into entrance, porch a nice place to relax. Great AC, too. Beautifully clean and tidy. Very close to downtown Portland for all of the going’s on and super restaurants. We would definitely stay again.
Guest favourite
Home in Falmouth
4.88 out of 5 average rating, 258 reviews

Amazing Bay View Home with Hot Tub

MacyRating, 5 stars1 week ago
We came to Portland to stay for the week, this Airbnb was perfect! Great location! Loved all the amenities! And the place itself was soo cute! We took full use of the hot tub! And also the grill, it was great and easy to use! The bedrooms and space for our dog was amazing! Our pup loved his stay too! (The neighbors dogs are very annoying and barked everytime we were out- but nothing the host has control over!!) The host was so responsive, when we got there I accidentally mistaken the heater for the AC! She got back to me in seconds on what’s what! Was never bothered, and check in and check out was seamless! Thank you for an amazing stay and hospitality for our first trip to Maine! 10/10 recommend! I would definitely come back!

Family-friendly apartment rentals

Top guest favourite
Flat in Portland
4.97 out of 5 average rating, 174 reviews

Quiet Comfy Victorian Escape

AmberRating, 5 stars1 week 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
Flat in Portland
4.94 out of 5 average rating, 687 reviews

Extraordinary Architectural Masterpiece Downtown

RaziaRating, 5 stars2 weeks ago
This place lives up to the title Architectural Masterpiece! From the moment you walk into the space and how up the steps to the main level, you are flooded with beautiful light from all sides and multiple views of the city. The apartment was artsy, spacious, yet cozy and welcoming. Just be ready to climb three sets of stairs to enter into the cool space. Alice friendly, and communicated the directions and updates when the room was ready early. Highly recommend!!!
Superhost
Flat in Portland
4.9 out of 5 average rating, 230 reviews

Bright & Sunny Apartment with Patio

SaraRating, 5 stars1 week ago
The place was clean, quiet and comfortable. It is close to downtown and to the university. The owners were very responsive. I look forward to coming back here in the future
Top guest favourite
Flat in Cape Elizabeth
4.98 out of 5 average rating, 265 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
4.96 out of 5 average rating, 660 reviews

Modern Studio Loft w/ Parking in Perfect Location

JudithRating, 5 stars3 weeks ago
We had a wonderful stay at Tom’s apartment. It is unquestionably a five-star rental. It is clean and comfortable with many amenities and the location is perfect with restaurants, venues and attractions only a 5-20 minute walk away. Check in, check out and parking instructions were very clear and easy to follow. Tom also provided a printed guide book with details for the apartment as well as suggestions for things to do and see in Portland which was very helpful and appreciated. We highly recommend and hope to be back soon to do some more exploring!
Guest favourite
Flat in South Portland
4.96 out of 5 average rating, 121 reviews

Spacious 1st floor New England charm.

ThomasRating, 5 stars7 months ago
There's so much that can be said about this place and the area. We stayed for a week and barely scratched the surface of what's available to do. Within 15-20 minutes of driving, you'll find both sand and rocky waterfronts to explore, Island ferries, forest hiking, and countless amazing restaurants. Coming back to this place after each day of exploring felt like coming home to rest and recharge for the next day. Comfortable places to sit/sleep, conveniently supplied snacks, and great material to review what to put on your list for the next day. Please take my advice and stay here if you want to have a peaceful and fruitful stay in the Portland, ME area.
Guest favourite
Flat in Portland
4.86 out of 5 average rating, 191 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars1 week 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!
Top guest favourite
Flat in Portland
4.99 out of 5 average rating, 349 reviews

Quiet West End Retreat - parking - 100% Non Smoker

SamanthaRating, 5 stars3 days ago
Sharon & Eric were very friendly upon arrival and throughout the stay. Eric helped us with our luggage and they both gave us great suggestions and had great conversation. The apartment itself is perfect for two people and in a nice neighborhood. Would highly recommend if you are looking to explore Portland!

Family-friendly apartment rentals

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 Portland
4.84 out of 5 average rating, 315 reviews

Old Port on foot

AbigailRating, 5 stars2 weeks ago
My friends and I had a great stay here! The location was perfect and the apartment was beautiful. Deb was a very responsive and helpful host. Downtown Portland can get a bit loud in the evenings, but the Airbnb was lovely.
Guest favourite
Apartment in Portland
4.96 out of 5 average rating, 260 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

EvanRating, 5 stars3 days ago
Allyson’s place was lovely! Great location and a perfect stop in Maine. 10/10 recommend.
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!
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 352 reviews

Cozy condo by the beach!

EllieRating, 5 stars2 weeks ago
Awesome place. Would book in a heartbeat again! Alyssa rocks too! Loved everything about this stay.
Superhost
Apartment in 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 Portland
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!
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 241 reviews

Comfy condo with loft by the beach!

KatelynRating, 5 stars1 week ago
This was a beautifully decorated space. The location near the beach was perfect! Cute little spot.

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    $103 SGD 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

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. South Portland
  6. Family-friendly rentals