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Kid-friendly vacation rentals in South Portland

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in South Portland

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Apartment in Portland

4.82 out of 5 average rating, 354 reviews

Spacious and Comfortable Private Apartment

Third floor (i.e. a few stairs) spacious apartment with a private entrance. Walking distance to Thompson’s Point, Maine Med and many other trails and attractions. The Old Port is a 5 minute drive (1.5 mi.). There is plenty of free street parking available. Space heaters warm the space in the winter, and a/c is provided in the summer. The house is shared by first floor tenants while our family occupies the second floor. Again, several stairs to navigate, but quite comfortable once you settle in!

Jan 14 – 21

R1,328 ZAR per night

Apartment in Gorham

4.96 out of 5 average rating, 195 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Enjoy the historical charm of one of Gorham's oldest homes. Come stay in a lovely private second floor, one bedroom apartment with private entry. Just walking distance from restaurants, the grocery store, laundromat, college campus and local trails. It offers private off-street parking for one car and it is located in the heart of Gorham village, a safe and family oriented community. Private bedroom with queen size bed and a full size futon provided. No backyard access. Full Kitchen. Full bath.

Oct 21 – 28

R2,149 ZAR per night

Apartment in South Portland

4.89 out of 5 average rating, 199 reviews

Willard Square - The View

“So much bigger than in the photos.” A charming apartment in the Willard Beach neighborhood of South Portland, Maine. There are bakeries, ice-cream parlor and restaurants within walking distance. Easy access to Portland , Midcoast airport. The area has many local craft breweries and award winning restaurants. This apartment is the perfect spot to stay for your Maine vacation. It is a great walking neighborhood with many attractions nearby, but you might want a car for getting around the area. I

Jan 23 – 30

R3,409 ZAR per night

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

Love gardens, pine trees, campfires, and birds? Curious about tiny homes? Our 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping the beverage of your choice from your private deck. It will be a unique and amazing experience and one you will remember! Bonus: 2 super friendly dogs and a cat that will be around the property during your stay. New in 2024: A/C!!STHR-000718-2018

Sep 19 – 26

R2,882 ZAR per night

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Apr 9 – 16

R2,946 ZAR per night

Guest suite in Portland

4.95 out of 5 average rating, 114 reviews

Sunflower Retreat in North Back Cove

The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

Oct 23 – 30

R1,842 ZAR per night

Guest suite in Scarborough

4.98 out of 5 average rating, 139 reviews

Beautiful, private apartment!! Great location!

Beautiful 750 square foot in-law apartment with private entrance. Full bedroom, bathroom, kitchen (including dishwasher), washer/dryer, and garage parking. Free wi-fi, cable, and Netflix included! All essentials included in addition to beach towels, chairs, table & cooler for the beach. Private patio includes a grill for use as well (weather permitting). Great location - 10 minutes to downtown Portland, 15 minutes to multiple beaches, 5 minutes to mall & restaurants.

Jan 23 – 30

R2,326 ZAR per night

Apartment in South Portland

4.91 out of 5 average rating, 149 reviews

Sunny and beautiful brick house apartment

This beautiful and cozy apartment was renovated by our own hands, with energy efficiency and craft in mind. The space is an opened kitchen/living room with 2 bedrooms. Reclaimed beams and old wood mix with fun colors and gorgeous full sunlight. A lush organic garden surrounds the house with backyard chickens. Set on a quiet street, walking distance to Willard Beach & Scratch bakery, 5 minutes to Portland Headlight and 10 minutes to Portland's Old Port.

Dec 24 – 31

R3,028 ZAR per night

Guest suite in South Portland

5.0 out of 5 average rating, 173 reviews

Bright Guest Studio Near Lighthouses and Beach

This bright guest studio is steps from the Greenbelt Walkway. Walk (within 10 mins) to two lighthouses, Willard beach, Bug Light Park, Scratch Bakery, Willard Scoops ice cream and a variety of restaurants. Portland is an 8 minute drive or 20 minute bike over the bridge. The space is minimal, bright and airy with windows surrounding, an elevated bed with comfy queen mattress, fully equipped kitchen, washer/dryer and cozy couch for lounging.

Mar 19 – 26

R2,029 ZAR per night

Guesthouse in Cape Elizabeth

4.98 out of 5 average rating, 140 reviews

Newly built private guest suite off Shore Road

Newly built cozy above-garage guest suite with private entrance on dead end street. Bright & airy space, thoughtfully designed in charming, cozy neighborhood full of young families. Access to large network of trails in the 200 acre Land Trust and walking distance to beautiful cobblestone beach. Conveniently located to the shops and restaurants in town and minutes from the iconic Portland Head light located in Fort Williams park.

Mar 28 – Apr 4

R3,092 ZAR per night

Apartment in South Portland

4.95 out of 5 average rating, 255 reviews

Stylish Studio Apt with Parking

A beautiful, private studio with kitchenette and luxury bathroom in the heart of Ferry Village in So. Portland. Although not on Portland peninsula, the Old Port is just an 8 min drive away. The apartment is five minutes to Willard Beach and 15 minutes to Scarborough beach. Also in the building is the Knitting Nook Café, which serves coffee, wine, beer, food, and knitting supplies. We are owner-operated. Lic#2764

Jul 16 – 23

R3,814 ZAR per night

Apartment in Portland

4.94 out of 5 average rating, 457 reviews

No cleaning fee! Location, location! And parking!

At Location Location! You can be assured that we take care of all the cleaning… so please be on vacation! This lovely, simple 1 bedroom apartment is in the heart of the Portland's West End. Just around the corner, a foodie paradise! Zu bakery, Chaval, Pan Men Miyake, Tandem bakery, El Corazon and Local 188 many others. Just down the street, Maine Med,Mercy Hospital, PMA, art galleries, shopping & the Old Port!

Nov 24 – Dec 1

R1,841 ZAR per night

Vacation rentals for every style

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Popular amenities for South Portland kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Portland

4.95 out of 5 average rating, 292 reviews

Explore Portland from a 18th-Century Victorian

Oct 31 – Nov 7

R3,501 ZAR per night

Home in Lisbon

4.94 out of 5 average rating, 333 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Apr 5 – 12

R1,307 ZAR per night

Home in Hollis

4.98 out of 5 average rating, 360 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Oct 22 – 29

R3,445 ZAR per night

Home in South Portland

4.9 out of 5 average rating, 102 reviews

Cottage style home 2 blocks from the beach!

Nov 15 – 22

R7,052 ZAR per night

Home in Biddeford

4.97 out of 5 average rating, 381 reviews

Private, spacious, colorful, fun & unique space

Oct 29 – Nov 5

R1,858 ZAR per night

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

Jul 22 – 29

R3,313 ZAR per night

Home in Cumberland

4.95 out of 5 average rating, 280 reviews

Rustic charm close to Portland

Feb 23 – Mar 2

R3,598 ZAR per night

Home in Scarborough

4.98 out of 5 average rating, 229 reviews

Swim spa under the starry night pool/hot tub/sauna

Apr 18 – 25

R7,825 ZAR per night

Kid-friendly apartment rentals

Apartment in Portland

4.78 out of 5 average rating, 304 reviews

Studio w/ Patio, Sauna & Onsite Massage

Sep 11 – 18

R2,084 ZAR per night

Apartment in South Portland

4.96 out of 5 average rating, 169 reviews

Beautifully renovated spacious 2br apt in SoPo💗💗💗💗

Aug 25 – Sep 1

R4,350 ZAR per night

Apartment in South Portland

4.95 out of 5 average rating, 167 reviews

Comfortable apartment near Willard Beach!

Jul 27 – Aug 3

R7,835 ZAR per night

Apartment in Portland

4.85 out of 5 average rating, 439 reviews

Cozy, Private Apartment

Sep 24 – Oct 1

R2,724 ZAR per night

Apartment in Portland

4.88 out of 5 average rating, 381 reviews

Modern East End studio, perfect Portland home base

Dec 4 – 11

R1,963 ZAR per night

Apartment in Cape Elizabeth

4.98 out of 5 average rating, 216 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Sep 15 – 22

R8,732 ZAR per night

Apartment in Portland

4.96 out of 5 average rating, 549 reviews

Charming West End Hideaway. Private Parking

Nov 30 – Dec 7

R2,945 ZAR per night

Apartment in Portland

4.89 out of 5 average rating, 271 reviews

Quaint West End Flat, 1 bedroom, lots of character

Oct 14 – 21

R2,556 ZAR per night

Kid-friendly condo rentals

Condo in Portland

4.85 out of 5 average rating, 207 reviews

Old Port on foot-additional parking option avail

Oct 31 – Nov 7

R2,143 ZAR per night

Condo in South Portland

4.94 out of 5 average rating, 121 reviews

Rustic Willard Beach condo ten mins from Old Port!

Feb 12 – 19

R5,489 ZAR per night

Condo in Scarborough

4.98 out of 5 average rating, 164 reviews

Comfy condo with loft by the beach!

Dec 2 – 9

R3,807 ZAR per night

Condo in Portland

4.93 out of 5 average rating, 106 reviews

Small, sunny and simple near MMC and West Prom

R2,695 ZAR per night

Condo in Scarborough

4.84 out of 5 average rating, 219 reviews

Cozy cottage steps to the beach!

Sep 18 – 25

R3,561 ZAR per night

Condo in Scarborough

4.96 out of 5 average rating, 279 reviews

Cozy condo by the beach!

Jan 3 – 10

R3,423 ZAR per night

Condo in Portland

5.0 out of 5 average rating, 106 reviews

Mary J. Eastburn House--Baxter Suite

Jun 10 – 17

R4,829 ZAR per night

Condo in Portland

4.89 out of 5 average rating, 129 reviews

Pet-friendly brewery lovers dream w/fenced yard

Oct 29 – Nov 5

R5,034 ZAR per night

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

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
6.9K reviews
Nightly prices starting at
R1,480 ZAR before taxes and fees

Destinations to explore