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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, 353 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!

Nov 16 – 23

G$14,508 GYD 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. No smoking. No pets. STHR-000718-2018

May 30 – Jun 6

G$31,827 GYD 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!

Mar 22 – 29

G$32,502 GYD per night

Guest suite in Portland

4.95 out of 5 average rating, 113 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 18 – 25

G$20,956 GYD per night

Apartment in South Portland

4.95 out of 5 average rating, 167 reviews

Comfortable apartment near Willard Beach!

This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provides a warm ambiance. We think you’ll especially enjoy sinking into the velvet covered king size bed at night and stepping into the spacious shower that includes a rainfall shower head along with a handheld ... use either or both, as you please! The kitchen is equipped with quartz countertops, solid cherry cabinets and high end stainless steel appliances.

May 5 – 12

G$24,145 GYD 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.

Apr 2 – 9

G$25,394 GYD per night

Apartment in South Portland

4.91 out of 5 average rating, 148 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.

Jan 15 – 22

G$32,120 GYD per night

Apartment in Portland

4.93 out of 5 average rating, 556 reviews

Adorable getaway on the Eastern Promenade

Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Nov 28 – Dec 5

G$20,056 GYD per night

Guest suite in South Portland

5.0 out of 5 average rating, 171 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.

Jan 23 – 30

G$22,483 GYD per night

Guest suite in Portland

4.91 out of 5 average rating, 197 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, queen sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

Apr 13 – 20

G$21,258 GYD per night

Guesthouse in Cape Elizabeth

4.98 out of 5 average rating, 139 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.

Apr 6 – 13

G$34,232 GYD per night

Apartment in Portland

4.94 out of 5 average rating, 456 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!

Feb 19 – 26

G$20,400 GYD 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 Lisbon

4.94 out of 5 average rating, 332 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Apr 16 – 23

G$13,838 GYD per night

Home in Portland

4.95 out of 5 average rating, 292 reviews

Explore Portland from a 18th-Century Victorian

Aug 23 – 30

G$39,516 GYD per night

Home in Biddeford

4.97 out of 5 average rating, 381 reviews

Private, spacious, colorful, fun & unique space

Nov 2 – 9

G$20,569 GYD per night

Home in Hollis

4.98 out of 5 average rating, 359 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Sep 26 – Oct 3

G$38,176 GYD per night

Home in South Portland

4.9 out of 5 average rating, 102 reviews

Cottage style home 2 blocks from the beach!

Jan 21 – 28

G$78,072 GYD per night

Home in Westbrook

4.88 out of 5 average rating, 444 reviews

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

Nov 19 – 26

G$33,470 GYD per night

Home in Portland

4.96 out of 5 average rating, 128 reviews

Quiet Comfy Victorian Escape

Jan 15 – 22

G$46,093 GYD per night

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

Dec 17 – 24

G$36,655 GYD per night

Kid-friendly apartment rentals

Apartment in West End

4.85 out of 5 average rating, 373 reviews

Quiet Retreat in the Heart of Portland's West End

Nov 3 – 10

G$19,445 GYD per night

Apartment in Portland

4.78 out of 5 average rating, 304 reviews

Studio w/ Patio, Sauna & Onsite Massage

Mar 11 – 18

G$22,741 GYD per night

Apartment in Portland

4.85 out of 5 average rating, 438 reviews

Cozy, Private Apartment

Oct 7 – 14

G$30,141 GYD per night

Apartment in South Portland

4.95 out of 5 average rating, 255 reviews

Stylish Studio Apt with Parking

Aug 12 – 19

G$42,392 GYD per night

Apartment in South Portland

4.89 out of 5 average rating, 199 reviews

Willard Square - The View

Oct 4 – 11

G$39,132 GYD per night

Apartment in Scarborough

4.93 out of 5 average rating, 416 reviews

Beach retreat - bright, cozy, clean, private!

G$23,388 GYD per night

Apartment in Gorham

4.96 out of 5 average rating, 195 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Aug 23 – 30

G$31,187 GYD per night

Apartment in Arundel

4.91 out of 5 average rating, 128 reviews

Ginger Hilltop

May 9 – 16

G$18,657 GYD per night

Kid-friendly condo rentals

Condo in Portland

4.84 out of 5 average rating, 206 reviews

Old Port on foot-additional parking option avail

Dec 7 – 14

G$22,283 GYD per night

Condo in South Portland

4.94 out of 5 average rating, 120 reviews

Rustic Willard Beach condo ten mins from Old Port!

Mar 14 – 21

G$55,681 GYD per night

Condo in Portland

4.86 out of 5 average rating, 330 reviews

Back Cove - Sunny 2nd Floor Condo

May 11 – 16

G$31,729 GYD per night

Condo in Scarborough

4.84 out of 5 average rating, 219 reviews

Cozy cottage steps to the beach!

Aug 31 – Sep 7

G$39,439 GYD per night

Condo in Scarborough

4.98 out of 5 average rating, 164 reviews

Comfy condo with loft by the beach!

Nov 3 – 10

G$42,134 GYD per night

Condo in Scarborough

4.96 out of 5 average rating, 279 reviews

Cozy condo by the beach!

Mar 6 – 13

G$37,874 GYD per night

Condo in Portland

4.93 out of 5 average rating, 106 reviews

Small, sunny and simple near MMC and West Prom

G$30,465 GYD per night

Condo in Portland

4.96 out of 5 average rating, 164 reviews

"Cornelia" Penthouse Waterfront Suite

Jan 7 – 14

G$87,762 GYD 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
G$16,727 GYD before taxes and fees

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