
Family-friendly holiday rentals in South Portland
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in South Portland

Total holiday rentals
Explore 280 holiday rentals in South Portland

Nightly prices starting at
South Portland holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 22,320 verified reviews to help you choose

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
280 of South Portland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across South Portland rentals

4.9 Average rating
South Portland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in South Portland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy South Portland studio with King bed! REG107
Welcome to our studio! Stocked with all you need! Short walk away from the green belt trail & ocean views. Just 5 minutes away from Fort Williams home to the most photographed light house in America. We are a walk away from bug light,and spring point and if you feel like a beach day Willard beach is 5 minutes away. Don't forget to stop at scratch bakery or the cookie jar for a coffee and treat. Portland's Old Port is just a 10 minute uber ride . FYI ,entrance is in back up a flight of stairs .
FamilyIndoor spacesAir conditioning

Cozy SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.
FamilyIndoor spacesWalkability

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.
Indoor spacesFamilyBackyard

Apartment Walking Distance to Willard Beach
Our South Portland in-law suite is on a private floor & has its own private entrance at the back of the house. It is a 1 bedroom, 1 bathroom space with a fully stocked kitchenette and free parking. You'll love being only a 5 minute walk from Willard Beach and walking distance to 2 different lighthouses: Spring Point and Bug Light. You'll also be a 10 minute drive to Old Port. You'll have access to a shared, fenced-in backyard. South Portland Short Term Rental License #: STR2020-0022.
FamilyIndoor spacesWi-Fi

Sunny Apt, 7 mins to Downtown, W/D, Café
A sunny, private, spacious, recently renovated 1 BD apartment in a quiet neighborhood in South Portland. New kitchen and 2 luxury bathrooms with shared seasonal back patio. Enjoy the new Second Rodeo Cafe next door. Minutes to the beach and downtown Portland. Enjoy Bug Light Park, the Eastern Greenway Trail, and Scratch Bakery; you are close to it all. Please note: From December through March, we have off-street parking space for only one vehicle. We are owner-operated. Lic#2764
FamilyIndoor spacesBreakfast

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!
FamilyIndoor spacesAccuracy

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!
KitchenIndoor spacesDecor

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.
FamilyIndoor spacesBarbecue

Cozy Tiny Cottage • 9mi Portland • 6mi Beach
Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.
FamilyKitchenBiking

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.
KitchenFamilyDecor

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.
KitchenFamilyAccuracy

Peaceful Beach Getaway
Located steps away from the beautiful Willard Beach, this modern dwelling insures a peaceful getaway. Take a walk up the street for freshly baked bagels and mouth watering pastries, or down the Greenbelt Walkway for a lovely lighthouse excursion. Drive 10 minutes into Portland for a night-out on the town, and return to your newly-renovated one-bedroom suite for a restful night on a glorious king bed.
KitchenIndoor spacesAccuracy
Popular amenities for South Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Loft Apartment on Tree-Lined Street in Falmouth
FamilyIndoor spacesHeating

Oceanfront Escape • Walk to Beach • Sleeps 14
FamilyKitchenGetting around

Amazing Bay View Home with Hot Tub
FamilyKitchenOutdoor spaces

Solar Powered Bus in Forest | Hot Tub + Wellness
FamilyIndoor spacesBreakfast

OOB Oasis: 6BR Home w/ Private Pool Near Beach
KitchenIndoor spacesAccuracy

Luxury Home w/HOT TUB & Fire Pit
Indoor spacesFamilyDecor

Unique and Stunning Beachfront property Greygoose
FamilyKitchenGetting around

HotTub/5min to K-port, Pet friendly, @anchorunwind
FamilyIndoor spacesBathroom
Family- and pet-friendly home rentals

Higgins Beach *New* Beach Home & Private Offices
FamilyKitchenLong stay

The Knightcap
Indoor spacesKitchenTV

Crescent Beach Gardens
FamilyIndoor spacesHiking

Bright, clean, private cottage near Higgins Beach!
FamilyIndoor spacesView

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Indoor spacesFamilyLaundry

Portland + Cape Elizabeth + Beaches + luxurious!
Indoor spacesFamilySleep quality

Sunny Cottage
KitchenFamilyTV

Blueberry Hill
Indoor spacesFamilyBarbecue
Family-friendly home rentals with a pool

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
KitchenIndoor spacesNearby

Cozy Cottage with Ocean Views, Wells Maine
FamilyKitchenBarbecue

Charming Saltwater Farm apartment
Indoor spacesKitchenAccess

Beach House w/ Heated Pool · Fire Pit · Kennebunk
KitchenFamilyPets

Starfish Condo Wells Beach
FamilyKitchenNearby

Newly designed one-bedroom condo- heart of OGT
KitchenIndoor spacesAccuracy

Maine Hacienda w/hot tube & seasonal pool
Indoor spacesFamilyDecor

Faith Lane with community pool
Indoor spacesFamilyCheck-in
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 NZD | $298 NZD | $335 NZD | $362 NZD | $498 NZD | $595 NZD | $656 NZD | $679 NZD | $532 NZD | $524 NZD | $379 NZD | $340 NZD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Rentals with beach access South Portland
- Rentals with a hot tub South Portland
- Apartment rentals South Portland
- House rentals South Portland
- Rentals with breakfast South Portland
- Pet-friendly rentals South Portland
- Waterfront rentals South Portland
- Rentals with pools South Portland
- Condo rentals South Portland
- Boutique hotels South Portland
- Private suite rentals South Portland
- Hotel rooms South Portland
- Beachfront rentals South Portland
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Things to do South Portland
- Things to do Cumberland County
- Cultural tours Cumberland County
- Food tours Cumberland County
- Water sports Cumberland County
- Things to do Maine
- Art workshops Maine
- Landmarks Maine
- Cultural tours Maine
- Water sports Maine
- Outdoors Maine
- Wildlife Maine
- Food tours Maine
- Things to do United States
- Shopping and fashion United States
- Museums United States
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