
Kid-friendly holiday rentals in Southport
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Southport
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Southport kid-friendly rentals
Child-friendly house rentals

The Happy Harbor House-Walk to town!
Liz is a phenomenal host The home is newly remodeled and beautiful! It’s litterally steps away from the waterfront. She gave us lots of suggestions which we did including a stop in Camden on our way from BarHarbor for lunch at Camden deli and views from mt battie. We visited Maine Coastal Gardens and enjoyed the trolls and lush gardens (wish we could have stayed longer) and did a 4 1/2 hour whsle/ puffin tour no whale sittings but we saw lots of puffins, a seal and porpoise. Ended the day with dinner at ports of Italy Amazing food We would definitely stay here again only regret is we didn’t stay long enough

Decker Cove Southport Island Paradise
Tammy’s place was amazing! We couldn’t ask for a better place to spend time on our mid-coast Maine getaway. The house was easy to find, squeaky clean and super comfortable and cozy. It was minutes to Boothbay Harbor’s boat tours, shops and restaurants, Maine Botanical Gardens and their Giant Trolls, and other sites. Tammy was only a text or call away to answer questions or give suggestions. We loved every minute and would not hesitate to book with Tammy again.

Gorgeous Studio on the Kennebec
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!

Wren Cabin + Wood fired Sauna
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

Cheerful Harbourside Cottage
Very pleasant place, peaceful at the start of the season. Walkable to all local restaurants, stores, etc. Clean, well-kept, great value!

Cozy Year Round Bungalow - Walk to Town!
We had a great time in Boothbay Harbor. We Loved the house and it's location. highly recommend staying. The weather was exactly what we wanted coming from Florida.

Lakeview House
We had a wonderful stay at Florin’s Airbnb and would happily stay again! Everything was clean and comfortable, just as was described on the listing. Florin is also friendly and very responsive. Great stay!

Waterfront Farmhouse with Modern Flair!
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!
Kid-Friendly apartment rentals

Mystical Mary Howe Room, Downtown Damariscotta
Such a great place to stay! Thank you so much

25 MIDDLE -Historic Village Apartment (Unit A)
This apartment was so clean, well decorated, well stocked and very comfortable. The location is perfect. So close to downtown Wiscasset, Boothbay and Freeport. This was our 2nd stay and we will return. Kathleen is a great host!

Comfortable studio apartment in quiet location
We always love our stay here and will always be our first choice in the area!

William Larrabee House
Boo and Jonathan’s place is the definition of “the perfect air bnb”. This place truly felt like home - it was well designed, inviting, and charming. The small details (such as the delicious homemade pumpkin bread), the cozy blankets, fresh flowers and binder of local recommendations were all noticed and appreciated. We had the most wonderful stay - thank you!

Southside Suites
This was our second stay with Emily in less than a month. Just as comfortable and convenient as the first time. We hope to book her space again for the holidays this year.

Finding Joy
We loved our stay at Brenda's place. It was great for a peaceful vacation, a quiet location with no traffic jams!! A bit remote but not too far from the places we like to go in Midcoast Maine.

Waterfront Condo at the Sheepscot
We had a lovely night at Audray’s place! The location & the views exceed expectations. It was clean, cozy and inviting. Edited to add- not reducing stars for this because we enjoyed the accommodations, but I want other travelers w/ pets to be aware: Audray reached out 24+ hours after we checked out to say her cleaning person reported “an excess of pet hair on furniture and linens than her washing machine could not handle”, and requested we mail her an extra $50 to cover special laundering. We sent $75 on platform instead as we were shocked and sorry to hear this. We found it surprising b/c were in the condo only 14 hours, we immediately covered the furniture w/ pet covers (we brought our own) upon arrival, we covered the beds w/ our own extra top sheets to protect the quilts from pet hair, & we do not let dogs sleep in the beds- we bring pet beds. We have only received compliments on cleanliness & exclusively 5 star reviews from hosts over 7 yrs and 23 stays all w/ multiple pets.

Welcome to "West Winds at Pemaquid"
We had a great stay here. The apartment was perfectly clean and well appointed. Bob and Laura covered everything; thoughtful snacks, a comprehensive guest book, fully stocked kitchen and they even made umbrellas available. We were super comfortable and it was a great spot to base our Bristol adventures from!
Child-Friendly Holiday Condos

Waterfront Two Master Suite Penthouse with Rooftop
Amazing view and location! We loved how convenient this location was to shopping and restaurants. Having never been to Portland, this was a very pleasant surprise for us. Parking in the lot directly next to the building was easy and close. Sitting on the balcony watching the boats was so relaxing. Very comfortable condo and we would definitely stay again.

Luxury Beach Front Condo! Prime Location!
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

Oceanfront Condo with Awesome Views
Great stay

Modern Industrial Beach Cottage
Very nice stay! The location is perfect, everything you need is on site. I recommend it!

Cozy condo by the beach!
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!

River Escape - Studio Apt. with River Access
Lovely stay in a cozy place during a harrowing move. Cozy place provided just what we needed.

New 2BR 2King beds Private Apt Downtown Brunswick
Great place to stay in Brunswick! Extremely walkable to the downtown restaurants and shops. Clean and bright space with spacious bedrooms (enough space to throw a pack-and-play in one of the bedrooms). Beds were comfortable and living room/kitchen good for socializing! Bonus — you can also access the Androscoggin River path for a nearby dose of nature and water. This is the second location of Spencer’s we’ve stayed in (the other about two years ago) and both stays were awesome. Highly recommend for a trip to Brunswick!

Rustic Willard Beach condo ten mins from Old Port!
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.
Quick stats about holiday rentals that are kid-friendly in Southport
Total rentals
50 properties
Nightly prices starting at
$185 AUD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light