
Family-friendly vacation rentals in Southport
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Top-rated family-friendly rentals in Southport
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Popular amenities for Southport family-friendly rentals
Family-friendly home rentals with a hot tub

Latham Blueberry Farm for up to 6 guests.
We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.

Amazing view, eagles, hot tub, 1 mi walk from Bath
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.

Falmouth 3br near Town landing
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Lakefront Log Cabin escape-boats-fishing-hot tub
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!

Luxury 6 bedroom Beach House 50 ft from beach
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.

Cozy hot tub haven
Very nice stay! Cozy & felt like home. Lovely private hot tub space. Beautiful!!

Nashport on the Penobscot
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.

Raven's Crossing - Retreat Cottage
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
Family- and pet-friendly home rentals

Freeport Village Sunny Studio
Jennifer was a phenomenal host. She was very accommodating (we were traveling with our 8 month old) which was extremely helpful. The place was spotless, quiet and very peaceful. We felt right at home and you can easily walk right to downtown Freeport. Highly recommend this host and this location!

Naughty Dog Private Island Log Cabin
We had an absolutely beautiful, special, memorable and meaningful stay here, and immediately started plotting how to get back asap on our ride home. Naughty Dog Island is breathtaking, so incredibly peaceful, is a magical world all in it's own, and wow Kent has really figured it all out. Everything is so well thought out, from the nature of off-grid living to the peaceful hang out spots, the impressive communication making sure we had everything we needed, and with immediate response to any questions, we felt right at home and cared for in the best possible way. Kent and Heather went way above above and beyond for us, and were the kindest, sweetest, and most thoughtful hosts. The house was so comfortable and the island just gorgeous. Super easy and flexible check in/out and logistics of getting to and from. I can't say enough good things about this absolute gem of a place. I highly recommend a stay here, and promise you will never want to leave. Thank you Kent + Heather!!!!!

Maine Waterfront Hideaway
We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!

1000 sq. ft. 1BR+ Apt Close to Town & Nature
A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.

Peaceful Getaway at The Ledges
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna

Superb Location w/EV Hk up & Walk to town & ocean
My husband and I stayed here with our dogs and loved it! The cottage was quaint and lovely …. And the location is perfect! Amanda was so kind and responsive! We will definitely be back when in Camden again 🌸🌲🌊

Belfast Harbor Loft
Third year in a row staying at Hannah’s beautiful 48Main St AirBnB in downtown Belfast. Centrally located within walking distance to great restaurants, coffeehouses, markets and beautiful waterfront scenery. Great communication with Hannah throughout our visit. Awesome stay, again!

Falmouth Waterfront Carriage House Apt
Anne’s place is wonderful! Peaceful with views of Casco Bay. I loved watching the boats from the apartment. Luxury bedding and furniture! Anne is super helpful and responsive! Amazing hosts and apartment!
Family-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

Luxury Condo on Water's Edge in Boothbay Harbor
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.

Heart of Rockland Maine
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.

Poolside Suite-Gateway to Portland
Maryann is SUCH a treasure! She really is the hostess with the mostest! Gives great recommendations, homemade coffee and treats, and if you mention you like something, she might get it for you! Making this Philly girl a wannabe Maine resident! Couldn’t recommend more.

Riverfront Luxury in the woods, Million $ Views.
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

the lake house
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!

Large private area, close to Rockland
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.
Quick stats about vacation rentals that are family-friendly in Southport
Total rentals
150 properties
Nightly prices starting at
G$18,830 GYD before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
150 properties include access to wifi
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park