Family-friendly holiday rentals in Southport

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Popular amenities for Southport family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Woolwich
5 out of 5 average rating, 43 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

GregoryRating, 5 stars3 weeks ago
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.
Superhost
Home in Hanover
4.83 out of 5 average rating, 87 reviews

Viewtop Cabin: Modern Cabin with Stunning Mountain

DustinRating, 5 stars7 months ago
This is as picturesque of a ski cabin as they come. Everything was clean and tight. Far enough into the mountains with a clean up to date feel including Lutron radio RA3 switching. Cleaning fees were a little steap, but we are clean and neat people so im sure they are set to expect the worst. 10 for 10 would rent this house again.
Top guest favourite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars7 months ago
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!
Guest favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 148 reviews

Luxury 6 bedroom Beach House 50 ft from beach

TraciRating, 5 stars6 days ago
This beautiful venue was worth every penny. Chris greeted us and made us feel right at home, even pointing out opportunities for viewing local wildlife! Our party of 10 (ages ranging from 14 to 74) never felt crowded, a floor for every family! The kids even played "hide & seek" in the house. We made memories that will last a lifetime. Try as we may, we can't think of one thing we would have changed about our stay. Thank you Chris, Jason and family for sharing this beautiful home!
Top guest favourite
Loft in Andover
4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

DanielleRating, 5 stars3 months ago
I was happy to return to stay at Deb's, this time around in the studio loft. It was very spacious and comfortable and included anything that you might want or need. It was a perfect spot for me to rest while watching ski races at Black Mountain for the weekend. Thanks for being a wonderful host once again, Deb!
Guest favourite
Flat in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars4 days ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 172 reviews

Nashport on the Penobscot

AmyRating, 5 stars1 day ago
We had a very relaxing vacation. Verona Island is convenient for day trips to a number of attractions like Acadia, Camden and even Monhegan Island. Even when the weather was bad there was plenty of table space for puzzling, Bananagrams and Scrabble. The house was comfortable with views of the Penobscot River.
Guest favourite
Guest house in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
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

Top guest favourite
Home in Friendship
4.95 out of 5 average rating, 105 reviews

Maine Waterfront Hideaway

SteveRating, 5 stars2 days ago
This place is as-described and then some. Private, secluded, and peaceful. You have the water to yourself and virtually no noise around you (other than what your group makes!). Wallace’s has pretty much anything you need grocery-wise and good breakfast and lunch sandwiches. Pizza is good, too. The house is stocked with all the basic necessities and consumables, and then some. Probably the best-stocked ABNB I’ve stayed at (all the way down to q-tips in the bathroom). Friendship is far off of the tourist path, but not too far to go see things. The house was a perfect fit for our group of six adults and four teens. They never ran out of things to do (including fast WiFi, unfortunately—dad speaking there, not a knock against the house). The owner was very responsive to messaging. I can’t recommend this place enough.
Guest favourite
Flat in Lisbon falls
4.94 out of 5 average rating, 468 reviews

Charming Victorian farmhouse 1880's bedrooms-2

MollyRating, 5 stars1 day ago
Marcia’s place was exactly what we needed for the week. Convenient location in town with several walkable dining options. So happy we chose Marcia’s place for our vacation.
Guest favourite
Cabin in China
4.89 out of 5 average rating, 177 reviews

Rustic Family Cabin on China Lake

JamesRating, 5 stars2 weeks ago
We come every year. It’s a great quiet place.
Top guest favourite
Home in Wayne
4.94 out of 5 average rating, 213 reviews

Peaceful Getaway at The Ledges

JeffreyRating, 5 stars8 months ago
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
Guest favourite
Cottage in Fayette
4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

CarolRating, 5 stars9 months ago
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!
Superhost
Home in Belfast
4.9 out of 5 average rating, 111 reviews

The Strawberry House

BenRating, 5 stars9 months ago
The Strawberry house was such an amazing place for my wife and I to spend our first anniversary. We go to midcoast Maine every year and this was certainly a special one for us. Comfortable, thoughtfully designed and accessible to town. Highly recommend!
Guest favourite
Guest house in Camden
4.92 out of 5 average rating, 247 reviews

Superb Location w/EV Hk up & Walk to town & ocean

AdrianaRating, 5 stars3 weeks ago
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 🌸🌲🌊
Guest favourite
Cabin in Greenwood
4.95 out of 5 average rating, 257 reviews

Maine Paradise at North Pond-Paddle, Fish, Swim

Jennifer RRating, 5 stars3 weeks ago
My family enjoyed an amazing stay at Heather‘s place over the Memorial Day weekend. Plenty of kayaking and paddle boarding, nightly fires and grilling! The beds were very comfortable and the kitchen had everything we needed for cooking meals. The shower has great water pressure! We visited several local family hikes and would not hesitate to stay again.

Family-friendly home rentals with a pool

Superhost
Cottage in Poland
4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

Erin Rating, 5 stars10 months ago
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!
Top guest favourite
Flat in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars2 months ago
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.
Superhost
Flat in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars9 months ago
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.
Guest favourite
Flat in Falmouth
4.97 out of 5 average rating, 94 reviews

Poolside Suite-Gateway to Portland

CameronRating, 5 stars4 weeks ago
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.
Superhost
Home in Harrison
4.9 out of 5 average rating, 308 reviews

Riverfront Luxury in the woods, Million $ Views.

KristieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 months ago
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
Superhost
Home in Peru
4.95 out of 5 average rating, 218 reviews

the lake house

CarlaRating, 5 stars5 months ago
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!
Guest favourite
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars9 months ago
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 holiday rentals that are family-friendly in Southport

  • Total rentals

    150 properties

  • Nightly prices starting at

    ₹7,791 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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