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

Oak Leaf
Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Hilltop Retreat with Hot Tub & Sauna near Downtown
Everything was as described and more! With a wonderful location close to town, good privacy, and so much space inside with many commodities we wouldn’t even think of. Even our dog had a fun filled week with us. We hope to visit again, it’s just the perfect home away from home. Couldn’t recommend a better place to stay.

Renovated home with amazing waterfront views
Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Summer River Retreat with Hiking Trails
By far one of the best Airbnb’s we’ve ever stayed at. Superb location, beautiful river view in front and forest view (with trails) in back. Plenty of garden space to run around in with the kid(s). And only a 5-minute drive into quaint and charming Bath. The place itself was beautifully laid out, with so much space and comfort. Pip was always available, efficient and kind and to communicate with. Cannot recommend this place enough if you’re looking respite in nature, comfort in home, and proximity to town.

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!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!

Unplug at a Beachy Bolthole with Classic New England Style
Marcia’s Airbnb felt just like home! It had a lot of amenities that aren’t usually included in an Airbnb like a washer, dryer, and many kitchen utensils/seasonings. I felt at home in this Airbnb and would definitely stay here again!
Family-friendly apartment rentals

The Barn by Swan Island: Whimsical, Comfy, & Fun!
Lovely, comfortable stay with thoughtful decor and hospitality. Close enough to Portland and outdoor adventures while feeling quiet, peaceful and away from it all.

King Size Bed - Hip Studio On Winter St - Topsham
Very happy with my stay here, host was very responsive and helpful. Very quaint, peaceful, clean space!

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!

Sail Loft - Upscale Oceanfront on a Pier near BBH!
The location is incredible! Ive never had such a great view. The place was clean and comfortable. Booth ay Harbor is very nice place to stay.

Farnham Point Retreat
The place was amazing, such a great find! The hosts laid out check-in and check-out instructions very clearly and offered an abundance of amenities to make our stay more enjoyable. They offered toiletries, tide pods, cooking spices, coffee, books- the list could really go on and on. It really felt like a home away from home! Thank you to our wonderful hosts, we hope to visit again!!

Cottrill House on Damariscotta River # 1
Great location as it it right on the Main Street - walkable to various restaraunt and shops. Would love to stay here again.

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.

The Escape on Elm
Beautifully decorated, comfortable bed, clean and in a nice neighborhood. Easy check in and check out. Responsive host. I would stay here again!
Family-friendly apartment rentals

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

First Floor Portland Condo 3 Bed 2 Bath + Parking
Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!

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!

Portland 1 Bedroom Condo in the Arts District.
The condo was perfect! Very clean, neat, cute decor. I loved the box of dog supplies that the host left. The condo was also in a GREAT area, walkable to bars, restaurants, coffee shops, stores. The host, Jason was friendly and accommodating. I will definitely return to Portland and stay in this condo again.

Attractive 1 bedroom cabin only 50 ft from beach#1
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

Comfy condo with loft by the beach!
This was a teeny tiny condo (<200 sq ft!) but spotlessly clean, well appropriated, and a great location. The bed was comfy and the loft area was tall enough to sit up and move around. It was a 5 minute walk to Pine Point Beach. There are about dozen other tiny cottages in the condo association, clustered around a central parking lot, so if all of them were full there wouldn’t be a ton of privacy but we were there in the off season and it was peaceful and quiet.

Luxury Condo in Downtown Portland Old Port
Extremely clean and great location. It is located on second floor. If you have trouble with stairs, there is no elevator. Host provided clear instructions on check in and check out. She doesn’t require us to take out the garbage! !! She quickly responded to our questions and provided a great tourist book. Shower is amazing…I won’t spoil the surprise so book if you can!
Quick stats about holiday rentals that are kid-friendly in Wiscasset
Total rentals
20 properties
Nightly prices starting at
₹8,608 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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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
- Cliff House Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Wolfe's Neck Woods State Park
- Spragues Beach
- Lost Valley Ski Area