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

Quiet Boothbay Harbor Retreat
The house was perfect for our family. Steve was super proactive and sent directions for everything well in advance of our stay. The house is beautiful and the perfect distance from town. Overall it was a great stay

Gorgeous Studio on the Kennebec
Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!

Wren Cabin + Wood fired Sauna
the perfect cabin nestled in the woods in a quaint town! We spent the week in Emily’s peaceful cabin and it was the perfect Maine getaway. The pond is a highlight! I loved getting to stay in this lovely cabin.

Town’s End Cottage
We had a wonderful time. The location was ideal. Having a dock and watching the lobster boats go by was a very unique for us. We saw seals swimming by and did some fishing from the dock. The sunset on the dock was amazing also. We would highly recommend.

Maine Stowaway Carriage House
Perfect in every way! I have stayed at multiple air BnB’s and nothing compares to this house! Pictures do not do this place justice!! The location is awesome, secluded with a great view. One thing that stood out to me other than the awesome view and being secluded is that the house is stocked with everyday household essentials, other air BnBs I have stayed at never had the house stocked they way that this one does! I highly recommend this house to anyone that wants to visit south port!

Luxury Waterfront Home with Dock - The Sea Eagle
The house was beautiful and in a great location. The owners were extremely responsive and kind! We had a wonderful weekend at this incredible house.

Lobster Cove Cottage and Dock
Perfect spot, truly right on the water and so beautiful. The cottage is cozy and has everything you need for a great stay. The kitchen was well stocked with utensils and cookware. Everything was super clean. The neighborhood is very quiet and peaceful. The dock is wonderful for sitting and watching the wildlife and boats. The host is very responsive for anything and super helpful!

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!
Family-friendly apartment rentals

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

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!

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 enjoyed our time here. Brenda was very responsive and helped us out when we needed accommodations pretty short notice. The area is private and peaceful, it was just what we needed to rest up and recharge for busy traveling days.

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!
Family-friendly apartment rentals

Luxury Beach Front Condo! Prime Location!
This place is gorgeous and right on the ocean!!

Oceanfront Condo with Awesome Views
Je recommande à 100%

Modern Industrial Beach Cottage
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

First Floor Portland Condo 3 Bed 2 Bath + Parking
Hermosa, amplia y luminosa casa, con todo lo necesario para estar cómodos y recorrer Portland. En un momento tuvimos un problema con la alarma de incendios y Allyson no sólo contestó en minutos, sino que también nos dijo cómo solucionar el problema y nos dejó baterías extra para que no se repitiera. No duden en quedarse en lo de Allyson, no solo es el alojamiento ideal para una familia, sino que Allyson fue la mejor anfitriona. Muchas gracias!

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!

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!
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.

River Escape - Studio Apt. with River Access
Lovely stay in a cozy place during a harrowing move. Cozy place provided just what we needed.
Quick stats about holiday rentals that are kid-friendly in Boothbay Harbor
Total rentals
60 properties
Nightly prices starting at
$154 SGD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 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
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Brunswick Golf Club
- Cliff House Beach
- 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
- Portland Museum of Art
- Maine Maritime Museum
- Crescent Beach State Park
- Prouts Neck Country Club
- Three Island Beach