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Kid-friendly holiday rentals in Boothbay Harbor

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Boothbay Harbor family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Boothbay Harbor
4.8 out of 5 average rating, 25 reviews

Quiet Boothbay Harbor Retreat

AshleighRating, 5 stars8 months ago
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
Guest favourite
Home in Bath
4.91 out of 5 average rating, 345 reviews

Gorgeous Studio on the Kennebec

AlexandraRating, 5 stars3 days ago
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!
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 104 reviews

Wren Cabin + Wood fired Sauna

CourtneyRating, 5 stars1 week ago
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.
Top guest favourite
Home in Boothbay Harbor
5 out of 5 average rating, 14 reviews

Town’s End Cottage

AdamRating, 5 stars1 week ago
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.
Guest favourite
Home in Southport
5 out of 5 average rating, 11 reviews

Maine Stowaway Carriage House

ThomasRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Boothbay Harbor
5 out of 5 average rating, 35 reviews

Luxury Waterfront Home with Dock - The Sea Eagle

NicoleRating, 5 stars1 month ago
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.
Guest favourite
Home in Boothbay Harbor
4.9 out of 5 average rating, 29 reviews

Lobster Cove Cottage and Dock

PamRating, 5 stars8 months ago
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!
Top guest favourite
Home in Bath
5 out of 5 average rating, 104 reviews

Waterfront Farmhouse with Modern Flair!

BrendanRating, 5 stars3 weeks ago
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

Family-friendly apartment rentals

Guest favourite
Flat in Damariscotta
4.92 out of 5 average rating, 286 reviews

Fernald's Backside

KriyaRating, 5 stars1 month ago
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!
Guest favourite
Flat in Damariscotta
4.92 out of 5 average rating, 203 reviews

Mystical Mary Howe Room, Downtown Damariscotta

SageRating, 5 stars3 weeks ago
Such a great place to stay! Thank you so much
Guest favourite
Flat in Wiscasset
4.94 out of 5 average rating, 106 reviews

25 MIDDLE -Historic Village Apartment (Unit A)

JaniceRating, 5 stars8 months ago
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!
Top guest favourite
Flat in Bath
4.94 out of 5 average rating, 141 reviews

William Larrabee House

RachelRating, 5 stars8 months ago
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!
Top guest favourite
Flat in Bath
4.99 out of 5 average rating, 158 reviews

Southside Suites

MarianneRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Nobleboro
4.92 out of 5 average rating, 184 reviews

Finding Joy

VallerieRating, 5 stars1 day ago
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.
Guest favourite
Flat in Edgecomb
4.86 out of 5 average rating, 487 reviews

Waterfront Condo at the Sheepscot

TeddiRating, 5 stars3 days ago
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.
Top guest favourite
Flat in Bristol
5 out of 5 average rating, 146 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars5 months ago
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

Guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 432 reviews

Luxury Beach Front Condo! Prime Location!

KellyRating, 5 stars4 days ago
This place is gorgeous and right on the ocean!!
Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
Je recommande à 100%
Superhost
Apartment in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!
Guest favourite
Apartment in North Deering
4.96 out of 5 average rating, 259 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

FlorenciaRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
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.
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 240 reviews

Comfy condo with loft by the beach!

CaitrinRating, 5 stars2 weeks ago
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.
Top guest favourite
Apartment in Damariscotta
4.89 out of 5 average rating, 164 reviews

River Escape - Studio Apt. with River Access

MarlaRating, 5 stars1 month ago
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