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Kid-friendly vacation rentals in Woolwich

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Woolwich kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A modernized farmhouse is surrounded by green lawns and trees, featuring a spacious front porch with railings. Steps lead up to the entrance, and sunlight filters through the foliage, creating a serene atmosphere.
Home in Woolwich
5 out of 5 average rating, 43 reviews

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

GregoryRating, 5 stars2 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.
Top guest favorite
A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.
Home in Hallowell
4.98 out of 5 average rating, 130 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

AshleyRating, 5 stars5 days ago
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.
Top guest favorite
The exterior of the colonial country home is presented, featuring white siding and dark shutters. The facade includes multiple large windows and a central entryway. Lush greenery and colorful landscaping surround the base, with an expansive grassy area in front.
Home in Brunswick
4.98 out of 5 average rating, 112 reviews

Historic Maine Farmhouse - The Harding Farm

DeliaRating, 5 stars2 weeks ago
The Harding Farmhouse was one of our all-time favorite Airbnb stays. We felt like we were in the home of lovely and welcoming hosts, as we found another fascinating bit of history in every nook and around every corner. Our intergenerational family fit easily into this sprawling home and we found the kitchen perfect for preparing a feast. The beds and bathrooms were all modern and comfortable and the yard was peaceful. Judith was very responsive and generous in helping us with our needs. Highly recommended.
Top guest favorite
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 favorite
The living area features a soft teal sofa positioned across from a wooden coffee table. A rug covers the floor, and natural light enters through large windows adorned with white curtains. A small lamp and a potted plant add to the welcoming ambiance.
Home in Bath
5 out of 5 average rating, 46 reviews

The Cottage

LaraRating, 5 stars3 days ago
Everything from start to finish was absolutely amazing. The house is beautiful with all the amenities you need. The outside fire pit was nice to sit out and enjoy the nice weather. The communication with Jody was fast and she was very accommodating to our needs. Thank you so much for a wonderful stay
Guest favorite
The front entrance showcases a vibrant red door framed by two sconces, inviting guests inside. Steps lead up to a spacious deck, which is flanked by decorative flower pots. The house features a classic shingle exterior, accented by charming dormer windows.
Home in Boothbay Harbor
4.93 out of 5 average rating, 123 reviews

Renovated home with amazing waterfront views

NicoleRating, 5 stars1 month ago
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!!
Top guest favorite
A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.
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!
Guest favorite
A bright and inviting reading nook features a light-colored sofa beside a wooden coffee table. Books are neatly arranged on a shelf, complemented by a small red ottoman and a decorative lamp. A large window allows natural light to fill the space, illuminating the cozy atmosphere.
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

Kid-friendly apartment rentals

Top guest favorite
An inviting entrance features a white door with glass panes, framed by red trim. A decorative wheel hangs on the wall, while a flowering planter adds a touch of greenery. Sunlight casts soft shadows on the rustic shingled exterior.
Apartment in Boothbay
4.97 out of 5 average rating, 323 reviews

Sunnymeade

SamanthaRating, 5 stars1 week ago
Robert’s place was the perfect getaway for me calm, quiet, and peaceful. Everything was perfect, the space was cozy and neat, it had everything I needed for a few days away. Quick drive to the harbor with lots to do if one chooses. Hoping to make it back there soon.
Guest favorite
An open living area is captured from above, showcasing a spiral staircase crafted from reclaimed wood. A light-colored couch is adorned with blue and green cushions. A wooden side table sits nearby, while a colorful artwork is displayed on the wall. Natural light streams through large windows.
Apartment in Richmond
4.91 out of 5 average rating, 268 reviews

The Barn by Swan Island: Whimsical, Comfy, & Fun!

RebeccaRating, 5 stars2 weeks ago
Lovely, comfortable stay with thoughtful decor and hospitality. Close enough to Portland and outdoor adventures while feeling quiet, peaceful and away from it all.
Guest favorite
A cozy corner of the studio apartment features a tan armchair with decorative stitching. A small dining table is set nearby, and the kitchenette is visible in the background, equipped with wooden cabinets, plates, and essential appliances.
Apartment 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
Top guest favorite
A spacious two-story home is shown with a welcoming front porch adorned with rocking chairs. Solar panels are visible on the roof, which is complemented by several skylights. Surrounding greenery enhances the peaceful setting under a partly cloudy sky.
Apartment in Harpswell
4.92 out of 5 average rating, 199 reviews

Comfortable studio apartment in quiet location

StephanieRating, 5 stars1 week ago
We always love our stay here and will always be our first choice in the area!
Guest favorite
An entryway features a blend of natural light and neutral tones. A wooden sideboard and a blue chair provide seating, while a decorative rug adds warmth. Potted plants enhance the aesthetic, and a doorway leads into a spacious living area, subtly defined by a contrasting color scheme.
Apartment 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 favorite
A cozy living room is illuminated by natural light through large windows adorned with light curtains. A gray sofa features multi-colored pillows and faces a modern armchair. A television is positioned on a stand in front of a decorative wall, enhancing the room's inviting feel.
Apartment in Bath
4.97 out of 5 average rating, 173 reviews

Serene, Spacious & Private Apt. near downtown Bath

SarahRating, 5 stars8 months ago
We had a great time here, beautiful place, well-equipped. Very clean and comfortable, I loved the plants both inside and out. Hot water came up quickly, didn't run out, and the shower was strong. Used the kitchen for breakfasts and some dinners - had a tea kettle, coffee pot, and pans/knives/cutting boards - all the comforts of home. Central location, and the loaner State Park pass was great! One day we visited Portland and Two Lights State Park to the south, another we went to Georgetown and Reid State Park to the north. Walking distance to restaurants in pretty downtown Bath, and the neighborhood was quiet. There's a thorough guest book with recommendations and ideas of things to do, and Erika was quick to respond when I asked for a good place to buy oysters/seafood. Pretty yard, even in Oct some plants blooming. I enjoyed sitting on the deck to read in the sunshine. We hope to come back here to stay, very happy with the experience - comfortable and homey.
Top guest favorite
An open living space features a cozy seating area with a light-colored sofa and a decorative area rug. A spacious bed is placed in one corner, accompanied by soft bedding. The kitchenette is visible in the background, along with a doorway leading to a bathroom.
Apartment in Gardiner
4.97 out of 5 average rating, 114 reviews

The Escape on Elm

NicoleRating, 5 stars3 days ago
This was my second stay at this location, and again, we really enjoyed our stay! Everything is as described. Very cozy place. There is a nice park close by if you have kids along with you.
Top guest favorite
A charming red house is visible from the winding driveway, framed by tall trees and patchy grass. The front porch runs along the house, while two garage doors and a wooden structure are located nearby. A dog can be seen walking along the pathway.
Apartment in Nobleboro
4.92 out of 5 average rating, 184 reviews

Finding Joy

VallerieRating, 5 stars2 days 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.

Kid-friendly condo rentals

Guest favorite
A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 432 reviews

Luxury Beach Front Condo! Prime Location!

KellyRating, 5 stars5 days ago
This place is gorgeous and right on the ocean!!
Guest favorite
A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.
Condo in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
I would recommend it 100%
Superhost
A sandy pathway bordered by lush grass leads to a tranquil beach, with gentle waves reflecting soft colors of the sky at dusk. The horizon showcases a gradient of pastel shades, creating a serene landscape inviting relaxation.
Condo in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Very nice stay! The location is perfect, everything you need is on site. Recommended!
Guest favorite
A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.
Condo in North Deering
4.96 out of 5 average rating, 259 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

FlorenciaRating, 5 stars3 days ago
Beautiful, spacious and bright house, with everything you need to be comfortable and explore Portland. At one point we had a problem with the fire alarm and Allyson not only answered in minutes, but also told us how to fix the problem and left us extra batteries so it wouldn't happen again. Don't hesitate to stay at Allyson's, not only is it the ideal accommodation for a family, but Allyson was the best host. Thank you so much!
Guest favorite
A warm wooden interior features a cozy seating area with a light-colored couch and decorative pillows. Floating shelves display various items, and the kitchen is visible in the background, showcasing essential appliances and a stylish design. Natural light filters through a skylight above.
Condo 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 favorite
A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.
Condo 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 favorite
A bright kitchen area features four wooden stools set at a white counter, illuminated by natural light from large windows. Soft yellow walls complement white cabinetry, with a granite countertop adding a touch of elegance to the space.
Condo 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.
Superhost
An open concept kitchen and dining area is visible, featuring a red retro fridge, white cabinetry, and a wooden dining table with black chairs. Natural light is provided by several windows, illuminating a minimalist decor style with a vase of flowers and a laptop on the table.
Condo in Brunswick
4.85 out of 5 average rating, 180 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

BonnieRating, 5 stars3 weeks ago
We stayed at a few of Spencer's places while our child was at Bowdoin college. The places are lovely and convenient and made visiting our child a pleasure.

Quick stats about vacation rentals that are kid-friendly in Woolwich

  • Total rentals

    20 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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