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Kid-friendly vacation rentals in Chebeague Island

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Chebeague Island kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Bridgton
5 out of 5 average rating, 103 reviews

Wren Cabin + Wood fired Sauna

WillRating, 5 stars1 week ago
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.
Top guest favorite
The modern cottage features a two-story design with a gray exterior and large windows. Hammock chairs are suspended from the upper balcony, which overlooks the manicured green lawn, surrounded by trees. A pathway leads to the front entrance, enhancing the property's spacious outdoor setting.
Home in Harpswell
4.98 out of 5 average rating, 61 reviews

New Modern Cottage with Ocean Views & Wildlife

MackenzieRating, 5 stars8 months ago
We can’t say enough good things about this stay. We came for our honeymoon, and were met with flowers and a few other treats from the host as a gift. How sweet! As far as the property, the cottage is perfectly sized for two or three, and is designed delightfully. It is on a shared lot with the family’s primary residence , but feels very comfortable and private. A close by walk to the water as well. Inside, you will find everything you could ever need from pots and pans, spices, towels, and the best recommendations for the area. We’d build our own version of this cottage to take home with us if we could. We hope to one day be back and will always remember our amazing time in Harpswell.
Guest favorite
A sleeping area features a light blue headboard paired with a patterned quilt and striped pillows on a spacious bed. A lamp sits on a bedside table next to the bed. Soft light enters through the partially open window, enhancing the calming ambiance.
Home in Lisbon
4.94 out of 5 average rating, 428 reviews

Unplug at a Beachy Bolthole with Classic New England Style

MichaelRating, 5 stars1 day ago
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!
Guest favorite
A bright living space features large windows that invite natural light. A light-colored sofa is positioned next to a minimalist table. An open kitchen with modern seating is visible, with light wood accents and a clean design on display.
Home in Freeport
4.95 out of 5 average rating, 152 reviews

Spacious costal home in Freeport, ME

ElizabethRating, 5 stars1 week ago
If you’re looking for a place in Freeport, look no further! I cannot say enough nice things about this experience. 1. The location is literally just minutes from the outlets, restaurants, etc…BUT away from the main road so you feel a neighborhood vibe vs the down town vibe which is SO relaxing. 2. The home was immaculate. Sheets, dishes, floors, bathrooms…you name it, it was clean! We felt so comfortable letting our children play and be kids. 3. The hosts were incredibly responsive, even in the middle of the night! You can just tell they’re good people◡̈ 4. Everything was thought of, from baby shampoo, to paper towels, trash bags, kids books, even ice in the ice trays! Everything we didn’t know we needed was provided. 5. The furniture was super comfortable. Every person that stayed said their bed was amazing, even the couches felt like you could just melt into. I could keep going, but bottom line, this whole experience was 10 stars and I’d book again in a heartbeat. ♡︎
Guest favorite
The welcoming living area includes a wooden dining table adorned with a vibrant flower arrangement. A cozy seating area features a patterned armchair and a large window allowing natural light. Exposed wooden beams enhance the warm character of the space.
Home in Falmouth
4.88 out of 5 average rating, 258 reviews

Amazing Bay View Home with Hot Tub

MacyRating, 5 stars3 days ago
We came to Portland to stay for the week, this Airbnb was perfect! Great location! Loved all the amenities! And the place itself was soo cute! We took full use of the hot tub! And also the grill, it was great and easy to use! The bedrooms and space for our dog was amazing! Our pup loved his stay too! (The neighbors dogs are very annoying and barked everytime we were out- but nothing the host has control over!!) The host was so responsive, when we got there I accidentally mistaken the heater for the AC! She got back to me in seconds on what’s what! Was never bothered, and check in and check out was seamless! Thank you for an amazing stay and hospitality for our first trip to Maine! 10/10 recommend! I would definitely come back!
Superhost
The open interior space features a wooden dining table surrounded by white chairs. The kitchen area includes modern appliances, and large windows allow natural light to fill the room, connecting it to the outdoor views. A cozy seating area is visible in the corner.
Home in Harpswell
4.94 out of 5 average rating, 122 reviews

Brand new Scandinavian cottage: dock & kayaks!

JaniceRating, 5 stars6 days ago
Anna and Ryan’s Scandi House is a perfectly situated and beautifully, cleanly designed and furnished house (and guesthouse) that was a soothing and restorative getaway from my home in hectic New York City and a refreshing alternative to Portland where my son lives and which I have visited repeatedly over the last 12 years or so. Surrounded by water and the sky, so peaceful, and close to hiking trails and very good restaurants and grocery stores (I love to cook), I look forward to returning to Scandi House in the years to come.
Top guest favorite
The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.
Home in Georgetown
5 out of 5 average rating, 101 reviews

Perched atop the Coast of the Atlantic Ocean

BrianRating, 5 stars3 weeks ago
We had a wonderful stay! The house was impeccable with an incredible view of the ocean. We had everything we could want. Marsha was a wonderful host and we’re so glad we stayed here!
Top guest favorite
Home in Hollis
4.99 out of 5 average rating, 428 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

FidanRating, 5 stars4 days ago
We had a fantastic stay at Sari and Saul’s place! Traveling with an infant and a 7-year-old can be a lot, but their home had everything we needed to keep both kids happy and entertained. It was cozy, well-stocked, and surrounded by beautiful nature — a perfect family escape. We’ll definitely be back and wouldn’t hesitate to recommend it to friends!

Kid-friendly apartment rentals

Guest favorite
A spacious bedroom features a king bed adorned with striped bedding and decorative pillows. A wooden nightstand with a lamp is positioned beside the bed. Natural light filters through the window, illuminating the subtle wall hues and the soft texture of the area rug.
Apartment in Westbrook
4.89 out of 5 average rating, 200 reviews

Cozy one bedroom on 2nd floor, close to Portland

MaryRating, 5 stars2 weeks ago
We absolutely loved our stay. This was our first time in Portland and coming back to this unit after a full day of activities felt like we were right at home. Lucie has truly made this unit so warm and inviting with great attention to detail. The location itself is also great, not too far from the city to drive but not too close either. Thanks again!
Guest favorite
Two vintage-style homes are set against a backdrop of tall trees under a clear blue sky. One home is slightly elevated, showcasing a classic white exterior with dark shutters, while the other features a wraparound porch and larger windows, blending harmoniously with the natural landscape.
Apartment in Freeport
4.92 out of 5 average rating, 227 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

GemmaRating, 5 stars2 months ago
A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.
Guest favorite
The kitchen features modern cabinetry in soft gray, complemented by open shelving. A spacious island with seating for two is highlighted, along with stainless steel appliances and rustic wooden beams above. Light-colored wood flooring enhances the bright and airy atmosphere.
Apartment in Topsham
4.9 out of 5 average rating, 134 reviews

King Size Bed - Hip Studio On Winter St - Topsham

RebeccaRating, 5 stars2 weeks ago
Very happy with my stay here, host was very responsive and helpful. Very quaint, peaceful, clean space!
Guest favorite
A generously crafted barrel sauna features natural wood paneling with a clear glass door. Inside, wooden benches are positioned on either side, providing seating for two. The exterior is accentuated by a sleek black frame and a small lantern mounted beside the door.
Apartment in Portland
4.96 out of 5 average rating, 101 reviews

Sauna & fire table near Portland's Back Cove

EllenRating, 5 stars3 weeks ago
We had a great stay. The location is quiet but just a few minutes away from amazing restaurants, cafes, and breweries. Highlights: The bed was super comfortable. The sauna was great on a rainy day. The walkability to the Back Bay trail was appreciated.
Top guest favorite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Apartment in Peaks Island
4.98 out of 5 average rating, 151 reviews

Peaks Island Master Bedroom Suite

SarahRating, 5 stars4 days ago
I can’t say enough good things about Jeanne’s place! It was spotless, filled with gorgeous artwork, the bed was so comfortable and the stores and restaurants are just a short walk away. Peaks Island is magical and we’ll definitely be back!
Guest favorite
A tranquil bedroom features a spacious bed covered with a light-colored bedspread. Soft light enters through a large window adorned with sheer curtains. A decorative mirror hangs on the wall, and a small chair is positioned near the closet, creating a calm and cozy environment.
Apartment in East End
4.93 out of 5 average rating, 629 reviews

Adorable getaway on the Eastern Promenade

JamesRating, 5 stars2 weeks ago
A lovely place to stay in Portland’s East End. Great location in a very quiet and walkable neighborhood. (I happily did not need a car during my visit.) The apartment is great, with a comfy bed, smart TV and a nice little patio too. And you’re just steps from the Eastern Promenade park, which is one of Portland’s best amenities imo and leads to a beach, waterfront trail, dock w/ kayak rentals, etc. Jennifer was a very kind host; thank you!
Guest favorite
The exterior of a charming Victorian building is displayed, featuring a distinctive turret and a combination of blue walls with white trim. A spacious porch and steps lead up to the entrance. Surrounding trees provide a touch of greenery, while parked vehicles are visible in the nearby area.
Apartment in Westbrook
4.89 out of 5 average rating, 111 reviews

Minutes to Portland | Spacious | One Bedroom

EricRating, 5 stars1 week ago
Seth was the best host I’ve had. He was super helpful and understanding of my situation. Location was great around 23 mins from Portland. Place was a great price since staying in Portland was pricey and parking would be a nightmare. Thank you Seth for an easy stay.
Superhost
A sandy beach extends into the calm, blue waters, with a cargo ship visible on the horizon. Two individuals can be seen walking along the shoreline, taking in the serene coastal view under a clear sky.
Apartment in South Portland
4.75 out of 5 average rating, 183 reviews

Sun Splashed- 2 BR, 1 Block from Willard Beach

EleanorRating, 5 stars4 months ago
Love staying in South Portland and this spot had exactly what we needed! Super cozy which was great for the chilly January. A great location year round!

Kid-friendly condo rentals

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%
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 Portland
4.96 out of 5 average rating, 258 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

MichelleRating, 5 stars1 week ago
Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!
Guest favorite
The living room is furnished with a red sofa and a rocking chair, creating a relaxed seating area. A coffee table is positioned in the center, while a white kitchen can be seen in the background. Natural light filters through sheer curtains, enhancing the space.
Condo in Conway
4.83 out of 5 average rating, 176 reviews

Cozy condo with North Conway at your finger tips!

TalRating, 5 stars2 weeks ago
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!
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!
Superhost
A decorative fireplace is centered against a light-colored wall, adorned with a framed vintage map above. A small statue and other items rest on the mantel. Natural light streams in from nearby windows, illuminating the wooden floor and a cozy green chair beside the fireplace.
Condo in Downtown Portland
4.91 out of 5 average rating, 159 reviews

Portland 1 Bedroom Condo in the Arts District.

AlexisRating, 5 stars3 weeks ago
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.
Guest favorite
A charming seaside cottage is depicted, featuring white siding with blue trim. The entrance is framed by a set of flower boxes, providing a touch of color. The small front porch leads to a white door, while large windows allow natural light to fill the space.
Condo 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 favorite
A bright and airy kitchenette is shown, featuring white cabinetry and modern appliances. A comfortable blue sofa sits in the living area, with a dining space for four highlighted by pendant lights. Large windows allow natural light to fill the room, enhancing the inviting ambiance.
Condo in West End
5 out of 5 average rating, 123 reviews

Mary J. Eastburn House--Baxter Suite

JacquelineRating, 5 stars2 weeks ago
The Baxter Suite was perfect for our weekend stay with 4 people. Thomas was a great host- very responsive and accommodating. The apartment is beautiful and very clean. The bathroom is gorgeous and beds were so comfy. One note is that the only mirror is in the bathroom and there is no full length mirror (not a huge issue but a small struggle with 4 women trying to get ready at the same time lol). The free parking spot was very nice to have but there was also plenty of street parking available. Overall Thomas’s place had everything we needed and we would stay here again!
Guest favorite
A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.
Condo in South Portland
4.95 out of 5 average rating, 178 reviews

Rustic Willard Beach condo ten mins from Old Port!

HarryRating, 5 stars1 week ago
Amazing apartment at a great location! Lots of character and the newly renovated kitchen was a plus. Very quiet neighborhood that allowed us to relax. Dave is a great host and was very helpful and flexible when it came to our check in time. We definitely recommend his place and will be back soon! Thank you Dave!

Quick stats about vacation rentals that are kid-friendly in Chebeague Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    R1,615 ZAR before taxes and fees

  • Total number of reviews

    520 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore