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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

Superhost
A spacious fenced backyard is shown, featuring a well-maintained green lawn with visible cut lines. Two bright yellow chairs are positioned invitingly on the grass, while mature trees and shrubs provide greenery in the background, contributing to a peaceful outdoor setting.
Home in Old Orchard Beach
4.72 out of 5 average rating, 18 reviews

By the Sea - sleeps 11! Walk to beach

HermannRating, 5 stars8 months ago
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!
Superhost
A warm living area is reflected in a round wall mirror. A large television is positioned on a light-colored media console. Comfortable seating, including a pink armchair and a sectional couch, is visible. Soft lighting emanates from a standing lamp near the wall.
Home in Old Orchard Beach
4.88 out of 5 average rating, 25 reviews

Walk to beach, shuffleboard, and bunk room

IsaacRating, 5 stars2 months ago
The place was great! It was just as described and Nina responds very quickly and was very sweet! We had a great time!
Top guest favorite
Home in Hallowell
4.98 out of 5 average rating, 122 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

KarenRating, 5 stars5 days ago
We chose Jeff's house in Hallowell for our first trip to Maine because it is conveniently located near the Maine Cabin Masters' Kennebec Cabin Company store and Woodshed Restaurant, the town of Hallowell is quaint, and it's easy to get to Waterville, Cape Elizabeth, Portland, and Camden. We visited all of these places and were fortunate to have beautiful weather for late April. While we didn't use the hot tub and only tried the sauna once, we can definitely recommend this house for skiers. I can only imagine how good the sauna and the electric blankets on the comfortable beds would feel after a cold day on the slopes! Jeff is very friendly and provided recommendations. All around great visit and would stay again on our next trip to Maine.
Top guest favorite
The exterior of the cottage features a spacious yard with a lush green lawn and stone border. A patio area is visible, equipped with a table and chairs under a shade structure, and a purple umbrella provides additional cover. Nearby structures hint at the peaceful neighborhood.
Home in South Portland
4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

KatieRating, 5 stars6 months ago
We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.
Superhost
A welcoming living space is highlighted by natural wood flooring and a wooden staircase. Built-in storage units provide seating and display space. Artworks adorn the walls, complemented by a soft lamp that adds gentle illumination to the area.
Home in Freeport
4.84 out of 5 average rating, 55 reviews

Charming Historic Freeport House

KendraRating, 5 stars2 weeks ago
Spent the weekend here with friends and really appreciated the host’s hospitality! They accommodated an earlier check in, responded to messages promptly, and the space had comfortable beds and great linens. Would stay here again in a heartbeat!
Guest favorite
An open living area features exposed wooden beams overhead and a spacious layout. Stylish seating arrangements include wooden chairs and a small table. The kitchen is visible in the background, with modern cabinetry and bar seating, enhancing the inviting and functional space.
Home in Kennebunkport
4.86 out of 5 average rating, 175 reviews

Kennebunkport House - Walk to Dock Square!

MaryRating, 5 stars3 weeks ago
We had a fantastic stay! The house was in a perfect location; peaceful, private, and still just a short walk to dinner spots, which made everything so easy. There was plenty of space for lounging and gathering, and more than enough bathrooms for everyone (a huge plus!). The house had everything we needed for a relaxing weekend away. Cozy, quiet, and super comfortable; we’ll definitely be back! Highly recommend.
Superhost
The kitchen features modern cabinetry and stainless-steel appliances, with an open layout leading to a dining area. A wooden table with four chairs is positioned near a window, allowing natural light to fill the space. Slate tile flooring provides a stylish element.
Home in Portland
4.89 out of 5 average rating, 151 reviews

Great Modern Space and House

MichelleRating, 5 stars4 months ago
We had an excellent stay at Mariella’s place. The cleanliness stood out to us and was much appreciated. Mariella was very accommodating and there for any questions or concerns. We felt right at home. Her home was in great location of a neighborhood for comfort and privacy while also be very convenient and a short ride to downtown Portland. I would recommend her home.
Superhost
A two-story home is showcased from an aerial view, highlighting a spacious outdoor area with seating on a deck. Surrounding grassy land offers a clear pathway, while neighboring houses can be seen in the background. A gravel driveway provides ample parking space.
Home in York
4.88 out of 5 average rating, 25 reviews

Steps to Long Sands Beach. Modern spacious home.

SarahRating, 5 stars4 months ago
We had a group of 12 for our stay, we were there for Ogunquit Prelude, and this spot was able to accommodate our group so well! 3.5 bathrooms was amazing, just one couple had to share a room but everyone else had their own room. The kitchen had everything you needed for cooking, lots of games, lots of seating on the main floor with big open concept, it was amazing. The house is super walkable to the beach, so the winter beach walks were a bonus. Highly recommend for a large group!

Kid-friendly apartment rentals

Guest favorite
A comfortable living area features a sectional sofa accented with decorative pillows. A coffee table with books rests on a light area rug. Natural light filters through the windows, enhancing the calm ambiance of the space with a view leading to a bedroom.
Apartment in West End
4.91 out of 5 average rating, 560 reviews

Sophisticated Charm at an unbeatable price!

JonasRating, 5 stars3 days ago
The apartment was just as described by the host, and was very comfortable for a two night stay, for two couples. Excellent, proactive, communication by the host prior to check-in. Very clear instructions. The kitchen was well equipped for breakfast (which is the only meal we ate at the apartment during our stay). A serrated knife would be a nice addition. All of the appliances were very clean, and in good working order. Entry to the building was easy. Be comfortable climbing stairs. Five minute drive, or 15 minute walk to downtown. Quiet and peaceful neighborhood. Would definitely return, and recommended it to others. Thank you for a nice stay, Susan.
Guest favorite
A spacious living area features a soft gray sectional sofa and two yellow chairs, providing comfortable seating. A white coffee table sits in the center, with warm green walls adding a lively touch. Natural light enters through the small windows, enhancing the inviting space.
Apartment in Portland
4.91 out of 5 average rating, 114 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

SusyRating, 5 stars2 weeks ago
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails
Superhost
A well-lit bedroom features a spacious bed covered with a light purple duvet and matching pillows. Natural light enters through a nearby window, with a simple framed artwork displayed on the wall. A small plant adds a touch of greenery to the space.
Apartment in East End
4.73 out of 5 average rating, 127 reviews

Ocean Way East End - 2

ChosieRating, 5 stars1 month ago
Super walkable and great for a weekend stay!
Superhost
The living room is filled with natural light from multiple bay windows. A colorful area rug lies beneath a coffee table, flanked by a cozy couch and chairs. Original art decorates the walls, enhancing the warm ambiance of the space.
Apartment in Portland
4.86 out of 5 average rating, 856 reviews

Bright, Fun & Spacious Apartment on Back Cove

ErinRating, 5 stars1 month ago
Ian's place was great for a girls trip ti Portland. He was a great communicator if I had any questions or cleaning instructions. Will definitely stay again for any future trips to Portland.
Guest favorite
A cozy seating area features a blue couch adorned with decorative pillows. Natural light flows in through a nearby window, illuminating a woven basket and coffee table. A framed art piece decorates the wall, enhancing the welcoming ambiance.
Apartment in Portland
4.89 out of 5 average rating, 102 reviews

Portland Back Cove Hideaway-1 BR- With Patio

KristinRating, 5 stars4 months ago
I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!
Top guest favorite
The kitchen features bright yellow walls, complemented by dark cabinetry and a wooden countertop. Bar stools with woven seats are positioned at the counter. A large black refrigerator and coffee maker are also visible, with sunlight streaming through a nearby window.
Apartment in Kennebunk
4.99 out of 5 average rating, 111 reviews

Sunny, cozy 1 BR apartment

JenniferRating, 5 stars4 days ago
This apartment is simply perfect! I felt comfortable and safe and loved waking up to the beauty of the space, the kitchen has all new appliances and the colors and craftsmanship are impressive. There was plenty of room throughout and the bed is very comfortable. Thank you Rick! I would definitely stay at your apartment again. I also highly recommend this place because of the great, central location.
Top guest favorite
A warm and inviting entryway features a coat rack with several hooks, displaying a black tote bag. Decorative bowls sit atop a wooden shelf above, while a small dining table and a refrigerator are visible in the background, complemented by natural wood flooring.
Apartment in East End
4.97 out of 5 average rating, 456 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars2 weeks ago
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!
Superhost
The exterior of a classic Victorian building is displayed, characterized by its wooden siding painted in muted grey. Large windows and unique architectural details enhance its charm. Surrounding greenery adds a touch of nature to the urban setting, and a gravel path leads to the entrance.
Apartment in West End
4.78 out of 5 average rating, 729 reviews

BEST location! HUGE 1 bedroom downtown Portland

PhilippeRating, 5 stars1 month ago
Very well located apartment, with large living room and bed room, small kitchen and tiny bathroom. Communication with Sharon was easy and responsive.

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, 418 reviews

Luxury Beach Front Condo! Prime Location!

YurikaRating, 5 stars4 days ago
The place was beautiful and clean with a great balcony! Access to beach was so easy and so convenient. Thank you for hosting us !!
Superhost
The entryway showcases a blend of modern and rustic elements, featuring a wooden accent wall and exposed brick. A low wooden bench and a round coffee table are positioned on a textured carpet, while a bank of mailboxes is mounted on one side, offering convenience for residents.
Condo in Downtown Portland
4.84 out of 5 average rating, 298 reviews

Old Port on foot

LenRating, 5 stars6 days ago
Thus was a great location for our stay in Portland. Easy to get around and plenty to see and do nearby. i will definitely stay here again when I'm in the area.
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
4.89 out of 5 average rating, 104 reviews

Oceanfront Condo with Awesome Views

CarolineRating, 5 stars1 month ago
This is the perfect place! Everything is very clean, and nothing missing! Kevin is very nice. He was good tips. I've always dreamed of coming to OOB in the winter and really enjoyed the experience! Loved our stay. With its location and double patios, the views are splendid! For lovers of the sound of the waves, the view of the sea, sunrises, long walks to the beach… this is the place!
Guest favorite
The kitchen features modern cabinetry with a light grey finish and granite countertops. Stainless steel appliances include a refrigerator, dishwasher, oven, and microwave. A window allows natural light to illuminate the space, and oak flooring runs throughout, providing a warm atmosphere.
Condo in Wells
4.84 out of 5 average rating, 178 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

EverRating, 5 stars2 weeks ago
100 percent recommended!!
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, 346 reviews

Cozy condo by the beach!

QuinnRating, 5 stars2 weeks ago
I had an amazing stay. Place was just as described and was the perfect location for a weekend getaway!
Superhost
An outdoor heated pool is surrounded by lounge chairs, with a bright blue water surface reflecting the clear sky. Nearby, white cabanas provide shaded seating. Multi-story buildings are visible in the background, adding to the communal atmosphere of the space.
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months ago
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.
Top guest favorite
A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.
Condo in Conway
4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars4 months ago
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!
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, 168 reviews

Rustic Willard Beach condo ten mins from Old Port!

NaimaRating, 5 stars2 weeks ago
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $90 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