Kid-friendly holiday rentals in Gray

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Gray family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Windham
4.88 out of 5 average rating, 152 reviews

Cozy cottage near Sebago Lake

NicholasRating, 5 stars1 week ago
excellent space with a very kind host. excellent and clear guide to local activities and food and such. very centrally located to many great food and nature vases destinations. 12/10 would recommend!!
Guest favourite
Home in Gray
4.91 out of 5 average rating, 11 reviews

Cozy Lakefront Cottage on Little Sebago

SuzanneRating, 5 stars10 months ago
My family really enjoyed our stay at Justin's Cozy Lakefront Cottage on Little Sebago. It was exactly as advertised - a cozy lakefront cottage. We especially enjoyed the paddle boards, kayaks and a canoe (and plenty of life jackets) , as well as the dock and floating pier. This access made it easy to enjoy the lake all day. And the view of the stars from the dock at night was incredible. We enjoyed listening to the loons at night, and had many fabulous meals on the screened in porch. The inside of the cabin is very cozy and there are games to play and books to read. Justin gave us many great recommendations for places to enjoy in the area. In particular, we liked the lobster rolls at Fishermen's Catch and everything from The Good Life. It was easy to make day trips to Portland and Freeport. Overall, this was a very relaxing trip and everyone from age 12 to 60 thoroughly enjoyed themselves. Justin has thought of everything for you to have a wonderful vacation.
Top guest favourite
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars6 days ago
Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!
Top guest favourite
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.
Guest favourite
Home in Raymond
4.91 out of 5 average rating, 43 reviews

Cottage with private beach access to sebago lake

JodiRating, 5 stars1 week ago
I stayed here solo for a weekend event just 10 minutes away, and it was the perfect home base. The listing matched the description to a T! The cottage is clean, cozy, and updated with care, featuring fresh paint, new furniture, and thoughtful touches throughout. Although it’s ideal for families or couples, it was also just right for a solo getaway. I kicked off the season with a lobster roll at the place down the street (because where else but Maine?), and enjoyed the peaceful vibe the whole weekend. The private little sand beach down the road is a lovely bonus—just a short walk and you're by beautiful Sebago Lake. It’s a great place to relax. The location is also super convenient—close to shopping, dining, and 10 minutes away from my event at St Joseph's College. Andy was a fantastic host, allowing me to check in early and making sure everything was easy. Honestly, if you forgot to pack something, chances are Andy already thought of it and had it stocked. Highly recommend!!
Superhost
Home in Gray
4.83 out of 5 average rating, 6 reviews

Little Sebago Lake with boat dock

KaitlinRating, 5 stars10 months ago
We had a great week at Ashley’s place! We used the kayaks several times and walked the trails nearby. House was very spacious and comfortable. Highly recommend!
Guest favourite
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.
Guest favourite
Home in Windham
4.95 out of 5 average rating, 40 reviews

Knotty Pine Cabin in the Pines

MatthewRating, 5 stars1 month ago
Dan was a very good host, even finding a large pan for our big eaters to use in addition to what he normally has in the kitchen. It's a fun place to stay, with the fire ring, plenty of outdoor chairs, and a corn hole game outside. The tall trees around the back yard are lovely. Our 3-year-old said, "It would be nice if this could be Heaven." The inside is attractive and convenient.

Family-friendly apartment rentals

Guest favourite
Flat 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 favourite
Flat 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.
Top guest favourite
Flat in Harpswell
4.92 out of 5 average rating, 199 reviews

Comfortable studio apartment in quiet location

StephanieRating, 5 stars6 days ago
We always love our stay here and will always be our first choice in the area!
Guest favourite
Flat 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.
Guest favourite
Flat 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 favourite
Flat in Westbrook
4.94 out of 5 average rating, 131 reviews

Peaceful 1BR | Reading Nook | Near Portland

MelaRating, 5 stars2 weeks ago
We appreciated the clear communication from the team. The property is an old Victorian home, as described. Unfortunately, we had to cut our trip short, but the hosts were understanding and accommodating.
Guest favourite
Flat 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.
Top guest favourite
Flat in Yarmouth
4.96 out of 5 average rating, 139 reviews

Sweet 1-Bedroom Apartment in Vintage Village Cape

GioRating, 5 stars2 weeks ago
My partner and I stayed here while visiting some friends in Portland and had a lovely time. After staying at Dan’s place I have higher expectations for future Airbnb stays! Besides the house’s charm, it was sooooo clean and comfortable. Though the weather was chilly and rainy during our visit, the house was cozy and we made great use of the wood stove. We did minimal cooking, but the kitchen seemed sufficient for your average meal. And honestly, the best part was not having a list of chores to complete at check-out. We would definitely stay here again!

Family-friendly apartment rentals

Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

karriRating, 5 stars2 months ago
Great stay
Guest favourite
Apartment 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 favourite
Apartment 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 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!
Superhost
Apartment 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 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.
Superhost
Apartment in Brunswick
4.85 out of 5 average rating, 179 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

HannahRating, 5 stars1 month ago
Great place to stay in Brunswick! Extremely walkable to the downtown restaurants and shops. Clean and bright space with spacious bedrooms (enough space to throw a pack-and-play in one of the bedrooms). Beds were comfortable and living room/kitchen good for socializing! Bonus — you can also access the Androscoggin River path for a nearby dose of nature and water. This is the second location of Spencer’s we’ve stayed in (the other about two years ago) and both stays were awesome. Highly recommend for a trip to Brunswick!
Guest favourite
Apartment 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 holiday rentals that are kid-friendly in Gray

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹3,443 before taxes and fees

  • Total number of reviews

    1.8K 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

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