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Kid-friendly vacation rentals in Raymond

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Raymond kid-friendly rentals

Kid-friendly house rentals

Guest favorite
The front entrance of the cottage is framed by a wooden porch, featuring a sitting area. A pathway made of gravel leads to the door, surrounded by lush greenery and trees, creating a serene and inviting entrance.
Home in Windham
4.88 out of 5 average rating, 151 reviews

Cozy cottage near Sebago Lake

MonicaRating, 5 stars9 months ago
We enjoyed our stay. Very clean and comfortable stay. We would rent it again.
Guest favorite
The exterior of the recently renovated lakefront home is shown, featuring a dark blue facade with large windows. A small seating area with white chairs is positioned in front of the house on gravel, and the surrounding area is partially landscaped with natural foliage.
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Guest favorite
A spacious living area features a comfortable sectional sofa, a neutral area rug, and a brick fireplace. A mounted television is positioned above the fireplace, and large windows allow natural light to fill the space. The open design connects to a dining area in the background.
Home in Raymond
4.93 out of 5 average rating, 15 reviews

Cozy Family Home w/ Beach Access

CrystalRating, 5 stars2 days ago
Overall, nice place to stay pretty far from Portland, but about a 45 minute drive also wish there were televisions in the rooms , but besides that pretty good stay could use an iron and a broom.
Guest favorite
The kitchen features modern appliances with a stainless-steel refrigerator and a spacious island with seating. Large windows provide views of the lake, while exposed brick and wood accents add character to the open layout.
Home in Casco
4.89 out of 5 average rating, 74 reviews

The Sunrise House

Jorge And DeserieRating, 5 stars5 days ago
Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!
Guest favorite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Guest favorite
A remodeled farmhouse is set back from the road amid a grassy area. The exterior features light-colored siding, black shutters, and a central front door framed by decorative glass. A large tree provides shade, enhancing the peaceful surroundings.
Home in Raymond
4.92 out of 5 average rating, 25 reviews

Farmhouse Chic in the ❤ of the Sebago Lakes Region

TesiRating, 5 stars7 months ago
Catherine's place was great and she was a super host. We recommend her place to anyone staying in the area.
Top guest favorite
The lake house features a spacious screened-in deck, providing shaded areas surrounded by lush greenery. Two kayaks and a canoe are stored neatly beneath the deck, while life jackets are displayed on hangers, offering easy access for water activities. The wooden staircase leads up to the entrance.
Home in Raymond
4.96 out of 5 average rating, 25 reviews

Life is short, Eat The Cookie!

RobertRating, 5 stars5 months ago
From our very first communications, it was evident that Josh has a genuine affection for this home, treating it with great care. He was consistently approachable, addressing all of our questions from the initial inquiry until our departure. The cabin was wonderfully maintained and provided a comfortable stay for our family. The heating was effective during the winter months, ensuring a cozy atmosphere throughout our visit. Although it is situated in a more remote area, it was conveniently close to the amenities we desired. The serene environment was a perfect backdrop, complete with a lovely view of the lake. Our time spent in the cabin was truly enjoyable. We appreciated the abundance of board games, access to streaming services, and the fantastic arcade setup in the basement, featuring air hockey, basketball, ping-pong, and more. This spot is truly remarkable, and I wholeheartedly recommend it! I am grateful to Josh for providing us with such a delightful experience!
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, 426 reviews

Unplug at a Beachy Bolthole with Classic New England Style

TylerRating, 5 stars4 days ago
This place is very nice and is perfect when visiting places north of Portland, such as LL Bean and some nice state parks. Very clean and quiet. There are stairs as soon as you enter the unit, but weren’t an issue for me. Would definitely stay here again if in Portland area!

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 Cumberland Mills
4.88 out of 5 average rating, 199 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!
Superhost
The image presents a scenic view of a traditional working farm, featuring a large barn with a distinctive red roof and a white farmhouse. Surrounding greenery includes tall grass and trees, contributing to the rural atmosphere.
Apartment in Hollis Center
4.83 out of 5 average rating, 334 reviews

Lily Brook Farm, Hollis, Maine

Kelsey-JeanRating, 5 stars3 months ago
Visited Feb '25 Steep stairs {a delightful New England quirk} lead to a comfortable bed, quaint views out the window. Soft cottage core vibes. Eclectic design steeping in a life well lived. Wonderful kitchen, well stocked and easy to cook in. Shower pressure is adequate. Bathroom is clean and filled with an array of books and tchotchkes. Your eyes always have something to wander and examine. It's a maximalists dream. The book shelf in the living room is filled with old books some titles are expected due to surroundings and some are just plain fun. May I recommend a game of I spy Nina is quite fantastic. A spit fire. An attentive host. Hospitable and kind. She gave it a welcoming vibe. Meeting her animals was truthfully a highlight. They are even tempered and kind. Her horse is stunning & social. The donkey a goof. The mule is oh so friendly. Sheep a bit shy but non the less beautiful. Chickens? fluffy feet! The ducks were personable. The goats, joyful. Cat, adorable. Good workin dogs.
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 Back Cove
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 favorite
A covered farmers porch is shown with a gently sloping roof, adorned with string lights. The sun sets in the background, illuminating the yard's greenery and highlighting the surrounding trees, creating a serene ambiance perfect for outdoor relaxation.
Apartment in Baldwin
4.96 out of 5 average rating, 107 reviews

The Misty Mountain Hideout

ChristianaRating, 5 stars1 month ago
My dog and I had a great time here and would recommend to anyone looking to stay in the area. We found lots of dog-friendly hikes and nature reserves nearby within 15-30 minutes . Otherwise we enjoyed the peaceful yard and small brook on the property. Beautiful and thoughtful rental, with very friendly hosts.
Guest favorite
The spacious living area features a modern sectional sofa in teal, complemented by a round wooden coffee table. Neutral-toned armchairs are placed nearby, with a textured area rug underfoot. Large windows allow natural light to brighten the room, creating a warm ambiance.
Apartment 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.
Top guest favorite
A relaxed living area features a mix of seating options, including a patterned armchair and a leather sofa. A wooden coffee table sits in the center. Natural light enters through two windows, illuminating potted plants and wall art that enhances the tranquil setting.
Apartment 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!
Top guest favorite
A cozy living room features a gray sofa with decorative pillows and a light coffee table in the center. A desk and chair set is accompanied by two windows dressed with tailored shades. Natural light illuminates warm wood floors and potted plants add a touch of greenery.
Apartment in Bath
4.97 out of 5 average rating, 101 reviews

1820s Maine Cottage with Garden

DawnRating, 5 stars1 week ago
My partner and I absolutely loved staying here! We came to Bath for the weekend and feel so lucky to have sound this spot. Carrie was a great host, and even loaned us an umbrella when the weekend rain would have otherwise dampened our plans to walk into town. The place was tastefully furnished (unlike some of the cheap IKEA-overload spots we've stayed in before) and showed signs of beautiful craftsmanship and attention to detail throughout. The bedroom was dreamy, and the clawfoot tub in the bathroom made for a relaxing and romantic evening. The kitchen was stocked with just about everything we needed (although a larger cutting board would have made out meal prep a bit easier), and we enjoyed watching all kind of wildlife in the backyard as we ate our meals. After our first sty here we are sure we'll be back next year. Thank you Carrie and family!!
Top guest favorite
The kitchen features a mix of cabinetry and counter space with a double sink, electric stove, and refrigerator. A tiled floor with a patterned design provides a clean and functional aesthetic. Natural light enters through the window, illuminating the space.
Apartment in West Paris
4.98 out of 5 average rating, 220 reviews

Private Apartment in the Foothills! A Gem!

SharonRating, 5 stars3 weeks ago
Sarah’s place was perfect for my stay. It was very clean, nicely decorated, easily accessed & had a kitchen stocked with all the basic cooking equipment plus oil, salt & sugar - things too often missing from Airbnbs. Particularly appreciated Sarah accommodating my last-minute reservation. Bonus= a beautiful long walk up the road past orchards, an old cemetery. I’ll happily stay at Sarah’s place again next time I’m in the area!

Kid-friendly condo rentals

Guest favorite
An inviting outdoor pool area features a hot tub bubbling with water, surrounded by lush trees. A larger swimming pool is also visible in the background, along with lounge chairs positioned along its edge. The serene atmosphere is complemented by ample greenery.
Condo in Bartlett
4.87 out of 5 average rating, 303 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars4 days ago
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^
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 North Deering
4.96 out of 5 average rating, 258 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

MichelleRating, 5 stars6 days 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 North Conway
4.83 out of 5 average rating, 175 reviews

Cozy condo with North Conway at your finger tips!

EricRating, 5 stars3 weeks ago
Thank you for letting us stay with you. We had a fantastic weekend
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, 350 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 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 comfortable seating area is furnished with a dark sofa adorned with decorative pillows, positioned near a wall-mounted television. A light wooden dresser stands opposite the sofa, providing storage. Natural light enters through a window, enhanced by light curtains.
Condo in Lincoln
4.93 out of 5 average rating, 244 reviews

Condo w/hot tub, pool, sauna, arcade & gym

PatriciaRating, 5 stars2 weeks ago
Great, cozy place to stay!
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, 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!

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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