Family-friendly vacation rentals in Kennebunk

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Popular amenities for Kennebunk family-friendly rentals

Family-friendly home rentals with air conditioning

Top guest favorite
A modern living area is designed with large floor-to-ceiling windows that provide sweeping views of the marina and cityscape. A sleek black sectional sofa and matching ottoman are paired with a cozy armchair, accented by a striped red area rug on the hardwood floor.
Condo in Downtown Portland
4.97 out of 5 average rating, 206 reviews

Waterfront Two Master Suite Penthouse with Rooftop

MarleneRating, 5 stars5 days ago
Amazing view and location! We loved how convenient this location was to shopping and restaurants. Having never been to Portland, this was a very pleasant surprise for us. Parking in the lot directly next to the building was easy and close. Sitting on the balcony watching the boats was so relaxing. Very comfortable condo and we would definitely stay again.
Superhost
An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.
Home in Harpswell
4.9 out of 5 average rating, 115 reviews

Rising Tide Times - quintessential Maine cottage

AnthonyRating, 5 stars8 months ago
Stayed at Bethany's place for a long weekend at the end of the season. The location is unbeatable, the house is situated on its own little peninsula in a stunning cove; it feels very private and has amazing views of the water. There's tons of outdoor space and seating, along with several kayaks. The house itself is clean, quiet, and peaceful, although it's definitely small--probably best for one or two people, or a couple with a small child. Access is down an unpaved road but Bethany's very clear instructions made it easy to find, and she was responsive to any questions we had. Harpswell abounds with areas to hike and explore, lots of good places to eat (though you will definitely need a car) and is less than an hour from Portland and only half an hour from Freeport.
Guest favorite
Outdoor dining tables are set under large umbrellas, with guests enjoying a waterfront view. Sailboats are anchored in the calm water during sunset, creating a serene coastal atmosphere. The soft colors of the sky reflect on the water, enhancing the picturesque dining experience.
Guest suite in Kittery Point
4.95 out of 5 average rating, 293 reviews

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!

ChristineRating, 5 stars2 weeks ago
Really nice converted basement to studio. Large bedroom/living room combo. Through a door was a modern bathroom with stand up shower and a kitchenette. Well decorated and stocked. She is a terrific host. I never saw her but she pre answered any questions I may have had. Climate control was very efficient and hot tub was spotless and easy to access. I will add it is not a private atmosphere for the hot tub as it is open with no privacy screens. My only flex with this rental is that the bathroom and kitchenette area does not feel private due the lack of a wall and instead the use of a privacy screen, to block off the rest of the basement and being able to see her basement stairs (I don’t think she uses them while hosting) but for me the fact that someone could walk down from the main house and be there is uncomfortable. This part is not to complain but inform. It is costly to rent and I always like to know exactly what I’m walking into.
Guest favorite
A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.
Cabin in Tamworth
4.9 out of 5 average rating, 512 reviews

Luxurious Mountainside Cabin! Fantastic Views!

JoeRating, 5 stars1 week ago
The cabins location was secluded and private but not to far from activities everything you need is about a 25 minute drive away. The cabin had an amazing view and was stocked with everything we needed. The sauna was an amazing addition. We highly recommend. The house was spotless and the host was ver responsive. Overall we highly recommend this cabin and will most likely be returning ourselves.
Guest favorite
A charming tiny cottage is surrounded by greenery, featuring yellow shutters and a welcoming front door. A picnic table sits in the foreground under a patterned umbrella, with a path of gravel leading to the entrance. Sunlight brightens the scene, enhancing the serene outdoor setting.
Cabin in Scarborough
4.81 out of 5 average rating, 188 reviews

Tiny Cottage Across The Street From Beach

KennethRating, 5 stars5 days ago
We had a very nice stay at Joshua’s cabin. Amazing beach and so close! Perfect location for all of southern Maine’s attractions. Thanks Joshua!
Top guest favorite
A bright living area features high ceilings with decorative molding and wooden floors. Comfortable seating includes a light-colored sofa and two dark recliners. A wooden dining table is visible in the background, accompanied by a staircase leading to the upper level.
Home in Ogunquit
4.98 out of 5 average rating, 101 reviews

Home on Perkins Cove / Marginal Way

JoshRating, 5 stars1 week ago
It was great to be back at Velia’s place. We felt right at home. The house itself is beautiful and well maintained. The location can’t be beat. We can’t wait until our next stay!
Top guest favorite
The cozy cabin is illuminated by soft outdoor lights, enhancing its charming facade. The front porch features a seating area, with potted flowers adding a touch of nature. The surrounding grassy area includes stone steps leading towards the entrance, promoting a welcoming atmosphere.
Tiny home in Portland
4.96 out of 5 average rating, 478 reviews

The Garden Cabin Tiny Home

KarlaRating, 5 stars3 days ago
Jennifer and Darcy’s cabin was so cute and cozy for a rainy stay. It had everything we needed and a VERY comfortable bed!
Guest favorite
A wooden dock is framed by lush green trees, leading towards the calm waters of Bonny Eagle Pond. The railing on either side ensures safety while providing a clear view of the serene landscape, enhancing the sense of tranquility in this lakeside setting.
Cottage in Standish
4.92 out of 5 average rating, 119 reviews

Peaceful Lakeside Maine Retreat

TeaganRating, 5 stars2 weeks ago
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.

Family-friendly home rentals with Wifi

Top guest favorite
The studio's interior displays rustic charm with original rough-hewn beams overhead. A spacious bed is visible in the back area, while a comfortable seating arrangement and TV are situated in the front. Natural light streams through multiple windows, enhancing the welcoming atmosphere.
Guesthouse in Harpswell
4.95 out of 5 average rating, 461 reviews

Harpswell Studio on Waterview Property! Lobster!

GwinRating, 5 stars3 weeks ago
I really enjoyed my stay - Alane and Bill are extremely helpful. The town and the nearby nature are beautiful.
Guest favorite
A scenic view from a private deck showcases a lush green lawn bordered by colorful flowering plants. Beyond, the tranquil harbor is visible, with sailboats dotting the water and greenery framing the view.
Guest suite in Kittery Point
4.87 out of 5 average rating, 314 reviews

Harbor Views

GregRating, 5 stars6 days ago
It was a beautiful location in a historic home. She was very responsive on our few requests.
Top guest favorite
The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.
Cottage in Kittery
4.96 out of 5 average rating, 298 reviews

Charming Coastal Maine Cottage

ClaraRating, 5 stars1 week ago
The cottage was absolutely beautiful and we felt right at home. It's beautifully furnished, very clean and the surroundings are so peaceful. Loved that we were walking distance from the beach but with the nice screened in porch we didn't even feel the need to leave! David and his wife are very friendly, communicative and gave thorough instructions and recommendations for the local spots. We will definitely return the next time we want another peaceful weekend in Maine!
Top guest favorite
A private deck is showcased with a large, colorful umbrella over a table and chairs. The ocean view is evident, with the shoreline visible in the distance. Nearby structures offer a glimpse of the surrounding area, enhancing the outdoor space's charm.
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 188 reviews

Beachside Penthouse Paradise on Old Orchard Beach

KristenRating, 5 stars1 week ago
Wonderful location and stay. Every detail of functionality, comfort, and cleanliness was carefully considered and I loved the beach themed details. Great ocean view from the patio and 1 min walk to the beach. Joan is super responsive and friendly. One of our favorite stays and would definitely book again!
Superhost
A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.
Cabin in Raymond
4.93 out of 5 average rating, 154 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

WaltRating, 5 stars8 months ago
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!
Guest favorite
A bright kitchen features a central island with bar seating, surrounded by modern cabinetry and stainless steel appliances. Large windows provide natural light, highlighting the rustic dining table, and wooden beams draw attention to the vaulted ceiling.
Home in Yarmouth
4.92 out of 5 average rating, 539 reviews

Beautiful Coastal Maine Getaway

CaitlinRating, 5 stars1 week ago
We loved our time staying here, the house was beautiful and just as described/ seen in the pictures. Randy was a great host and always very responsive with some great local recommendations. Would definitely love to return!
Guest favorite
A charming exterior view of the property showcases a wooden deck supported by a pergola, adorned with greenery. Comfortable outdoor seating is arranged beneath an umbrella, with planters positioned nearby. Lush foliage and a landscaped garden enhance the inviting ambiance of the space.
Guest suite in Strafford
4.88 out of 5 average rating, 287 reviews

The West Wing: A perfect romantic getaway

DebbieRating, 5 stars2 weeks ago
The suite was well stocked, clean, and cozy. Chris was a great host, friendly and very responsive to any questions we had.
Top guest favorite
A spacious backyard features a landscaped area with vibrant flowers and stone terraces. The home, set above, includes an elevated deck shaded by a canopy. Lush greenery surrounds the property, providing a sense of seclusion in a serene environment.
Home in Gorham
4.99 out of 5 average rating, 153 reviews

Beautiful Home In Gorham Maine

MaryRating, 5 stars2 weeks ago
We stayed at Rob and Nate's place while we visited Portland and the surrounding area over the long weekend. It was the perfect choice! They were great hosts. Their home was in a beautiful setting. From the back deck, we could look out onto beautiful gardens and a small pond. The home itself was lovely and cozy, spotlessly clean, and had all the amenities we needed. It was an easy drive to Portland and Sebago Lake. We would definitely recommend staying here!

Family-friendly home rentals with a pool

Guest favorite
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.85 out of 5 average rating, 187 reviews

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

SusanRating, 5 stars4 days ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Superhost
An indoor pool area features clear waters with a section for relaxation, complemented by a whirlpool. Large windows allow natural light to fill the space, while the entrance door and pool steps are visible in the background.
Apartment in Hampton Beach
5 out of 5 average rating, 5 reviews

Condo with pool sleeps 4

ChristopherRating, 5 stars11 months ago
Great stay. Nice clean place. Good view of fireworks from the balcony.
Superhost
A spacious outdoor pool area is seen, surrounded by a paved deck. Sun loungers are positioned neatly along the perimeter, with blue umbrellas providing shade. A clubhouse with a large deck overlooks the pool, set against a backdrop of trees.
Cottage in Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.
Superhost
An enclosed pool area features a clear water pool with a bubbling spa section. The pool is bordered by a smooth, tiled surface, and steps lead into the water. Large windows allow natural light to fill the space, and a door provides access to the exterior.
Apartment in Hampton Beach
4.74 out of 5 average rating, 122 reviews

Beautiful Beach Studio

AlexRating, 5 stars2 weeks ago
Good place to stay for Hampton Beach. Short walk to the water.
Superhost
The serene lake is framed by trees, reflecting the soft colors of the sunset sky. Gentle ripples disturb the water's surface, creating a tranquil atmosphere. In the distance, the silhouettes of trees and properties are visible along the shore, enhancing the peaceful landscape.
Home in Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Guest favorite
Condo in Wells
5 out of 5 average rating, 21 reviews

Walk To WELLS BEACH! fully furnished near lots

MarcRating, 5 stars9 months ago
The condo was better than the pictures. It was well equipped, the price vs the situation was really good. Spacious and private with great amenities. I would live to rent again next year.
An outdoor area is captured, showcasing a heated inground pool surrounded by lounge chairs. The backdrop consists of a multi-level building with several windows allowing natural light in, set against a clear blue sky.
Condo in Wells
4.95 out of 5 average rating, 41 reviews

Chic 1 bedroom condo only 1 Mile from Wells Beach!

MaxineRating, 5 stars8 months ago
We had an excellent weekend at Christopher’s condo in Wells! The place was exactly as described and Christopher was incredibly responsive and accommodating! The pool and the hotub were also great!
Guest favorite
An aerial view of a spacious backyard showcases a well-maintained heated pool surrounded by a patio area with seating. Lush greenery and trees frame the property, enhancing the outdoor space, while a shaded fire pit area and landscaped garden beds are visible.
Home in Stroudwater
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 months ago
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Quick stats about vacation rentals that are family-friendly in Kennebunk

  • Total rentals

    560 properties

  • Nightly prices starting at

    G$12,590 GYD before taxes and fees

  • Total number of reviews

    16K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kennebunk
  6. Family-friendly rentals