Family-friendly vacation rentals in Old Orchard Beach

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Old Orchard Beach family-friendly rentals

Family-friendly home rentals with air conditioning

Top guest favorite
A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.
Cottage in Brownfield
4.99 out of 5 average rating, 248 reviews

Taproot Cottage at Stone Mountain

JohnRating, 5 stars3 weeks ago
Caren and Jamie were amazing hosts. Their cottage is incredible, very comfy, and in a beautiful location. During the stay, I asked if they could extend the futon, and they were very happy to do so—they really went above and beyond to make it an amazing stay!
Top guest favorite
Apartment in Downtown Portland
4.98 out of 5 average rating, 312 reviews

Light-Filled Getaway with Private Porch

YvonneRating, 5 stars2 weeks ago
Had a wonderful stay in this beautiful apartment. Michael was a fantastic host, very responsive, and made some great local recommendations. The apartment was very comfortable, spotless, and even had a bowl of fruit in the kitchen for guests. Michael went the extra mile which helped me feel right at home during my stay!
Top guest favorite
A modern building with a light-colored exterior features large windows and a steeply pitched roof. A set of stairs leads to an upper entry, while two wooden garage doors are present at ground level. Surrounding greenery enhances the serene setting.
Guest suite in Cape Neddick
4.97 out of 5 average rating, 363 reviews

Peaceful Coastal Retreat

KyleRating, 5 stars1 week ago
Michele and her husband were absolutely amazing! So incredibly kind and their home is on a beautiful piece of property. Situated in a remote area in between York and Ogunquit it was easy to get ANYWHERE! Michele was incredibly responsive with questions, recommendations, and just about anything you could need. I would HIGHLY recommend staying with them!
Superhost
The entrance features a charming green door surrounded by large windows, welcoming guests to the home. A stone pathway leads up to the steps, bordered by colorful autumn leaves and seasonal decorations, including a pumpkin and floral arrangements.
Home in Scarborough
4.92 out of 5 average rating, 119 reviews

Tall Pines -Quintessential Maine Beach House

MargoRating, 5 stars1 month ago
Our stay at Tall Pines was perfect in every way. The house is charming as are the hosts Judith and Tom. We gathered 5 dear friends to share good times and memories of our years knowing each other. We loved having miles of beach a short walk from the house and enjoyed meeting folks from the area. All in all - Tall Pines was a wonderful choice for us and we would love to return!!
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 stars5 days 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!
Guest favorite
An aerial view captures a coastal neighborhood with sandy beach access visible in the foreground. Buildings are spread out, showcasing residential homes and their proximity to the shoreline. The sun reflects off the water, creating a serene atmosphere under a partly cloudy sky.
Home in Scarborough
4.89 out of 5 average rating, 223 reviews

Adorable Beach House Across the Street From Beach!

PamRating, 5 stars4 months ago
We had a great visit, as we did some wedding planning for my daughter's wedding in the fall. Her future in-laws joined us and we got a lot accomplished and still had time to enjoy the beach. We had pretty significant snow overnight, and the area was cleared early and safely. Wendy was flexible and responded quickly. We would stay there again!
Guest favorite
A spacious yard features a hammock set up for relaxation, accompanied by a fire pit area. The light yellow house stands in the background, offering multiple levels and direct access to outdoor spaces. Lush greenery surrounds the property, contributing to a serene outdoor setting.
Guest suite in Westbrook
4.93 out of 5 average rating, 234 reviews

Awesome open space in Westbrook near Portland, ME!

OliviaRating, 5 stars4 days ago
Petr and Kristi (and Luna!!🐈‍⬛) were so welcoming and friendly hosts. They were happy to share their local recommendations and even to just chat! The place was also very clean. Highly recommend this one! :)
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 stars1 week 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

Top guest favorite
A vibrant view captures the amusement park, featuring a large Ferris wheel and colorful attractions. The beach stretches in the background, illuminated by a soft, pastel sunset. A lively crowd gathers below, enjoying the bustling atmosphere of the town square.
Condo in Old Orchard Beach
5 out of 5 average rating, 15 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

JennyRating, 5 stars10 months ago
This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!
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 stars2 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
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.
Guest favorite
A refreshing pool area is surrounded by well-kept landscaping and seating options. Two blue umbrellas provide shade over metal chairs and tables. Colorful pool floats are positioned in the clear water, and a charming white structure is visible in the background.
Apartment in Falmouth
4.97 out of 5 average rating, 93 reviews

Poolside Suite-Gateway to Portland

CameronRating, 5 stars2 weeks ago
Maryann is SUCH a treasure! She really is the hostess with the mostest! Gives great recommendations, homemade coffee and treats, and if you mention you like something, she might get it for you! Making this Philly girl a wannabe Maine resident! Couldn’t recommend more.
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.
A panoramic view of the beach is captured from a balcony, featuring gentle waves lapping at the shore under a bright sun. The shimmering water reflects sunlight, while a sandy area stretches across the foreground, enhancing the coastal atmosphere.
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars8 months ago
Great place to enjoy the beach and the neighborhood 😃
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 Portland
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
Superhost
A small cottage is framed by a white picket fence, with lush greenery and flowering bushes surrounding its exterior. The front porch features large windows, enhancing natural light, while a gravel path leads to the entrance.
Cottage in Wells
4.64 out of 5 average rating, 102 reviews

Appledore Cottage is a Family Vintage Cottage

PamelaRating, 5 stars9 months ago
We absolutely loved our visit to Appledore Cottage! It was quaint and perfectly relaxing. The screened in porch was the best place to just sit…very quiet and peaceful!

Family-friendly home rentals with Wifi

Guest favorite
A cozy seating area features a dark leather sofa adorned with a colorful throw and red accent pillows. A small wooden table and a soft rug complement the space, where a light stands beside a vibrant orange wall. Natural light enters through a window dressed with light curtains.
Guest suite in Kennebunk
4.85 out of 5 average rating, 283 reviews

We welcome Canadian guests with 20 % off

ClaytonRating, 5 stars6 months ago
This place is absolutely wonderful. Kathleen and John truly go above and beyond to make sure all of your needs are met and you feel right at home during your stay. We were greeted with warmth and comfort during our entire visit, and are already planning on staying with them again next time!
Guest favorite
The open living area features a comfortable blue sofa and two brown accent chairs arranged around a round coffee table. Natural light fills the space through large bay windows, illuminating the area rugs and wall decor, creating a welcoming environment for relaxation.
Apartment in Portland
4.96 out of 5 average rating, 318 reviews

2BR w/ Deck & Parking | 5 Min to Downtown

JenRating, 5 stars7 months ago
Cannot recommend Danni's place enough - super-cute and has everything you need! We loved it and would return in a heartbeat! One caveat as noted in other reviews (which we didn't initially see) - but there is a family living upstairs with young children, and while the walls are soundproofed well (we heard no conversation or crying for the most part) the pitter-patter of little feet at 5:30am was an earlier wake-up than we expected ;) So you will hear running around and thuds at toddler-active times, but we mostly laughed it off and it was a good reminder of how glad we are not to be at that stage of life anymore! Don't let it dissuade you from booking - great place for the price.
Guest favorite
A serene beach scene at sunset, with vibrant orange and pink hues illuminating the sky. A lone figure stands along the wet sand, reflecting the colors of the sunset. Gentle waves lap at the shore, and silhouettes of distant trees can be seen against the horizon.
Apartment in Old Orchard Beach
4.75 out of 5 average rating, 24 reviews

SPECTACULAR BEACHFRONT with amazing views! (D)

ChristinaRating, 5 stars2 weeks ago
Fantastic location, beautifully kept space. It was cozy, homey, and was an absolute pleasure to stay so close to the beach! Sue and Bob met us to make sure our stay was nice and to see if we needed anything. They even left us a couple of Happy Birthday beers! We can't wait to come back and recommend staying here so highly!
Guest favorite
A yurt is set against a wooded backdrop, surrounded by trees. A wooden deck features a seating area and an umbrella, providing shade. Access to the deck is facilitated by a small ramp, ensuring easy entry.
Yurt in Lyman
4.93 out of 5 average rating, 263 reviews

Fire Fly Yurts on Funky Bow Lane

MeganRating, 5 stars1 week ago
We had the best weekend here! Paul was so responsive and helpful. We enjoyed having the option to go down to his brewery and hear the live music or just hang out at the yurt / by the campfire! It was a quick drive to Kennebunkport too. We would love to come back, it was awesome!
Top guest favorite
A bright sunroom features large windows offering natural light and views of the surrounding landscape. Comfortable seating includes a light blue couch with decorative pillows and two woven chairs. A small wooden coffee table sits in the center, complemented by a lamp on a dark side table.
Home in Kennebunk
4.97 out of 5 average rating, 170 reviews

350 Steps to Gooch’s Beach! Water Views

FrancescaRating, 5 stars5 months ago
Kati’s house is a beautiful beach house and would be a dream in the summer. We came in December for Christmas Prelude so while we couldn’t enjoy the beach, the house was well equipped for the cold weather with a cozy electric fireplace and was beautifully decorated for the holidays. We were able to walk into town and back (about a mile, but there are sidewalks and streetlights, and it was easier and safer than driving). We felt right at home in the spacious and open living area. The master bedroom has a sliding door out to the back deck that doesn’t lock and was therefore quite cold, so we did not sleep in this room. Also, Kati stayed in the unit downstairs, so while we did not share any actual living spaces, we did share the overall property (not sure if this is always the case, or just happened to be while we were there). This did not disrupt our experience at all, though. Overall, we had a great stay.
Top guest favorite
A spacious bedroom is furnished with a king-size bed featuring a plaid bedding set. Two windows allow natural light to enter, complemented by a bedside lamp. Wooden accents, including a wardrobe and a small table, enhance the room's warm ambiance.
Guest suite in Freeport
4.97 out of 5 average rating, 236 reviews

Waterfront Private Apartment only 5 min to LLBean!

VirginiaRating, 5 stars1 week ago
Wonderful stay, the place was in a beautiful location, walkable to Wolfe’s Neck Farm where we love to walk. My husband and I were there the first few days, then our adult daughter joined us for two nights. The place is small (described accurately) but the three of us found it very workable. The king bed was very comfortable. There was plenty of outside patio space to lounge and soak up the sun when it was out. This was a work trip for us as we were getting a property in a nearby town ready for sale. We didn’t have time to use the provided kayaks but hope to in a future stay. The hosts very friendly and accommodating, highly recommended this property.
Top guest favorite
The exterior view shows a spacious lawn bordered by a wooded backdrop, featuring a mix of rustic wooden and modern structures. A yellow volleyball net is set up on one side, with large rocks and a gravel driveway visible in the scene.
Guest suite in Kennebunkport
4.99 out of 5 average rating, 214 reviews

Get back to nature in this new woodsy retreat.

LaurieRating, 5 stars4 days ago
Brian & Lindsay were so friendly and welcoming. The property was amazing and had everything we needed. They gave great recommendations on the area. Would definitely recommend to anyone!
Guest favorite
The front view of a classic Victorian duplex displays a vibrant green exterior with intricate architectural details. Two inviting entryways feature maroon doors, framed by large windows and decorative trim. Lush greenery surrounds the property, enhancing the welcoming atmosphere of the neighborhood.
Apartment in West End
4.94 out of 5 average rating, 412 reviews

Charming West End Victorian

KellyRating, 5 stars2 weeks ago
Very comfortable place with lots of character. Really nice neighborhood, just a ten to fifteen minute walk from the center of Portland and the old port area. We would definitely stay here again if we come back to Portland!

Quick stats about vacation rentals that are family-friendly in Old Orchard Beach

  • Total rentals

    710 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    20K reviews

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    90 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

Destinations to explore