where vacation sophistication and joy harmonize

Unparalleled family escapes, professionally curated to elevate family bonds and set the tone for unmatched vacations

Childhood happens fast.

Cheerio Darling Co homes are designed for timeless bonding and adventure.

The average American family takes a total of 5 vacations during a kid’s entire childhood. Where you choose to bring your family is of utmost importance. Trust Cheerio Darling to make your vacation a success in time and memory investment. Our homes are chosen in serene areas and loaded with plenty of fun to initiate bonding moments for everyone. Be in direct contact with the owner and host the entire vacation, allowing you to have a 24/7 concierge to thoughtfully design your dream getaway

When you think of your favorite vacation, what stands out the most?

“Sunset bike rides to Seaside”

“Waking up early to get the perfect cup of coffee at Black Bear Bakery.”

“Playing Clue as a family by the campfire”

“The never-ending foosball tournament”

“Escaping to the beach at night with flashlights to find sandcrabs.”

“Sitting on the patio with a blanket and a good book.”

“Driving the golf cart to ice cream while singing Forrest Frank at the top of our lungs.”

“Learning how to make crepes and sharing memories around the campfire.”

“Was an amazing stay!! House was fabulous! So many extras, location was awesome, if I could give this 10 stars I would! ⭐️ Our family will definitely be staying again!! Cant wait to visit soon!!!”

— Krystle, Airbnb Guest

“Beautiful home 10 out of 10! Everything was spotless and so organized. The beds were comfortable so we slept well and felt right at home.”

— Stephanie, AirBnB Guest

Functional Luxury and Design

at Exceptional Locations

Locations in 30A, Florida, Broken Bow, Oklahoma & Dallas, Texas

Homes packed with fun for kids of all ages

Come rain, shine or snow, you can be assured your Cheerio Darling rental is equipped with plenty of activities to keep your vacation flowing no matter the season! All rentals include amenities to suit their locations. Most locations include bikes and spas! Please see your rental for a full list of what is included!

Some rentals include: XBoxes, Bikes, Paddle boards, Large TV’s, Pickle ball, Basketball Hoops, Corn hole, excellent selection of books and boardgames! Please see list for your rental’s amenities.

Experiences for you to unwind and embrace nature and wellness, so you return home better than you came

Check out those reviews!

Sarah has brand new Yolo bicycles, cool arcade games for the kids, and the house is just steps away from a beautiful resort style pool and hot tub. Her home is conveniently located near restaurants, shopping and a short golf cart ride to the beach. We highly recommend Sarah’s beach house, she was great to work with, very accommodating, and went to extra mile to ensure a pleasant experience for all!

This was a very nice home with great amenities! Our kids loved the x-box and the hot tub! We will definitely stay here again!

❤️❤️❤️❤️❤️ Such a nice place and wonderful host. Home was in a wonderful location. Loved the extra touches to make it feel like home.

The house is perfectly clean, gorgeous decor, and lots of room to spread out!! We loved every second of staying here! Highly recommend!!!

Very clean, comfortable beds. Host very responsive and accommodating. Highly recommend.

Sarah’s place is supremely comfy - beds and linens were amazing! We’ll definitely be back when we’re in the area again. Such a lovely home!

Sarah’s home was absolutely amazing! The location can’t be beat and it had a great set up for multiple people staying at the home. We will definitely stay again!

This has to be one of the best, if not, the best Airbnb experiences we had.