
Family-friendly holiday rentals in Middletown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middletown
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

KingsIsland~Sauna~Arcade~22miZoo~5Bd3ba~PlayArea
This property is your gateway to comfort and convenience. Unwind in the personal sauna room attached to the PrimarySuite, which offers a private retreat. The kids' playroom is a haven of joy, while the GameRoom promises endless entertainment. A fully equipped kitchen awaits your culinary adventures. This home ensures you're close to everything the city has to offer. Book now for a perfect blend of relaxation and exploration! 3mil LibertyCntr 3.9mil VOA 9mil KingsIsland/GreatWolfLodge 22mil Zoo

The Barn at Serenity Acre
Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

Hanover Gardens
15 minutes or less from Miami University, Spooky Nook, Hanover Winery, Hanover Reserve, Lake Lyndsay, and Hueston Woods. Welcome to your inviting retreat nestled between the vibrant towns of Oxford and Hamilton, Ohio! Our delightful home features 4 comfortable bedrooms, 2 full bathrooms, 2 half bathrooms, and an arcade room. . Whether you're here to relax, explore, or enjoy local events and attractions, we're excited to welcome you and ensure that your visit fulfills all your expectations.

Private carriage house on 3 acres!
New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

The CRUX Climbing Getaway
Welcome to The CRUX Sanctuary Community Climbing Gym! This retro inspired space is a perfect getaway for experienced climbers, small families, or anyone looking for a fun place to stay in Cincinnati. Conveniently located just 5 minutes from downtown Cincinnati, and a short drive from amazing views, diverse restaurants, and local attractions. This remodeled and 100% solar powered church is one of many unique spots in our Price Hill neighborhood. Find us by searching for thecruxsanctuary.

General Mitchel Historic Home in Downtown Lebanon
Ormsby Mitchel was a Major General during the Civil War, and this was his home. This updated historic home was built in 1814 and is in the heart of downtown Lebanon. Local shops and restaurants are within walking distance. Easy access to local attractions like Kings Island and the Miami Valley Casino. We offer 3 bedrooms, 2 full baths, and plenty of space to spread out. A charming place to stay when traveling for work, a romantic weekend, a getaway with friends, or a family gathering.

Waterfront Cabin | Peaceful Pondside Escape
Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Newly Remodeled Two Bedroom rental unit
Newly Remodeled, Pet Friendly, King & Queen Beds, Washer&Dryer in unit, Smart TV's in every room, Alexa, Keyless Entry. For children: high chairs, Pack and Play's with thick mattresses, Air Mattress. 2 miles from I-75, Close to Kings Island, Miami Valley Gaming Casino, Flea Markets, Premium Outlet Mall, Centrally located between Dayton and Cincinnati, 30 minutes to Cincinnati Reds, Bengals, Dayton Dragons. Close to Lebanon Sports Complex & Warren County Sports Park

The Linden Guesthouse - bike/hike/golf/shop/visit
This updated stylish 2 bed/1.5 bath single story guesthouse is perfect for work, group trips, fun, or family visits. The kitchen has dishes, cookware utensils, and pantry basics (oil, seasonings, sugar & flour). A Keurig single-serving and carafe coffee maker with k-cups and coffee filters is provided. The guesthouse has two living spaces, a dining room, a kitchen, a utility room with a washer and dryer, a private patio with outdoor seating, and a grill.

The Carriage House in the Heart of Uptown
The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Hamilton Home Away From Home!
Charming Midwestern house, close to Hamilton city-center, Spooky Nook, and Miami University! You and your family will find yourself comfortably at home with everything you need for an enjoyable stay. Take advantage of the freshly updated kitchen, the spacious family room with reclining sofas, and unwind with some fun in the game room. With tree lined streets and a friendly neighborhood you are sure to find yourself at home in Hamilton!

New home & huge yard! 3-bd, 2 baths with game room
Enjoy our spacious master bedroom, brand new furniture, peaceful backyard with a 2 person hot tub, BBQ grill, fully equipped kitchen, game room, convenient parking, and 3 spacious bedrooms. We have everything you need to stretch your legs and relax. Ideal for visiting sights in Cincinnati (25 min) or Dayton (15 min) as well as King's Island (15 min). Close to shops, restaurants, and entertainment. Kids and families are welcome!
Popular amenities for Middletown family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Hot Tub Escape, Walkable to Bars/Restaurants

Modern Remodel Steps to Downtown, Glen, & Antioch

Nature Spa House | •Pool •Hot Tub •Sauna •Pvt Lake

Back to Nature

Mod Lodge Close to Cincinnati Big Pool EV Charger

Cozy cabin w/ pool, hot tub, gazebo & gardens

Charming Cottage w/Hot Tub - 3 bed nr City/Events

Huber Heights Hot Tub Bungalo
Family- and pet-friendly home rentals

Private charming home w Fenced yard and fire pit

Home in Xenia

Peaceful 3BR House Minutes From Downtown Dayton!

Lighthouse Lane Retreat

Charming Cottage/ Pet Friendly Close to Miami U.

Cozy Country Studio Suite

Charming Pet Friendly Farmhouse

Home w/King Suite 4 Mins to DAY Airport
Family-friendly home rentals with a pool

Hip Eclectic 1 bedroom in OTR w/free parking

Unique Luxury Family Retreat

2A2J Barn Getaway/ beautiful Pool and Sauna

Luxury Oregon District Home - Heated Pool (closed)

Gorgeous Lake House with Pool - Stone Haven

Center of Action! PARK ONSITE - gated! 2nd Fl.

Stylish Flat w/ Parking Walkable

Rooftop Patio | Walkable 2BR Downtown Retreat
Quick stats about holiday rentals that are family-friendly in Middletown

Total holiday rentals
Explore 30 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Middletown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Middletown rentals

4.8 Average rating
Middletown stays are highly rated by guests—averaging 4.8 out of 5!
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- Great American Ball Park
- Kings Island
- Creation Museum
- Perfect North Slopes
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- John Bryan State Park
- East Fork State Park
- University of Cincinnati
- Cincinnati Art Museum
- Duke Energy Convention Center
- Heritage Bank Center
- Smale Riverfront Park
- University of Dayton
- Paycor Stadium
- Xavier University
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Jungle Jim's International Market
- Krohn Conservatory
- TQL Stadium




