
Family-friendly vacation rentals in Middletown
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Middletown

Total vacation rentals
Explore 30 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$10,461 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Middletown vacation 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!
Top-rated family-friendly rentals in Middletown
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and 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

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.

Comfortable Studio In Springboro
Welcome to a quiet, upscale golf course community within walking distance to Old Towne Springboro. Private 438 square foot studio apartment with a king bed, full bath, large kitchen and in unit washer and dryer. This guest suite has its own entrance that is accessed with a keypad. Location: Nestled in the Heatherwoode Golf Course community within walking distance to Old Towne Springboro and 10 min from Austin Landing. 15 minutes from Kings Island and Cincinnati Premium Outlets.

Best Location in Springboro Ohio!
Welcome to Stayin on Main, our charming bungalow located in historic downtown Springboro. We are located Two miles off of 1-75., between Dayton and Cincinnati. The unit was completely renovated in 2019. Everything is new, plumbing, cabinets, electricity, furniture, and appliances. Shopping, restaurants, and major attractions, for example, WPAFB, National Air Force Museum, Wright State, Kings Island, UD, Lacomedia Dinner Theater Waynesville, and Lebanon. And much more...

4-Beds: Firepit / Game Consoles / Workstation
Please see other notes for rules / disclaimers. Half a mile from Spooky Nook & blocks away from the new Agav & Rye. At 'The Sunset Nook', we have taken every effort to add every amenity possible to make a perfect experience. One block away from Sutherland family Park (See Pics). Our home is surrounded by landscape lighting to create a relaxing/secure environment. Our guest comfort and security is a top priority; spotlight/security cameras monitor the property for guests.

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!

1st Floor Completely Remodeled with King & Queen
First Floor Completely Remodeled 2 Bed 1Bath in a quiet 4 unit building. King & Queen Beds, Pet Welcomed! Washer & Dryer. Everything is brand new, including all new appliances. Reserved Parking, Cozy and comfortable and well stocked. Centrally located between Cincinnati & Dayton, 2 miles from I-75. Close to Kings Island, Casinos, Lebanon Sports Complex, Outlet Malls, Flea Markets, great for Cincinnati & Dayton events.

SouthView Acres (No Hidden Fees!)
We are ready to welcome you to SouthView Acres! Enjoy a comfortable stay in our mother-in-law suite with its own private entrance. Private parking, quiet location and minutes away from I75 access. Enjoy cable TV and wifi. Our home is on 10 acres where you are welcome to walk the trails or warm yourself by the fire pit at night. A convenient location for business or pleasure travelers. No hidden fees.
Popular amenities for Middletown family-friendly rentals
Family-friendly home rentals with a hot tub

Cheerful 2 BR cabin on 48 acres with ponds/firepit

Modern Remodel Steps to Downtown, Glen, & Antioch

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

The Wayside

The Cottage Retreat

The Homespun Landing

Huber Heights Hot Tub Bungalo

Black Tie Affair - Eloquent Riverfront Experience
Family- and pet-friendly home rentals

Kick Cancers Ass With A Stay

Quaint Stream Side Cottage 15m Oxford&Hamilton Oh

Home in Xenia

Sleep Riverside on Stillwater River| Safe & Serene

Lovely 1- bedroom cottage in the woods.

Walkable on E. Warren St.

Lighthouse Lane Retreat

Swanky loft at Historic Peters Cartridge Factory
Family-friendly home rentals with a pool

Nick's Covington Resort

2A2J Barn Getaway/ beautiful Pool and Sauna

Downtown Lux Stay with Pool

Gorgeous Lake House with Pool - Stone Haven

Mod Lodge Close to Cincinnati Big Pool EV Charger

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

Stylish Flat w/ Parking Walkable

Rooftop Patio | Walkable 2BR Downtown Retreat
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- Great American Ball Park
- Kings Island
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Cincinnati Music Hall
- Newport Aquarium
- Paycor Stadium
- John Bryan State Park
- University of Cincinnati
- Duke Energy Convention Center
- Cincinnati Art Museum
- University of Dayton
- Heritage Bank Center
- Xavier University
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Jungle Jim's International Market
- TQL Stadium
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Eden Park
- Krohn Conservatory





