
House holiday rentals in Middletown
Find and book unique houses on Airbnb
Top-rated house rentals in Middletown
Guests agree: These houses are highly rated for location, cleanliness and more.

Private charming home w Fenced yard and fire pit
Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

Modern Historic House in the heart of South Park
Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

OTR Full Home/Yard - Stunning Views -Free Parking
Spectacular View of Cincinnati in Boutique-Hotel style Full Home designed by Award-Winning Designer. • No downtown Airbnb has this much • On Quiet/Safe Street • Central Location • Security camera at entrance • Programmed lock changed after each guest. • One of "The 7 Coolest AirBnBs in Cincinnati" by Cincy Refined • Walk/Bike/Scooter to Downtown/Dining/Shopping, Nightlife, UC, & Reds/Bengals • 20 minutes to Airport • Quick access to I-71 & I-75 • Incredible Private Indoor & Outdoor Spaces

Cozy Hot Tub Escape, Walkable to Bars/Restaurants
A romantic getaway with vintage soul — complete with an exclusive, semi-private hot tub under the stars. This beautifully restored pre-1860 home pairs bold design and cozy comfort for the perfect couple’s escape. Sink into the plush king bed for a peaceful night’s sleep. The unique bathroom — with its luxurious finishes and historic charm — is a guest favorite. The shops, restaurants & bars of MainStrasse or Madison Ave are just a 10 min walk. Downtown Cincinnati is only a few mintues by car!

The Homespun Landing
Our newly renovated home was planned and decorated with YOU in mind! All of your home-away-from home needs will be met here! Our large upstairs area is our favorite spot to share! We know your kids will find this a very inviting get-away space! Our kitchen is full of all the things! We offer games, toys, foosball, AND a seven-seat hot tub out back! Enjoy coffee shops, restaurants, boutiques all within walking to Historical downtown Lebanon. We would love to be your new choice get-away!

Oak Street Place in Historic South Park District
This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Cozy Beach House Minutes From Dayton!
Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from Dayton and a quick drive to the university. There is so much available at your fingertips. Wake up and grab a coffee at Warehouse 4. Stop by Trader Joes or Kroger to get your groceries. Take a walk through the many amazing parks nearby or catch a concert at Fraze Pavilion. After a day out, relax in the living room and watch your favorite shows or movies. Make yourself at home and live like a Dayton local!

Tranquil Oasis 2BR/2BA with King Bed & Coffee Bar
Escape to our charming 2-bedroom, 2-bathroom Airbnb located in the serene suburbs of Cincinnati! Our home offers comfortable beds, a pillow bar to choose from, two clean full bathrooms, and a fully stocked kitchen. Unwind in the cozy living space or sip your morning coffee from our fully stocked coffee bar. Just a short drive from downtown Cincinnati, our Airbnb provides easy access to local shops, restaurants, and attractions while offering a quiet respite from the city bustle

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.

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!

5 Minute Call
"5 Minute Call" is located next to the Middletown Regional Airport (home of ​Start Skydiving) and Smith Park. ​ The house is a 1 minute walk to the airport, 2 minute walk to Smith Park, 23 min drive to Spooky Nook, 29 min drive to Miami University Oxford. With an arcade set-up in the basement, large kitchen dining table, and theatre-like living room, the house has multiple rooms for gathering with friends and family.

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
Newly renovated spacious home in Hamilton with parking in driveway. Enjoy a peaceful stay at our cozy 2 bedroom 1 bath Home with dedicated work space. Close to Spooky Nook, Miami University and Fairfield. Also easy and close access to Interstae 275 and everything around the loop...Kings Island, Bengals, Reds, Cincinnati Zoo, Creation Museum, Newport Aquarium and much, much more.
Popular amenities for Middletown house rentals
House rentals with a pool

Lush Hideaway w/ HotTub & Pool 6 mins kings Island

Downtown Heartbeat of Lawrenceburg

Unique Luxury Family Retreat

Modern Home w/ Great Amenties

Historic House on Lake with Pool - Stone Haven

Kingston Cottage Retreat

New Inground Pool! Pet Friendly with fenced yard.

Huber Heights Hot Tub Bungalo
Weekly house rentals

NEWLY built sanctuary. Come make yourself at home!

The Boho Nook- Miami U, Weddings, and Spooky Nook!

Walkable on E. Warren St.

Cozy, Cute & Clean Home

Sweet 3 BR Home Fenced Backyard Mid- to Long-Term

Cozy Bungalow near UD & downtown

*Peaceful+Cozy | Natural Light | 2BR OASIS*

Blue Bungalow, South Park, Oregon dist, UD, MVH
Private house rentals

Happy Place Haven!

Queen Anne in the Queen City

Charming renovated historic home in ideal location

Dwntwn Lebanon; 1st Floor., Historic, Washer/Dryer

FoosBall~SpookyNook~Theatre~GameRm~KingBD~Firepit

This is your place!

The Kawaii House!

The Eastside Cottage
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 AUD | $143 AUD | $155 AUD | $191 AUD | $186 AUD | $189 AUD | $244 AUD | $230 AUD | $205 AUD | $202 AUD | $188 AUD | $157 AUD |
| Avg. temp | -1°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 7°C | 1°C |
Quick stats about house rentals in Middletown

Total holiday rentals
Explore 30 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $28Â AUD per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

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!
Destinations to explore
- Western North Carolina Holiday rentals
- Chicago Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Northeast Ohio Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Pittsburgh Holiday rentals
- Downtown Chicago Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- Kings Island
- Great American Ball Park
- Perfect North Slopes
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- East Fork State Park
- John Bryan State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- National Underground Railroad Freedom Center
- Paycor Stadium
- Contemporary Arts Center
- Heritage Bank Center
- Duke Energy Convention Center
- Krohn Conservatory
- Xavier University
- University of Cincinnati
- Hard Rock Casino Cincinnati
- University of Dayton
- Big Bone Lick State Historic Site
- Jungle Jim's International Market
- TQL Stadium




