
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.

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.

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.

Hot Tub, Waffles & 1920s Charm
• Step back in time with this delightful 1920s * two family Sears catalog home, nestled on a serene, tree-lined street • Enjoy relaxation in the hot tub, plus an in-ground pool (opens mid-April) • Cook up a storm in the fully outfitted kitchen, featuring quartz countertops, stainless steel appliances, and dedicated coffee and waffle bars • Stay entertained with board games, children’s toys, and the added treats of our waffle and coffee bars

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!

Beautiful Design, King Bed. Near it All. Fast Wifi
Welcome to La Belle Verde, a Guest Favorite in Dayton’s Historic St. Anne’s Hill. Built in the late 1890s, this home rests on a quiet, tree-lined street in one of Dayton’s most historic neighborhoods, it’s only minutes from downtown, the Oregon District, UD, and Miami Valley Hospital. Inside, history and comfort come together in 10-foot ceilings, windows that pour in natural light, and greenery that brings the home to life.

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.

Short walk to Spooky Nook & Main St./downtown area
Centrally located to the Hamilton area, we are only 2 short blocks away from the Spooky Nook Sports facility. Only a short drive(20 mins)to Miami University in Oxford for a visit with your student, and only mile to Main Street restaurant and entertainment DORA district. Come enjoy the many events and amenities now available in Hamilton on your visit.

Historic Midcentury Lustron Home
Restored 1000 square foot Lustron home in southwestern Ohio near Dayton, Oxford and I-70, now available again after two years off Airbnb. It offers architectural and historical features, 1950s furniture and accessories, and modern amenities. Located in a small village near cities, with access to both urban activities and small town charms.

StayStonybrook - Fairfield Township
Awesome 4 Bedroom | 2 Full Bath House | Huge Backyard | Pet Friendly Located in Fairfield Twp, OH | This 4 Bedroom, 2 Full Bath is the perfect spot for a family get away. Bedroom Layout: - King Size Room - Queen Size Room - Full Size Room - Twin Room w/ Desk 2 FULL Baths! Large Backyard! Less than 20 Minutes from Kings Island!
Popular amenities for Middletown house rentals
House rentals with a pool

6BR Home w/ Pool - Spooky Nook

Downtown Heartbeat of Lawrenceburg

Modern Home w/ Great Amenties

Luxury Oregon District Home - Heated Pool (closed)

Kingston Cottage Retreat

*Big home with pool-Spooky Nook*

All the Vibes Poolside in Trenton!

Clifton Scenic Lodge: Hot Tub, Patio/Yard, Parking
Weekly house rentals

D Street Serenity

Happy Place Haven!

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

Close to entertainment, shopping and restaurants

Walkable on E. Warren St.

Cozy, Cute & Clean Home

Walk to Downtown Loveland

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

Peaceful Home close to Centerville and Springboro

Hills Bungalow - Top Neighborhood/Pure Americana

Modern Lux-German Village• 5 mins to SpookyNook

Wanton Sinners - Stay & Play

Freshly Remodeled! The Carnation House

Westside Nook-5 Min Walk2Spooky

EggChair~KingsIsland~Firepit~GmeRm~2kings~5bd2.5ba

Walk to Restaurants & Shops of Downtown Miamisburg
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 NZD | $175 NZD | $190 NZD | $234 NZD | $229 NZD | $232 NZD | $300 NZD | $282 NZD | $251 NZD | $204 NZD | $201 NZD | $185 NZD |
| 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 $35 NZD per night before taxes and fees

Verified guest reviews
Over 1,200 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, Wi-Fi 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
- Pigeon Forge Holiday rentals
- Northeast Ohio Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Pittsburgh Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- Kings Island
- Great American Ball Park
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Cincinnati Music Hall
- Newport Aquarium
- East Fork State Park
- John Bryan State Park
- Caesar Creek State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- Moraine Country Club
- Cowan Lake State Park
- National Underground Railroad Freedom Center
- Stricker's Grove
- Krohn Conservatory
- Contemporary Arts Center
- Camargo Club
- Harmony Hill Vineyards
- Seven Wells Vineyard & Winery
- At The Barn Winery




