
House vacation rentals in Middletown
Find and book unique houses on Airbnb
Quick stats about house rentals in Middletown

Total vacation rentals
Explore 30 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$10,457 GYD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

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 house rentals in Middletown
Guests agree: these houses are highly rated for location, cleanliness, and more.

Rose Haven • Peaceful • Romantic • Family-Ready
Romantic + family-ready! Our 2BR/2BA home has a dreamy master suite, cozy split layout, and a big backyard for BBQs. Kids will love the toys, books & games, and we’ve stocked baby gear to make travel easier (crib, high chair & more!). Cook up memories in the spacious kitchen with spices, oils & all the tools. Start your stay with blooming rose bushes and end it with a soak in the tub! A perfect retreat for couples, families & tiny adventurers! Located in a family neighborhood, cul-de-sac street.

Arcade + Hot Tub Retreat | Sauna | Near WPAFB
Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

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.

Walk to Downtown Loveland, Porch, Fire Pit, Coffee
DISCOUNT for multiple nights (not including Airbnb's service fee) & $0 Cleaning fee Includes: - coffee bar - smart TV, board games - screened porch - free private parking - patio with lights and fire pit - secured bicycle storage available in garage - corn hole set Walking distance (5 minutes) to revitalized Historic Downtown Loveland and Little Miami Bike Trail. Restaurants, Canoe/Kayak Rental, Park/Playground, Bike Rentals. Close to Kings Island and Tennis Venue.

Backwoods Hideaway|NEW BUILD2024
The Backwoods hideaway provides the perfect escape for a family or just a couple looking to get away! Located on a 75 acre farm between Cincinnati & Dayton, and only 8 miles from Oxford! Boasts an impressive open floor plan & an expansive open patio overseeing the woods! Unwind at the luxury 3 bed room , with a loft & 2 full size beds for the kids, and 2 bathroom vacation home with the most amazing sunset views!! Guests will have access to the entire home!

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.

Peaceful 3BR House Minutes From Downtown Dayton!
Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Epic Coffee. Stop by Trader Joes, Dorothy Lane, or Kroger to get your groceries. Take a walk through one of our spectacular parks nearby or catch a concert at Fraze Pavilion. This house is the perfect home away from home for you and your family to enjoy!

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 old Victorian home 2 blocks from Uptown
Welcome to our beautiful, comfortable Victorian home! It’s got four bedrooms and three full bathrooms. It's on a quiet street just 2 blocks from uptown Oxford and a 10 minute walk to the center of campus. It's a great place for families or anyone who wants a clean place to call home during the summer months. It’s only available from late May through mid August each year and unfortunately never for graduation weekend.

The Camp in Oxford (OH)
The Camp in Oxford includes3 private acres nestled right alongside the Indian Creek River and surrounded by sprawling farmland. Located just 5 miles from Miami University, 13 miles from Brookville Lake and short drives to Hamilton, Cincinnati or Dayton, this beautiful 2 bedroom modern cottage is waiting for your next visit. Fully furnished and equipped with every amenity you'd expect from a 5 star property.

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.
Popular amenities for Middletown house rentals
House rentals with a pool

Nick's Covington Resort

Downtown Walnut Street Lawrenceburg - Heartbeat

Unique Luxury Family Retreat

Luxury Oregon District Home - Heated Pool

Gorgeous Lake House with Pool - Stone Haven

Kingston Cottage Retreat

New Inground Pool! Pet Friendly with fenced yard.

Huber Heights Hot Tub Bungalo
Weekly house rentals

Martha's Cottage

Happy Place Haven!

StaySpookyNookRiverside

1895 meets 2025 Townhouse

FoosBall~SpookyNook~Theatre~GameRm~KingBD~Firepit

Freshly Remodeled! The Carnation House

Cozy 3BR2BA Entire Place Comfort

Cozy Comfortable Loveland Ohio Three Bedroom Home
Private house rentals

Home w/ King Bed & Fire pit centrally located

Quiet rustic retreat

Cozy Stay in Beavercreek Ohio close to The Greene

Cheerful 3 bedroom house with enclosed patio room

Riverview Retreat: Private Luxury w Cincy Views

Blue Bungalow, South Park, Oregon dist, UD, MVH

Cozy Home In Oxford OH, close to Miami U

Downtown Mason ( KI, VOA, Cincinnati Open)
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,378 GYD | G$21,541 GYD | G$24,051 GYD | G$28,234 GYD | G$27,606 GYD | G$28,024 GYD | G$36,181 GYD | G$34,089 GYD | G$30,325 GYD | G$29,907 GYD | G$27,815 GYD | G$23,214 GYD |
| 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 |
Destinations to explore
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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





