
House holiday rentals in Middletown
Find and book unique houses on Airbnb
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 $119 NZD per night before taxes and fees

Verified guest reviews
Over 1,170 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!
Top-rated house rentals in Middletown
Guests agree: These houses are highly rated for location, cleanliness and more.

Walk to Restaurants & Shops of Downtown Miamisburg
Located within walking distance to all the adorable shops, restaurants, and breweries that Downtown Miamisburg has to offer. This cute little house has a great yard and a relaxing private patio. We have totally redone the inside ...but kept all the charm! The original hardwood floors are beautiful and the tall ceilings with crown molding speak to the southern charm of the space. We have all new furniture throughout and a new, full bathroom with washer/dryer was added to the primary bedroom.
FamilyValueAccuracy

Cheerful 4 bedroom home w/ fireplace & game room
Centrally-located w/ high-end finishes. Walk or ride bikes to shops & restaurants in downtown Mason & make memories in the large, fenced backyard with firepit, and gas grill. Game room complete w/ ping-pong, air hockey, pop-a-shot basketball & more! Two bedrooms w/ queen beds; bedroom three w/ two bunk beds & trundle; loft w/ sofa bed. Gourmet kitchen w/ large island; fireplace in family room; Finished lower level w/ theater area & infrared sauna. Off-street parking for up to 10 cars!
ValueLocationHospitality

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.
ValueFamilyPets

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.
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Close to entertainment, shopping and restaurants
Come and stay at our beautiful and fully remodeled home in Hamilton. It's just up the hill from Spooky Nook and from the Main Street entertainment district and next to the hospital. It is fully equipped with just about anything you need during your stay including an outdoor dining area with a bbq grill and a private backyard patio. With 2.5 bathrooms available and 3 different tv's, there will be very little waiting for anything. Includes a Queen size, full size, and two twins (bunks).
FamilyLocationAccess

Charming renovated historic home in ideal location
Location, Location, Location!! Nestled in the idyllic Rossville Historical District, this property is a block away from Main Street and within walking distance to many restaurants, shops and downtown Hamilton. Whether you’re coming in town for Miami University, Spooky Nook Sports Complex, work, family, or just a weekend getaway, you’ll find that this property is the perfect spot to stay. Enjoy a completely renovated property with all new furnishings in a historic 1800’s home.
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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.
ValueFamilyCheckout

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.
ValueFamilyBreakfast

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!
ValueLocationLong stay

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.
LocationFamilyHospitality

Tiny Home fit for a King: Near Belmont Park!
Welcome to Tiny Home for a King, a stylish 472 sq. ft. retreat in Dayton perfect for solo travelers or couples. This thoughtfully designed space blends modern amenities with charming details, offering a cozy and comfortable atmosphere ideal for relaxing, recharging, or simply feeling at home. Everything you need for a memorable stay is right here in this tiny but inviting haven.
FamilyLocationWalkability

Cozy Cottage with Gazebo Just off I71
Escape to our charming, pet-friendly Countryside Cottage for up to 6 guests! Near Kings Island & historic Lebanon, this cozy home is the perfect family getaway. Enjoy a relaxing massage chair, electric fireplace, a beautiful gazebo with a fire table, and a fully equipped kitchen. Experience a perfect blend of country peace and convenient access to local attractions.
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Popular amenities for Middletown house rentals
House rentals with a pool

Lush Hideaway w/ HotTub & Pool 6 mins kings Island
LocationFamilyAccuracy

Nick's Covington Resort
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Private Pool, Firepit, BBQ - A FUN place to RELAX.
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Downtown Walnut Street Lawrenceburg - Heartbeat
LocationFamilyPool

Downtown Lux Stay with Pool
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Kingston Cottage Retreat
FamilyLocationKitchen

Huber Heights Hot Tub Bungalo
LocationFamilyDecor

Rooftop Patio | Walkable 2BR Downtown Retreat
LocationValueOutdoor spaces
Weekly house rentals

Peaceful 3BR House Minutes From Downtown Dayton!
LocationFamilyParking

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

Wanton Sinners - Stay & Play
FamilyValueAmenities

The Homespun Landing
LocationValueAccuracy

Walk to Downtown Loveland, Porch, Fire Pit, Coffee
FamilyLocationAccess

Arcade + Hot Tub Retreat | Sleeps 8 | Near WPAFB
LocationFamilyDecor

StayStonybrook - Fairfield Township
LocationFamilyComfort

Home to yourself! Walk to Spooky Nook & Main St.
FamilyValueBathroom
Private house rentals

Home w/ King Bed & Fire pit centrally located
LocationFamilyComfort

Modern Lux • 5 mins to SpookyNook & German Village
LocationValueComfort

Happy Place Haven!
LocationFamilyCheckout

Quiet rustic retreat
LocationValueAccess

NEWLY built sanctuary. Come make yourself at home!
FamilyLocationKitchen

Spooky Nook Gem 5-min walk • Near Miami U
ValueLocationIndoor spaces

1895 meets 2025 Townhouse
FamilyValueBarbecue

The Overlook at Spooky Nook
LocationFamilyDecor
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 NZD | $175 NZD | $195 NZD | $229 NZD | $261 NZD | $273 NZD | $294 NZD | $277 NZD | $246 NZD | $243 NZD | $226 NZD | $188 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 |
Destinations to explore
- Nashville Holiday rentals
- Chicago Holiday rentals
- Gatlinburg Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Pigeon Forge Holiday rentals
- Cleveland Holiday rentals
- Asheville Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Kings Island
- Great American Ball Park
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Perfect North Slopes
- Paycor Stadium
- Newport Aquarium
- University of Cincinnati
- University of Dayton
- John Bryan State Park
- Xavier University
- Cincinnati Art Museum
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Smale Riverfront Park
- TQL Stadium
- Jungle Jim's International Market
- Eden Park
- National Underground Railroad Freedom Center
- Newport On The Levee
- Contemporary Arts Center
- Findlay Market
- Krohn Conservatory





