
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.

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!

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.

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.

Dwntwn Lebanon; 1st Floor., Historic, Washer/Dryer
Mulberry Manor is just a few miles from Kings Island. You’ll have the entire 1st flr of an historic 1870 home in an exceptional location of downtown Lebanon. Mulberry Manor is a half block off Broadway, the most desired & vibrant venue for the street festivals, Carriage Parade, live music, cafes, restaurants, the Golden Lamb — all at your fingertips! Located in the central business district, just a stroll from all the shops & restaurants! Just 2 miles to Lebanon Sports Complex.

3 blocks from Spookynook & on the historical reg.
Steps away from Main Street, this property is close to everything making it easy to plan your visit. It's located on one of Hamilton’s most beautiful streets in the Rossville Historic District, is one of the oldest rental properties in the county, and is the on the historic registry. However, the unit is completely remodeled and updated with stainless steel appliances, subway tiled kitchen, ceramic tile shower surround, and laminate vinyl plank throughout. A cool, quaint place!

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.

StayStonybrook - Fairfield Township
Spacious 4BR / 2BA Home in Fairfield Township—perfect for families, groups, and extended stays. Enjoy a huge backyard, pet-friendly comfort, and plenty of room to relax after a day of exploring. Sleeping Arrangements • King bedroom • Queen bedroom • Full bedroom • Twin bedroom with desk (great for work or kids) ✔ Two full bathrooms ✔ Large, fenced backyard ✔ Less than 20 minutes to Kings Island Comfort, space, and convenience—all in one stay.

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!

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

Lush Hideaway w/ HotTub & Pool 6 mins kings Island

Nick's Covington Resort

The Paper Plane - Pool - Sauna-Poker Room-Sleeps 8

Private Pool, Firepit, BBQ - A FUN place to RELAX.

Downtown Walnut Street Lawrenceburg - Heartbeat

Kingston Cottage Retreat

Huber Heights Hot Tub Bungalo

Rooftop Patio | Walkable 2BR Downtown Retreat
Weekly house rentals

Home w/ King Bed & Fire pit centrally located

NEWLY built sanctuary. Come make yourself at home!

Hamilton Home Away From Home!

The Camp in Oxford (OH)

Wanton Sinners - Stay & Play

The Overlook at Spooky Nook

The Homespun Landing

Songbird House ~ Centrally Located
Private house rentals

Happy Place Haven!

Quiet rustic retreat

1895 meets 2025 Townhouse

Welcome to your Ultimate home away from home.

FoosBall~SpookyNook~Theatre~GameRm~KingBD~Firepit

Stay On Governor's Hill

Westside Nook-5 Min Walk2Spooky

Sage - Entire home in Hamilton, Ohio
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 | $196 NZD | $230 NZD | $262 NZD | $274 NZD | $294 NZD | $277 NZD | $247 NZD | $243 NZD | $226 NZD | $189 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
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- Pittsburgh Holiday rentals
- Pigeon Forge Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Asheville Holiday rentals
- Detroit Holiday rentals
- Great American Ball Park
- Creation Museum
- Cincinnati Music Hall
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Newport Aquarium
- Paycor Stadium
- University of Cincinnati
- John Bryan State Park
- University of Dayton
- Cincinnati Art Museum
- Xavier University
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- 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
- National Museum of the US Air Force





