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

Arcade ~ SpookyNook ~ 2King ~ MiamiOH ~ AirHockey ~ pingpong
GameLounge + Entertainment: Unwind in our game lounge, complete with Arcade games, Table tennis, Air hockey, other games, and board games w/ popcorn bar. Fun for all ages! Enjoy movie nights with our smart TV Outdoor Paradise: Our fenced backyard is a true oasis. Relax under the Gazebo and twinkle lights, enjoy a meal at the dining table, or toast marshmallows at the firepit ConvenientLocation: Book your stay now & make unforgettable memories in this wonderful home. We can't wait to host you!

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!

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.

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.

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.

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!

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

Lush Hideaway w/ HotTub & Pool 6 mins kings Island

Downtown Walnut Street Lawrenceburg - Heartbeat

Unique Luxury Family Retreat

Modern Home w/ Great Amenties

Luxury Oregon District Home - Heated Pool

Gorgeous Lake House with Pool - Stone Haven

Kingston Cottage Retreat

New Inground Pool! Pet Friendly with fenced yard.
Weekly house rentals

Quiet rustic retreat

Romantic Skyline Retreat

Close to entertainment, shopping and restaurants

1895 meets 2025 Townhouse

The Overlook at Spooky Nook

Songbird House ~ Centrally Located

Freshly Remodeled! The Carnation House

Tranquil Pondside Retreat
Private house rentals

Classy & Beautiful - 3 Sisters Getaways #4

Modern Lux • 5 mins to SpookyNook & German Village

Charming renovated historic home in ideal location

Spotless Home near Kings Island

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

Fenced Backyard, Pet Friendly, Thoughtful Touches!

Tiny Home fit for a King: Near Belmont Park!

Quiet 3Bed by Liberty Hospital, West Chester, VOA
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 NZD | $177 NZD | $197 NZD | $231 NZD | $226 NZD | $230 NZD | $297 NZD | $280 NZD | $249 NZD | $245 NZD | $228 NZD | $190 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 $86 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!
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- Great American Ball Park
- Kings Island
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Cincinnati Music Hall
- Newport Aquarium
- John Bryan State Park
- East Fork State Park
- University of Cincinnati
- University of Dayton
- Duke Energy Convention Center
- Cincinnati Art Museum
- Heritage Bank Center
- Smale Riverfront Park
- Xavier University
- Paycor Stadium
- Big Bone Lick State Historic Site
- Hard Rock Casino Cincinnati
- TQL Stadium
- Contemporary Arts Center
- Jungle Jim's International Market
- National Underground Railroad Freedom Center
- Eden Park





