
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.

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!

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.

Luxury & Wellness
Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

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).

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.

Bungalow in Downtown Lebanon
Welcome to your newly renovated one-bedroom home! This chic retreat features a spacious king bed and a comfy pull-out couch with a mattress topper for extra coziness. The gleaming kitchen boasts brand-new appliances, perfect for culinary adventures. Step outside to your private back patio, complete with a Solo Stove for warm, relaxed evenings. Plus, enjoy the convenience of being within walking distance to the vibrant downtown scene. Your ideal home away from home awaits!

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.

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

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

Downtown Walnut Street Lawrenceburg - Heartbeat

Downtown Lux Stay with Pool

Kingston Cottage Retreat

Huber Heights Hot Tub Bungalo

Rooftop Patio | Walkable 2BR Downtown Retreat
Weekly house rentals

Arcade ~ SpookyNook ~ 2King ~ MiamiOH ~ AirHockey ~ pingpong

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

The Camp in Oxford (OH)

Wanton Sinners - Stay & Play

Songbird House ~ Centrally Located

Walk to Downtown Loveland, Porch, Fire Pit, Coffee

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv

StayStonybrook - Fairfield Township
Private house rentals

Home w/ King Bed & Fire pit centrally located

Happy Place Haven!

Quiet rustic retreat

NEWLY built sanctuary. Come make yourself at home!

1895 meets 2025 Townhouse

Welcome to your Ultimate home away from home.

The Overlook at Spooky Nook

Franklin 4BR Retreat, Fenced Yard, No Airbnb Fees
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 | $262 NZD | $273 NZD | $294 NZD | $277 NZD | $246 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
- Chicago Holiday rentals
- Gatlinburg Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Pigeon Forge Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Asheville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Great American Ball Park
- Creation Museum
- Cincinnati Music Hall
- Cincinnati Zoo & Botanical Garden
- 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
- American Sign Museum





