
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.

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!

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!

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.

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!

Beautiful Design, King Bed. Near it All. Fast Wifi
Welcome to La Belle Verde, a Guest Favorite in Dayton’s Historic St. Anne’s Hill. Built in the late 1890s, this home rests on a quiet, tree-lined street in one of Dayton’s most historic neighborhoods, it’s only minutes from downtown, the Oregon District, UD, and Miami Valley Hospital. Inside, history and comfort come together in 10-foot ceilings, windows that pour in natural light, and greenery that brings the home to life.

Hot Tub Sauna Golden Tee Pinball Stylish!
Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 6 guests, with two king-size beds and a Queen Bed. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna. 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!

Updated home in Dayton with low fees!
This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

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.

Historic Midcentury Lustron Home
Restored 1000 square foot Lustron home in southwestern Ohio near Dayton, Oxford and I-70, now available again after two years off Airbnb. It offers architectural and historical features, 1950s furniture and accessories, and modern amenities. Located in a small village near cities, with access to both urban activities and small town charms.

StayStonybrook - Fairfield Township
Awesome 4 Bedroom | 2 Full Bath House | Huge Backyard | Pet Friendly Located in Fairfield Twp, OH | This 4 Bedroom, 2 Full Bath is the perfect spot for a family get away. Bedroom Layout: - King Size Room - Queen Size Room - Full Size Room - Twin Room w/ Desk 2 FULL Baths! Large Backyard! Less than 20 Minutes from Kings Island!

Petite Paradise: Tiny Home Vibes! Great Location!
Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!
Popular amenities for house rentals in Middletown
House rentals with a pool

Downtown Lawrenceburg 2.5 bedrooms, walkin shwr.

Luxury Oregon District Home - Heated Pool (closed)

Gorgeous Lake House with Pool - Stone Haven

*Big home with pool-Spooky Nook*

Kingston Cottage Retreat

*POOL* Fenced Yard- ARK Encounter, Creation Museum

Large Executive Home In Lebanon Golf Community

Clifton Scenic Lodge: Hot Tub, Patio/Yard, Parking
Weekly house rentals

Hills Bungalow - Top Neighborhood/Pure Americana

5 mins to SpookyNook • German Village-Modern Lux

Happy Place Haven!

Walkable on E. Warren St.

The Overlook at Spooky Nook

Cozy, Cute & Clean Home

This is your place!

Freshly Remodeled! The Carnation House
Private house rentals

Queen Anne in the Queen City

Beach House

Walk to Downtown Loveland

Songbird House ~ Centrally Located

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

Countryside Cottage

Westside Nook-5 Min Walk2Spooky

EggChair~KingsIsland~Firepit~GmeRm~2kings~5bd2.5ba
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £77 | £84 | £103 | £100 | £102 | £102 | £94 | £87 | £90 | £88 | £81 |
| 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 £15 per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Middletown holiday rentals include wifi 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
- Cincinnati Music Hall
- Newport Aquarium
- East Fork State Park
- Perfect North Slopes
- John Bryan State Park
- Caesar Creek State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- Moraine Country Club
- Krohn Conservatory
- Cowan Lake State Park
- National Underground Railroad Freedom Center
- Stricker's Grove
- Contemporary Arts Center
- Camargo Club
- Harmony Hill Vineyards
- Seven Wells Vineyard & Winery