
House vacation rentals in Middletown
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Top-rated house rentals in Middletown
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Renshaw Ranch - Elegant King Bed Suite
Welcome to the Renshaw Ranch! Your own private home away from home with simple yet elegant touches throughout where you may find retreat and rest. Conveniently located for essentially any reason you have to visit the Dayton area; family, business, vacation or personal. You are minutes away from Kettering Hospital (3 min), Miami Valley Hospital (10min), I-75 (5 min), NCR (5 min), Dayton Mall, UD, WSU, WPAFB, restaurants and shopping, ie The Greene, Austin Landing, Oregon District and much more.

Country Estate Home - 5 min to spooky nook
Welcome to your own private 3+ acres to enjoy with your family. Once inside this classic estate home you will find 5 bedrooms, eat in kitchen, family room & formal dining room. All the comforts of your own home while you are away, including grill/outdoor area, laundry, fully furnished kitchen with cooking/dishware/vitamix. Great for parents visiting college students, an escape with friends, & families traveling with loved ones. Also, an amazing private pool & sauna, and a secret creek trail!

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!

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, yet 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.

5 Minute Call
"5 Minute Call" is located next to the Middletown Regional Airport (home of Start Skydiving) and Smith Park. The house is a 1 minute walk to the airport, 2 minute walk to Smith Park, 23 min drive to Spooky Nook, 29 min drive to Miami University Oxford. With an arcade set-up in the basement, large kitchen dining table, and theatre-like living room, the house has multiple rooms for gathering with friends and family.

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!

Cozy Historic Home | Historic Oregon District
Welcome to our cozy 1-bedroom duplex, blending mid-century charm with modern comfort in Dayton’s historic Oregon District. Perfect for a weekend getaway or extended stay, this inviting first-floor space offers a comfy queen bed, fully equipped kitchen, and a cozy living room. Enjoy easy access to local attractions and unwind in the warm, welcoming atmosphere after exploring all that Dayton has to offer.

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".

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
Newly renovated spacious home in Hamilton with parking in driveway. Enjoy a peaceful stay at our cozy 2 bedroom 1 bath Home with dedicated work space. Close to Spooky Nook, Miami University and Fairfield. Also easy and close access to Interstae 275 and everything around the loop...Kings Island, Bengals, Reds, Cincinnati Zoo, Creation Museum, Newport Aquarium and much, much more.

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.

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

Lush Hideaway w/ HotTub & Pool 6 mins kings Island

6BR Home w/ Pool - Spooky Nook

Downtown Lawrenceburg 2.5 bedrooms, walkin shwr.

Historic House on Lake with Pool - Stone Haven

Luxury Oregon District Home - Heated Pool (OPEN)

Kingston Cottage Retreat

Large Executive Home In Lebanon Golf Community

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

Hills Bungalow - Top Neighborhood/Pure Americana

Happy Place Haven!

Beach House

Walkable on E. Warren St.

Cozy, Cute & Clean Home

Walk2SpookyNook~Theatre~GmeRm~MiamiOH~King~Firepit

This is your place!

Quiet 3Bed by Liberty Hospital, West Chester, VOA
Private house rentals

Spotless Home near Kings Island

Close to entertainment, shopping and restaurants

Wanton Sinners - Stay & Play

1895 meets 2025 Townhouse

Cozy, lovely home, away from home.

Walk to Downtown Loveland

Songbird House ~ Centrally Located

Freshly Remodeled! The Carnation House
Quick stats about house rentals in Middletown
Total rentals
30 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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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
- Caesar Creek State Park
- John Bryan State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- Moraine Country Club
- Krohn Conservatory
- Cowan Lake State Park
- Stricker's Grove
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Camargo Club
- Seven Wells Vineyard & Winery
- Harmony Hill Vineyards
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