House holiday rentals in Middletown

4.95 out of 5 average rating, 188 reviews

Sparkling Clean | King + Beautiful Design-Downtown

Welcome to The La Belle Verde Home, part of the La Belle Homes collection — a serene, thoughtfully designed home in Dayton’s Historic St. Anne’s Hill. Unwind in peaceful spaces with curated international touches, cook in a full kitchen, and enjoy a private backyard oasis. 500 Mbps Fiber Internet, in-unit washer/dryer, and cozy living spaces make it perfect for long stays, remote work, and rejuvenation. Minutes to downtown’s vibrant dining, shopping, and cultural attractions. Msg me, let's chat!

4.97 out of 5 average rating, 189 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

4.98 out of 5 average rating, 170 reviews

Home in Loveland

Walk to Downtown Loveland, Fire Pit, Porch, 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.

4.95 out of 5 average rating, 166 reviews

Home in Miamisburg

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.

4.97 out of 5 average rating, 114 reviews

Hot Tub SPA Massage GoldenTee 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 sleeper sofa. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the private SPA room featuring a massage chair and 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!

4.94 out of 5 average rating, 118 reviews

Home in Hamilton

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!

4.89 out of 5 average rating, 188 reviews

Home in Middletown

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!

4.91 out of 5 average rating, 103 reviews

Home in Middletown

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.

4.86 out of 5 average rating, 258 reviews

Cozy 2BR | Fenced Yard & Fire Pit | Walk to UD

Relax in this charming two-bedroom bungalow, nestled in historic South Park, just minutes from the Oregon District and Dayton’s best dining and nightlife. Enjoy all the comforts of home with a washer/dryer, a fully stocked kitchen, and a private fenced backyard - perfect for evening drinks around the fire pit! Centrally located only a short walk or Uber to UD, Miami Valley Hospital, and Downtown Dayton.

4.95 out of 5 average rating, 111 reviews

Home in Hamilton

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.

4.93 out of 5 average rating, 114 reviews

Home in Hamilton

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 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.