House holiday rentals in Middletown

4.87 out of 5 average rating, 172 reviews

A vibrant arcade room is showcased, featuring multiple classic and modern arcade games. Neon lighting enhances the playful atmosphere. An air hockey table occupies the foreground, while pinball machines and an arcade cabinet are visible in the background, contributing to a lively entertainment space.

Home in Kettering

Arcade + Hot Tub Retreat | Sleeps 8 | Near WPAFB

Unwind in the Cedar Hottub Room or Massage chair. Have a blast with family and friends in or game room with brand-new Stern Pinball machines, Slot machines, Digital Putt-putt, Yard darts, cornhole, bowling, and arcade gaming systems. This house is a freshly remodeled home, everything is brand new. The outdoor Cedar room is a completely private area, romantic and relaxing. Literally 1 min drive from the Greene Outdoor Shopping Mall! You can expect a luxurious and super clean stay! GAMES ARE FREE

LocationFamilyCleanliness

4.91 out of 5 average rating, 124 reviews

A vibrant kids' playroom features a colorful climbing wall with various holds, a play kitchen, and a spacious area covered with a large, patterned rug. Light enters through a window, and playful animal illustrations adorn the walls, offering a cheerful environment for imaginative play.

Home in Liberty Township

KingsIsland~Sauna~Arcade~22miZoo~5Bd3ba~PlayArea

This property is your gateway to comfort and convenience. Unwind in the personal sauna room attached to the PrimarySuite, which offers a private retreat. The kids' playroom is a haven of joy, while the GameRoom promises endless entertainment. A fully equipped kitchen awaits your culinary adventures. This home ensures you're close to everything the city has to offer. Book now for a perfect blend of relaxation and exploration! 3mil LibertyCntr 3.9mil VOA 9mil KingsIsland/GreatWolfLodge 22mil Zoo

FamilyLocationAccess

An inviting upstairs area features two spacious twin beds with dark bedding against the backdrop of rustic wood paneling. A central rug with geometric patterns is positioned between the beds, while decorative wall hangings and a window provide natural light and charm.

4.98 out of 5 average rating, 222 reviews

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!

FamilyLocationLaundry

4.95 out of 5 average rating, 214 reviews

Gathering Acres | 5BR 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!

FamilyValuePool

4.93 out of 5 average rating, 115 reviews

The spacious living area features a stone fireplace and a modern ceiling fan. A large sectional sofa is positioned for comfort, facing a wall-mounted TV. Natural light floods the space, highlighting the open layout that connects to the dining and kitchen areas in the background.

Home in Mason

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!

LocationValueCleanliness

A two-story home features a welcoming front porch with wooden railings and two large columns. A manicured lawn surrounds the house, accented by shrubs and stones. Large windows are visible on the upper floor, while the entrance showcases an inviting door.

4.95 out of 5 average rating, 110 reviews

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.

LocationFamilyCondition

The exterior of a charming two-story house is shown, featuring white siding and teal shutters. A porch with decorative railings welcomes visitors, while an American flag hangs beside the entrance. Lush greenery and flowering plants adorn the garden, creating a vibrant yet serene atmosphere.

4.99 out of 5 average rating, 109 reviews

Songbird House ~ Centrally Located

Welcome to Songbird House – A Charming Historic Stay in the Heart of Lebanon, OH This beautifully restored pet-friendly home offers the perfect escape for a couples retreat, family getaway, or girls’ trip. Located in downtown Lebanon, you’re steps from unique shops, cafés, and top events in Warren County, Ohio’s Largest Playground. Relax in the beautiful gardens, take a stroll through the neighborhood or explore nearby festivals, concerts, and fairs. Comfort, charm, and convenience awaits.

FamilyValueLaundry

The historic home features a two-story façade with white siding and black shutters. A welcoming porch is highlighted by rocking chairs and potted plants. A well-maintained lawn adds to the inviting exterior, which showcases architectural details typical of early 19th-century design.

4.99 out of 5 average rating, 182 reviews

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.

ValueFamilyHospitality

4.94 out of 5 average rating, 229 reviews

A cozy living area showcases two cream-colored couches positioned around a dark coffee table. Natural light enters through a large window, enhancing the space. A sleek ceiling fan is visible, and a small dining area is arranged with a table and two chairs against the wall.

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.

LocationValueCheckout

A comfortable living area is presented, featuring a spacious sectional sofa and a large flat-screen television positioned on a wooden media console. Natural light enters through two windows, softened by white curtains. A patterned rug covers the floor, and a potted plant adds a touch of greenery.

4.87 out of 5 average rating, 145 reviews

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.

ValueLocationDecor

Superhost

A single-story house is depicted, featuring light-colored siding and a sloped roof. A two-car garage is present, with a neatly paved driveway leading to the entrance. Lush green grass surrounds the home, complemented by a leafless tree in the front yard.

4.89 out of 5 average rating, 240 reviews

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!

LocationFamilyPets

A cozy cottage exterior is framed by neatly trimmed shrubs and seasonal planters at the entrance. The house features a sloped roof with dark shingles and shutters. A stone pathway leads to a welcoming front door, complemented by subtle outdoor lighting along the walkway.

5.0 out of 5 average rating, 117 reviews

Cozy Cottage with Gazebo Just off I71

Escape to our charming, pet-friendly Countryside Cottage for up to 6 guests! Near Kings Island & historic Lebanon, this cozy home is the perfect family getaway. Enjoy a relaxing massage chair, electric fireplace, a beautiful gazebo with a fire table, and a fully equipped kitchen. Experience a perfect blend of country peace and convenient access to local attractions.

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Popular amenities for Middletown house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 109 reviews

A spacious in-ground pool is surrounded by a concrete patio. Lounge chairs are positioned nearby, offering a place to relax. A wooden fence provides privacy around the pool area, and the surface of the water reflects the sky above.

Home in Mason

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

ValueLocationAccuracy

4.98 out of 5 average rating, 128 reviews

A modern kitchen showcases striking black and white patterned flooring and an expansive island with bar seating. Large glass doors offer a view of the outdoors, and the ceiling features stylish wooden panels. Decorative plants accentuate the contemporary design.

Home in Oregon

Downtown Lux Stay with Heated Pool (OPEN)

ValueLocationHospitality

4.93 out of 5 average rating, 340 reviews

Home in Wyoming

HOT TUB • 1920s Home • 1.4 mi Bridal

ValueFamilyPool

4.94 out of 5 average rating, 192 reviews

Home in Dayton

Huber Heights Hot Tub Bungalo

FamilyValueGetting around

4.92 out of 5 average rating, 401 reviews

A spacious rooftop patio is furnished with a comfortable seating arrangement, featuring outdoor sofas with red accent pillows and a coffee table. A grill is positioned nearby, and a large blue umbrella provides shade, enhancing the area for relaxation and gatherings.

Home in Over-The Rhine

Rooftop Patio | Walkable 2BR Downtown Retreat

FamilyValueGetting around

4.82 out of 5 average rating, 183 reviews

Home in Lawrenceburg

Downtown Walnut Street Lawrenceburg - Heartbeat

ValueLocationLaundry

5.0 out of 5 average rating, 25 reviews

Home in Mason

3 bedroom Oasis-Deerfield Shops/Restaurants!

FamilyLocationCleanliness

5.0 out of 5 average rating, 14 reviews

Home in Miamisburg

Acre & Aqua 4bd home w/swim spa & private acre

FamilyLocationHot tub

Weekly house rentals

A spacious living area is characterized by soft blue walls and ample natural light from large windows. A light-colored sofa with decorative pillows faces a central coffee table, while a fireplace is framed by built-in shelves displaying books and decor.

4.96 out of 5 average rating, 173 reviews

Hamilton Home Away From Home!

ValueFamilyView

4.99 out of 5 average rating, 162 reviews

A cozy bedroom is featured, showcasing a spacious wooden bed adorned with a light-colored quilt and multiple pillows. A small chair and bedside lamp are present, along with a minimalistic wall decoration. Soft lighting from the overhead fixture creates a warm ambiance.

Home in South Lebanon

Stay and Play / Close to Kings Island and GWL

FamilyLocationCheckout

The exterior of a modern two-story home is presented, featuring a combination of white and dark blue siding. A prominent gabled roof and wooden accents frame the front door. A driveway leads to a two-car garage, and landscaping includes low bushes and a lawn.

4.96 out of 5 average rating, 49 reviews

NEWLY built sanctuary. Come make yourself at home!

FamilyLocationNearby

A simple, autumn red cottage is framed by a well-maintained yard, featuring a white picket fence. A welcoming front porch with steps invites entry. Mature trees are visible in the background, and a long driveway extends beside the house.

4.86 out of 5 average rating, 22 reviews

Home w/ King Bed & Fire pit centrally located

LocationFamilyAir conditioning

4.97 out of 5 average rating, 31 reviews

Home in Franklin

Franklin 4BR Retreat, Fenced Yard, No Airbnb Fees

FamilyLocationSleep quality

The kitchen features white cabinetry and a black countertop, complemented by a farmhouse sink. A decorative rug lies on the hardwood floor. A doorway leads to a dining area with a long wooden table, visible through the opening.

4.83 out of 5 average rating, 36 reviews

Quiet rustic retreat

ValueFamilyHot tub

4.95 out of 5 average rating, 22 reviews

The exterior of a single-story home is depicted, featuring light grey siding and a two-car garage. A large flowering tree adds a vibrant touch to the front yard, while a circular bed of mulch enhances the landscaping. The driveway is spacious, providing ample parking.

Home in Franklin

Happy Place Haven!

LocationFamilyCheckout

The game lounge features a vibrant yellow wall adorned with geometric patterns. A pool table and air hockey table occupy the space, alongside arcade machines and a basketball arcade game. The floor is covered with a large area rug, enhancing the fun environment.

4.93 out of 5 average rating, 70 reviews

EggChair~KingsIsland~Firepit~GmeRm~2kings~5bd2.5ba

LocationFamilyCheck-in

Private house rentals

4.98 out of 5 average rating, 45 reviews

Westside Nook-5 Min Walk2Spooky

FamilyValueCheck-in

The exterior of a charming red house features white shutters and a decorative front porch with a swing. A wrought iron fence surrounds the front yard, which is adorned with bushes and colorful flowers. A concrete pathway leads to the entrance.

4.94 out of 5 average rating, 62 reviews

Heritage House at Campbell Park

LocationFamilyAccess

4.92 out of 5 average rating, 36 reviews

1895 meets 2025 Townhouse

LocationFamilyBackyard

Superhost

A comfortable living area is furnished with two brown sofas and a matching armchair arranged around a light coffee table. A flat-screen TV is positioned on a dark stand, while natural light enters through windows, illuminating the wood-like flooring.

4.83 out of 5 average rating, 60 reviews

Water Street Home!

LocationValueNearby

4.88 out of 5 average rating, 32 reviews

An aerial view captures a serene, private pond surrounded by lush greenery. The water reflects the surrounding trees and sky, while a modern house sits adjacent to the pond, emphasizing the tranquility of the natural setting.

Home in Morrow

Tranquil Pondside Retreat

LocationFamilyAccess

Home in West Chester Township

The exterior of the house features a well-maintained pathway leading to the entrance. Lush greenery surrounds the property, with potted plants placed near the door. A wreath adorns the front door, and seating is provided beside the entrance.

West Chester Manor

FamilyLocationHospitality

4.97 out of 5 average rating, 74 reviews

4.92 out of 5 average rating, 65 reviews

A serene bedroom is presented, featuring a spacious bed dressed in white linens. Two framed bird prints adorn the gray walls, while a geometric art piece is displayed beside the window. Natural light enters through curtain-draped windows, enhancing the calming ambiance.

Home in West Carrolton

Freshly Remodeled! The Carnation House

FamilyValueBiking