Apartment holiday rentals in Middletown

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Top-rated apartment rentals in Middletown

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Top guest favourite
A light-colored couch is centered in the living area, complemented by a striped blue cushion. A glass coffee table rests on a patterned rug. A floor lamp and a side table fill the space, while a landscape painting adorns the wall, adding a touch of nature.
Flat in Centerville
4.9 out of 5 average rating, 335 reviews

Apt 1: Octopus Garden in Uptown Centerville

This apartment is a twin to our 'Pilot Lounge' airbnb located across the hall. Two adults can sleep in a dedicated bedroom on a queen bed while your third guest sleeps on a twin roll-away bed. The kitchen is equipped for basic cooking with a fridge, Keurig, oven, microwave and toaster plus tableware. There's a 42" TV paired with an apple TV loaded with multiple apps. Alexa provides info and light control. Two window a/c keep the place cool. Free parking is available in the adjacent public lot.

Top guest favourite
The loft features exposed red brick walls and a raftered ceiling, creating a historic character. A spacious bed with a white coverlet is positioned beside two large windows with light curtains. A wooden table and chairs are situated in a cozy corner, complemented by decorative lighting.
Flat in Lewisburg
4.96 out of 5 average rating, 189 reviews

Leader Loft

Conveniently located less than a mile from I-70 exit 14, on State Highway 503. This loft is perfect for any stay length for every occasion, and with the electronic door lock system it is perfect for a last minute stop as you’re traveling down the interstate. The Loft shares our building with Flour Bakery, coffee and gift shop, and is a minute's walk from a delicious bistro, antique shops, other gift shops, the library and hardware store. Come explore all that our quaint village has to offer!

Top guest favourite
A cozy bedroom is adorned with bold blue walls and rich red curtains. A spacious bed is topped with a patterned comforter, while a nightstand and lamp provide soft lighting. Bookshelves filled with books enhance the room’s charm, complemented by a decorative area rug.
Flat in Yellow Springs
4.98 out of 5 average rating, 451 reviews

Retreat, one block from downtown

Spacious and beautiful studio apartment, centrally located--1 block from: bike path, Yellow Springs Brewery, Street Fair, skatepark, and downtown. Second floor walk up, with balcony. Off-street parking in 3-car driveway. Private entrance. Queen-size bed, extra thick mattress with pillow top; kitchenette with small fridge, toaster oven, two-burner stovetop, sink; wifi; AC. Oak floors. Retreat for romantics, wellness seekers, outdoor enthusiasts, brew aficionados, artists, business professionals.

Top guest favourite
An ornate Queen Anne Victorian house is showcased, featuring intricate architectural details and vibrant red brick. Decorative lights illuminate the grand front porch and entryway, enhancing the home's inviting presence. Tall windows and a turret add to the character of this historic structure.
Flat in Hamilton
4.96 out of 5 average rating, 215 reviews

Apt C at The Benninghofen House

Welcome to The Benninghofen House, a boutique hotel and venue in the heart of Hamilton, Ohio. A Queen Anne Victorian in the historic Dayton Lane neighborhood, we are near Spooky Nook Sports Champion Mill, Miami University, Pyramid Hill Sculpture Park, The Donut Trail, Lake Lyndsay, The Benison, Jungle Jim's, Kings Island, disc golf, and more! We offer 4 rental apartments. Guests can enjoy our lush backyard and grand front porch. Schedule yoga and massage or a private event during your stay.

Top guest favourite
A comfortable living area features a large window draped with sheer curtains, allowing natural light to fill the space. A television sits on a cabinet, while a cozy seating arrangement includes a patterned chair, a sofa bed, and a round coffee table with decorative items.
Flat in Milford
4.98 out of 5 average rating, 121 reviews

The Estate Loft in Downtown Milford

This is a private, fully equipped, and very comfortable upstairs apartment in the shopping district of Downtown Milford. You'll be walking distance to specialty restaurants and unique shops in an awesome downtown with plenty to do and plenty to see. Compared to a hotel, this is an executive suite at a great price and excellent location. Fast, reliable, private WiFi if you need to bring the office. Every amenity we could think up is provided. Our nearly perfect reviews happen for a reason.

Guest favourite
A cozy living area features a spacious gray sectional sofa and a wooden coffee table. A flat-screen TV is mounted above a white-brick fireplace, which is complemented by rustic brick flooring. Light enters through window treatments, creating a warm and inviting atmosphere.
Flat in Morrow
4.91 out of 5 average rating, 110 reviews

Quiet slice of the country.

Relax with the whole family at this peaceful place to stay. You will have the entire main floor unit to yourself and 1 acre of land for all guests to share. We are 25 mins from Kings Island and Wilmington Ohio. 5 min. from Vally Vinyards. Right in between Dayton and Cincinnati. Mins from canoeing and arts. 20 minutes from Roberts Arena. We will strive to make your trip enjoyable and comfortable! This is a two unit home. There is a downstairs unit as well that is completely separate.

Guest favourite
The living area features a comfortable couch with patterned upholstery and a juxtaposed love seat. A modern coffee table adds functionality, while barstool seating at the kitchen counter enhances social space. Soft lighting from pendant fixtures and natural light through the window contribute to the room's ambiance.
Flat in Hamilton
4.93 out of 5 average rating, 102 reviews

Heart of Hamilton#5-Hamilton, Spooky Nook, Miami U

Newly renovated apartment in downtown Hamilton. This place is located in the heart of hamilton. Enjoy a peaceful stay at our cozy 2 bedroom 2 bath apartment with dedicated work space and FREE parking. 2 miles from Spooky Nook. Easy access to Miami University, Fairfield and Interstae 275 and everything around the loop...Kings Island, Bengals, Reds, Cincinnati Zoo, Creation Museum and more. Your family will be close to everything at this centrally-located place. Has 38 steps to enter unit.

Top guest favourite
A dining area features a wooden table set for four, complete with plates and glassware. Soft lighting is provided by a chandelier above. Dark leather chairs surround the table, and a sign with the word 'blessed' is mounted on the wall, complementing the modern kitchen visible in the background.
Flat in Monroe
4.97 out of 5 average rating, 152 reviews

Newly Remodeled Two Bedroom rental unit

Newly Remodeled, Pet Friendly, King & Queen Beds, Washer&Dryer in unit, Smart TV's in every room, Alexa, Keyless Entry. For children: high chairs, Pack and Play's with thick mattresses, Air Mattress. 2 miles from I-75, Close to Kings Island, Miami Valley Gaming Casino, Flea Markets, Premium Outlet Mall, Centrally located between Dayton and Cincinnati, 30 minutes to Cincinnati Reds, Bengals, Dayton Dragons. Close to Lebanon Sports Complex & Warren County Sports Park

Top guest favourite
A cozy living area features a dark sofa adorned with decorative pillows, complemented by a patterned area rug. Natural light enters through bright windows, illuminating a wooden coffee table and a chair beside a floor lamp. A potted plant adds a touch of greenery.
Flat in Milford
4.96 out of 5 average rating, 339 reviews

Historic, Downtown Milford Private One Bedroom Apt

Clean, comfortable, one-bedroom apartment on Main Street in historic downtown Milford. 30 min drive to downtown Cincinnati. Apartment sits directly above Harvest Market, a specialty market with coffee bar, smoothie bar, prepared foods, snacks, craft beer, wine and more. Enjoy free coffee or espresso drinks during your stay. Walk to restaurants, brewery, shops, parks, the Little Miami River, or bike on the Little Miami Scenic Trail. Bike rentals across the street.

Guest favourite
A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.
Flat in Tipp City
4.87 out of 5 average rating, 254 reviews

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Top guest favourite
The exterior of a charming two-family home is shown, featuring a light-colored facade with dark shutters and a peaked roof. Lush green landscaping includes neatly trimmed evergreen shrubs, complemented by a paved driveway and surrounding trees. A concrete pathway leads to the inviting entrance.
Flat in Oakley
4.97 out of 5 average rating, 190 reviews

Open Bright Kitchen, Walkable Oakley, Cul-de-sac

Oakley is a hip, walkable, Cincinnati community of Oakley. Completely renovated, charming architecture and modern updates. Property features cathedral ceiling, exposed beams and high-end appliances. walk-in shower, bath with marble floor. Located at end of cul-de sac, the patio is a great way to start & end your day. This is the upstairs unit of a two unit apartment, you may hear noise transfer from the downstairs unit.

Guest favourite
A modern kitchen space features a white countertop and sleek stainless appliances. High bar stools line the island, complemented by warm wood flooring. Subtle wall art adds a touch of greenery, while a mirror reflects the room’s inviting ambiance.
Flat in Hamilton
4.93 out of 5 average rating, 137 reviews

[Newly Renovated] 1st floor, 1-Bedroom Apartment w/ Marcum Park View

Enjoy a relaxing stay at this newly renovated 1- bedroom apartment. Centrally located near downtown Hamilton in the historic German Village district. Walk out the front door and easily explore Hamilton's shops, restaurants, nightlife, and outdoor activities on foot. From the private front porch, take in the views of Marcum Park, rated Top 5 great public spaces in 2018 by the American Planning Association.

Popular amenities for Middletown apartment rentals

Quick stats about flat rentals in Middletown

  • Total holiday rentals

    Explore 10 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 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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