Pet-friendly holiday rentals in Middletown

Steps to campus! Sleeps 8. Pet friendly. 5 STARS!

Welcome to The Coaches Cradle! Book your stay now in this updated & modern 4BR/2BA home located blocks from Uptown Oxford and adjacent to Miami U’s campus. Walk to Goggin Arena or the Rec Center in under 5 minutes or Uptown Oxford in less than 10. The layout is perfect for families to share! On the first floor you’ll find the living/dining/kitchen areas, plus 2 bedrooms and a full bathroom. Upstairs you’ll find another cozy living space & workspace plus 2 more bedrooms and a full bathroom.

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!

Private carriage house on 3 acres!

New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly. Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED Pets allowed with $50/pet fee charge

Open Kitchen, Private Deck, Quiet Street

Berwyn Place #1 is a newly renovated, first floor, one bedroom apartment in a two unit home, located in Cincinnati's hip neighborhood of Oakley. Enjoy your own private, walk-out deck, and the property is at the end of a cul-de-sac/no-outlet street. Walkable to restaurants, bars, grocery stores, coffee shops, boutique shops and more. Off street parking in driveway for one vehicle. This is the downstairs unit of a two unit property and you may hear noise from the upstairs unit.

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

Creek Cottage

Keep it simple at this peaceful and centrally-located place. Just minutes from the Nutter Center, WSU, Wright-Patterson AFB, USAF Museum, and I-675 to I-70 & I-75. Beavercreek has great people & dog parks, small businesses (including a fabulous paper crafting store & bakery that addresses dietary restrictions...and it's delish!), and bike/walking paths. Downtown Dayton and UD are ~15 minutes away. Come relax and recharge for your next adventure!

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.

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!

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.

Charming Pet Friendly Farmhouse

Welcome to our charming 3-bedroom, 1-bathroom farmhouse, nestled in the fields just outside of Blanchester, Ohio. This entire house is a cozy retreat, perfect for a relaxing getaway with family or friends. With a picturesque setting, a fenced yard for your beloved pets, and stunning views of 25 acres of lush farmland, you'll experience the tranquility of rural living while still being conveniently close to nearby cities.

“The Speakeasy”-FREE parking, pets welcome!

Welcome to “The Speakeasy”! We hope you enjoy our prohibition-themed, private 1 bedroom/1 bathroom house. Enjoy a cup of coffee at our bourbon barrel table, grill out on the back patio, or walk to many of Newport’s local bars and attractions. Book a Gangster Tour and learn more about Newport’s role during the prohibition era. **We are not currently accepting guests without reviews. We apologize for the inconvenience**