
Pet-friendly vacation rentals in Middletown
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Middletown
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Penthouse Style Condo with City View
* Charge your vehicle at the newly added electric vehicle charger for the use of our guests. * Embrace the customized luxury of this professionally appointed apartment. The residence features a vast open-plan layout main space, an eclectic array of boutique furnishings, room length windows, a cozy fireplace, and expansive vistas. This contemporary condo is located in a beautifully renovated historic building. There is great attention to detail in both the furnishings and the decor. The condo is near everything yet is located in a beautiful park like setting. The floor plan is open and the kitchen is modern - with newer built in stainless appliances and granite counter tops. The 2 full baths are luxurious - utilizing granite tops, ceramic tile and high end fixtures. The kitchen/dining/living areas have beautiful hardwood floors while the 2 bedrooms have wall to wall carpeting. There is a rooftop deck that is wonderful - access is via the elevator to the 5th floor - turn right off the elevator and take the stairs through the first door on the right (one flight). Access to the secured building is by keypad. A well appointed lobby welcomes you where an elevator awaits to take you to your 5th floor condo. I am available anytime from 7:00AM - 10:00PM for anything at all. I am available anytime after those hours above for emergencies. This area of Walnut Hills is adjacent to beautiful Eden Park and offers great proximity to downtown, numerous restaurants, and nightlife. There are also many scenic areas overlooking the Ohio River and downtown Cincinnati. The METRO bus stop is located one block from the condo. The RED BIKE bike renting kiosk is less than a 5 minute walk from the condo. Uber rides are about $3.00 to OTR and about $4.00 to Downtown and the sports stadiums. Please note that there is a binder that we have assembled that we have left on top of the desk in the condo. This binder showcases all of our recommended restaurants and sites - organized by neighborhood. Also - there is easy access to Eden Park if you walk to the public stairway just in front of the Beethoven Condos (the blue historic building on the corner of Sinton and Morris located across the street) There is a "Red Bike" kiosk for affordable bike rentals located at the bottom of the public stairs mentioned above.

South Park Guest House
Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

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

Golfer’s Retreat-Skyline Views-Comfort of Home
Welcome to our stunning home located next to the Beckett Ridge Golf Course! With its unique and versatile floor plan, our property is perfect for both quality time with loved ones and moments of relaxation. After a day of exploring popular attractions such as Top Golf, Ikea, Main Event, the AMC movie theater, and nearby outdoor shopping and dining options, our home offers a serene retreat to unwind and recharge. Book now and experience the best of comfort, convenience, and leisure.

Hagen Homestead, Quiet farmhouse , minutes away.
Quiet country setting, 2 Bedroom, 1 Bath home. Super charming modern farmhouse but still has that " a simpler day and time" feel. From the warm, cozy fireplace for cold nights, to the soft Bamboo sheets and towels for your pleasure. Plush top rated hybrid mattresses. Private fenced in backyard with fire pit, grill and tree swing just waiting to make memories. Feels like you are miles away from everything but you are only 4 miles from Miami University. Miami parents welcome!!

Dani's Darling Den
Enjoy a cozy stay in a mid century boho retreat!. Located in Pleasant Ridge, this is a one bedroom efficiency apartment with a full bathroom (shower, no tub), wet bar, mini fridge, and microwave, toaster/oven/air fryer. One queen bed and an additional guest can sleep on the fold out couch. The space has a private entrance and free parking on a quiet street. Pet friendly and and fenced yard. Three minute walk to the park, 7 minute walk to the local entertainment district.

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

Bungalow in Downtown Lebanon
Welcome to your newly renovated one-bedroom home! This chic retreat features a spacious king bed and a comfy pull-out couch with a mattress topper for extra coziness. The gleaming kitchen boasts brand-new appliances, perfect for culinary adventures. Step outside to your private back patio, complete with a Solo Stove for warm, relaxed evenings. Plus, enjoy the convenience of being within walking distance to the vibrant downtown scene. Your ideal home away from home awaits!

Yellow Bird Cottage; Cozy, Clean, Downtown
Tranquil and exceptionally clean solar powered home on a cul-de-sac in a quaint and safe historic neighborhood near downtown Dayton. It is excellent proximity to many events, bike paths, rivers and highways. Nearest restaurants, coffee, clubs, bars and river are 5-15 min walk. Grandveiw Hospital-.3 mile Dayton Art Institute-.3 mile Victoria Theater and Schuster Center- .7 miles Oregon District-1.2 miles UD-3.3 miles National Museum of the Air Force-13 miles

Peaceful 3BR House Minutes From Downtown Dayton!
Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Epic Coffee. Stop by Trader Joes, Dorothy Lane, or Kroger to get your groceries. Take a walk through one of our spectacular parks nearby or catch a concert at Fraze Pavilion. This house is the perfect home away from home for you and your family to enjoy!

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!
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

NEWLY built sanctuary. Come make yourself at home!

Cozy Cottage on bike /walk trails & kayaking

Lively 2 BR by The Greene/Hospitals/Fraze Pavilion

Dayton Dreamcatcher House

Walkable on E. Warren St.

Charming Carriage House

The Airplane Art House

Heritage House at Campbell Park
Pet-friendly home rentals with a pool

The Paper Plane: Pool|Sauna|Poker Room|Sleeps 8

Hip Eclectic 1 bedroom in OTR w/free parking

Your perfect Love Nest! Romantic and Serene

Apartment W/Pool+Gym + Free Onsite Parking

Kingston Cottage Retreat

Quiet, Comfortable and Clean Guest House

OTR | LUX King Bed | Free Parking | Gym | Lounge

Stylish Flat w/ Parking Walkable
Private, pet-friendly home rentals

Cozy apartment #1

Sunny 2BR Bungalow~Office & Fenced Yard

Spacious Studio cottage near downtown Loveland

Near I75 | Walk to Park, Pickleball & MV Sand

The Cedar Door Place

*Peaceful+Cozy | Natural Light | 2BR OASIS*

The Cincy Nest

This is the Place! Oakley/Hyde P
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $160 CAD | $128 CAD | $150 CAD | $214 CAD | $255 CAD | $220 CAD | $261 CAD | $261 CAD | $217 CAD | $210 CAD | $171 CAD | $146 CAD |
| Avg. temp | -1 °C | 0 °C | 6 °C | 12 °C | 18 °C | 23 °C | 24 °C | 24 °C | 20 °C | 13 °C | 7 °C | 1 °C |
Quick stats about vacation rentals that are pet-friendly in Middletown

Total vacation rentals
Explore 20 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Wifi availability
20 of Middletown vacation 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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- Kings Island
- Great American Ball Park
- Creation Museum
- Perfect North Slopes
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- East Fork State Park
- John Bryan State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- Duke Energy Convention Center
- Heritage Bank Center
- Paycor Stadium
- National Underground Railroad Freedom Center
- Xavier University
- Contemporary Arts Center
- Krohn Conservatory
- University of Dayton
- University of Cincinnati
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- Jungle Jim's International Market
- TQL Stadium




