
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.

*Contemporary 1 BR by Xavier & Downtown w/ parking
Enjoy a stylish experience at this centrally-located place. We offer this beautiful 1 bed, 1.5 bath unit in this newly remodeled building. Private parking included on the property. Every amenity you would need for a comfortable, and relaxing stay is in this unit! With close proximity to Xavier University, this could be the perfect place for college visitors. We are not even 10 mins from downtown Cincinnati, and about 20 to CVG airport. Close proximity to all hospitals in the city of Cincinnati

Private charming home w Fenced yard and fire pit
Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

Cozy Hot Tub Escape, Walkable to Bars/Restaurants
A romantic getaway with vintage soul — complete with an exclusive, semi-private hot tub under the stars. This beautifully restored pre-1860 home pairs bold design and cozy comfort for the perfect couple’s escape. Sink into the plush king bed for a peaceful night’s sleep. The unique bathroom — with its luxurious finishes and historic charm — is a guest favorite. The shops, restaurants & bars of MainStrasse or Madison Ave are just a 10 min walk. Downtown Cincinnati is only a few mintues by car!

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

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!

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!

Petite Paradise: Tiny Home Vibes! Great Location!
Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

GORILLA HOUSE DAYTON

Home in Xenia

Cozy Cottage on bike /walk trails & kayaking

Lively 2 BR by The Greene/Hospitals/Fraze Pavilion

Walkable on E. Warren St.

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

Charming Carriage House

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

King Bed Suite • Free Parking • Gym

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

Spacious Apt in OTR 1 BR Oasis w/ Parking|Gym|Pool

Kingston Cottage Retreat

Quiet, Comfortable and Clean Guest House

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

Cozy apartment #1

Cozy Comfort 24

Spacious Studio cottage near downtown Loveland

Charming 3 Bedroom Home : Near WSU/UD/WPAFB

Freshly Remodeled! The Carnation House

Cozy Cottage with Gazebo & Fire Table-Just off I71

Heart of Hamilton #6- Spooky Nook, Miami U

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 | $129 CAD | $150 CAD | $215 CAD | $256 CAD | $220 CAD | $261 CAD | $261 CAD | $217 CAD | $211 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
- Perfect North Slopes
- Creation Museum
- 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
- Contemporary Arts Center
- Krohn Conservatory
- University of Dayton
- Xavier University
- University of Cincinnati
- Big Bone Lick State Historic Site
- Hard Rock Casino Cincinnati
- TQL Stadium
- Jungle Jim's International Market




