
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.

Historical late 1800s Schoolhouse/Community Church
Explore Cowan Lake WEC and Amish stores and bakeries all within minutes from this historic Schoolhouse and picturesque setting. This 1882 Rural Schoolhouse is sitting on an acre of the original land. It includes a newly built 29 x 24 Hemlock sided closed pavilion with outside entities. Includes a park like charcoal grill, a gas grill , horseshoes court and corn hole boards. Great for outside gatherings and animal friendly inside and outside, including horse trailer parking and moving vans .

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.

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

Chicken Coop Extraordinaire
Come roost in our chicken coop! DIRECT ACCESS TO OUR NATION'S LARGEST NETWORK OF PAVED TRAILS! Bike available to borrow. Boat available for a moonlit cruise. Our 1800's homestead was a stop on the Underground Railroad & a land grant to a Revolutionary War Veteran. Modern amenities with 1 bedroom & roll away bed for an additional guest. Complete kitchen with milk, juice, oatmeal & farm fresh eggs! Campfire & gas grill available. Trailer parking. Shuttle to nearby restaurants for cyclists.

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!!

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

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!

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.

Four Mile Creek Cottage - Countryside Getaway
Relax and unwind with the whole family at this peaceful countryside getaway. Situated on 4 acres of woodlands greenery, directly overlooking Four Mile Creek, the cottage is tucked away from city noise yet super accessible: 5-minute drive to Spooky Nook Champion Mill and Downtown Hamilton, 15-minute drive to Miami University and Uptown Oxford, 50-minute drive to Cincinnati, 1-hour drive to Dayton, Ohio.

The Cozy Corinth
Welcome to The Cozy Corinth! A peaceful escape from the hustle and bustle of everyday life. Conveniently located just a short drive from downtown Dayton. Note: Please, no parties or events! We are located in a small, quiet neighborhood and cannot accommodate parties or events. Thanks for your understanding.
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

Home in Xenia

Petite Paradise: Tiny Home Vibes! Great Location!

Sunset Cottage Bike/Walk trail /parks

The Heart of Kettering

Charming 3 Bedroom Home : Near WSU/UD/WPAFB

Freshly Remodeled! The Carnation House

Heritage House at Campbell Park

Spacious Home, Quiet, near Airport
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

Unique Luxury Family Retreat

Apartment W/Pool+Gym + Free Onsite Parking

Kingston Cottage Retreat

Quiet, Comfortable and Clean Guest House

New Inground Pool! Pet Friendly with fenced yard.
Private, pet-friendly home rentals

Cozy Camper Getaway 4 minutes to WEC!

3BDR Xenia Home-Extra Parking-Quiet-FirePit-Grill

Cozy Comfort 24

Spacious Studio cottage near downtown Loveland

The Cedar Door Place

Cowan Lake Retreat

Heart of Hamilton #6- Spooky Nook, Miami U

Traveler Favorite | Mins to UD & WPAFB
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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