
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.

Quaint Stream Side Cottage 15m Oxford&Hamilton Oh
Charming and quaint 800sqft cottage on a beautiful farm in the hills! Come relax in a corner of nature just 15min East of Oxford, Ohio. Wake up to a small stream, and the distant gentle sound of nature and farm animals awakening. Plus amazing views on the horizon. Soak up the enjoyment of natures small little expressions. This cottage accommodates 1-5 guests with one queen bed, a full size sleeper sofa and a very comfy twin mattress. Comes with an equipped kitchen and high speed internet.

Hanover Gardens
15 minutes or less from Miami University, Spooky Nook, Hanover Winery, Hanover Reserve, Lake Lyndsay, and Hueston Woods. Welcome to your inviting retreat nestled between the vibrant towns of Oxford and Hamilton, Ohio! Our delightful home features 4 comfortable bedrooms, 2 full bathrooms, 2 half bathrooms, and an arcade room. . Whether you're here to relax, explore, or enjoy local events and attractions, we're excited to welcome you and ensure that your visit fulfills all your expectations.

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

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 - 2nd Floor Upper Level
Kick back and relax in this calm, stylish space. 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.

1st Floor Completely Remodeled with King & Queen
First Floor Completely Remodeled 2 Bed 1Bath in a quiet 4 unit building. King & Queen Beds, Pet Welcomed! Washer & Dryer. Everything is brand new, including all new appliances. Reserved Parking, Cozy and comfortable and well stocked. Centrally located between Cincinnati & Dayton, 2 miles from I-75. Close to Kings Island, Casinos, Lebanon Sports Complex, Outlet Malls, Flea Markets, great for Cincinnati & Dayton events.

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.

Home in Xenia
Welcome to the Heart of Xenia - entire home in a Xenia neighborhood. Located in the "heart of Xenia" with an intentional focus on all things Xenia. We want you to truly experience our City during your stay! Minimally, but tastefully decorated to create a calm, welcoming atmosphere and make you feel right at home. Located near downtown, bike trails, 4 Paws for Ability, and more.

The Swing House
This was the first completed house of three in the ‘Triptych of Time’ artwork by Mark de Jong. The second, the Stair House, also on Airbnb, is next door. The last, the Smoke House, is currently being worked on and also on the street. Experience living in an art work.

Charming Cottage/ Pet Friendly Close to Miami U.
Charming cottage with view of woods and waterfall in the spring/fall. It is less than four miles to Miami University Campus. Perfect choice for Miami parents as well as others who are traveling. Close to shopping and several restaurants. We are also pet friendly.
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

* Cozy 2 bedroom home with 2 TV’s *

Sunshine Palace

Entire Home close to uptown Oxford and Miami U

The Sleepy Tiki - game room, tiki lounge, firepit

Mid-century retreat near Miami U

Charming Loveland Home

Sleeps 6 [Bright & Clean] Free Parking/SpookyNook

Centerville Mountain House
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

Kingston Cottage Retreat

New Inground Pool! Pet Friendly with fenced yard.

Spacious Suite, Comfy King bed

Pool-Hot Tub-Fenced Yard-Pool Table-Sleeps 10
Private, pet-friendly home rentals

Cozy Camper Getaway 4 minutes to WEC!

Cozy Comfort 24

Cozy Stay in Beavercreek Ohio close to The Greene

Banks of Aurora

The Birdhouse

The Guest House at Fly-Inn Farm

The Little House in the Woods

Awesome Downtown Dayton Townhome w/ private garage
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $143 CAD | $133 CAD | $158 CAD | $216 CAD | $257 CAD | $221 CAD | $262 CAD | $262 CAD | $218 CAD | $212 CAD | $172 CAD | $147 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 $55 CAD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly vacation rentals
10 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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- Great American Ball Park
- Kings Island
- Creation Museum
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- Perfect North Slopes
- Cincinnati Music Hall
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- East Fork State Park
- University of Cincinnati
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- Duke Energy Convention Center
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- TQL Stadium
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