
Holiday rentals in Montgomery
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Top-rated holiday rentals in Montgomery
Guests agree: these stays are highly rated for location, cleanliness and more.

The Barn at Serenity Acre
Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

One Bedroom Apt in Historic, Downtown Milford
Clean, comfortable, boutique-hotel feel. Newly updated, one-bedroom apartment on Main Street in historic Milford. 30 min drive to downtown Cincinnati. Apartment sits directly above Harvest Market, a specialty market with coffee bar, smoothie bar, prepared foods, snacks, craft beer, wine and more. Enjoy free coffee or espresso drinks during your stay. Walk to restaurants, brewery, shops, parks, the Little Miami River, or bike on the Little Miami Scenic Trail. Bike rentals across the street.

Cafe Loft - Apartment above the Cutest Coffee Shop
The Cafe Loft is located above The Madison Place Coffee Shop found on the main thoroughfare of Madison Place. Fully renovated, this comfortable one bedroom apartment will be your home away from home. With hardwood floors, stainless steel appliances, this stylish living space will be perfect for your weekend getaway or week of Cincinnati adventures! It's within walking distance of many restaurants, a movie theater and parks, and within 30 minutes of many museums, local amusements, and more!

The Hummingbird Hideaway | with hillside view
When you arrive, take some time to relax in the hammock chairs while you unwind as you look over the woods below. Since we are 8min away from i71, and 5min from the 275 loop, all of Cincinnati is within close reach! (Kings Island= 15min, Downtown Cincinnati= 26min) *You WILL hear life happening from above on the upper level (*our two-year-old typically wakes up around 7am*) since this unit is attached to our home *You must walk down a stone step path in order to access your unit

Tranquil Oasis 2BR/2BA with King Bed & Coffee Bar
Escape to our charming 2-bedroom, 2-bathroom Airbnb located in the serene suburbs of Cincinnati! Our home offers comfortable beds, a pillow bar to choose from, two clean full bathrooms, and a fully stocked kitchen. Unwind in the cozy living space or sip your morning coffee from our fully stocked coffee bar. Just a short drive from downtown Cincinnati, our Airbnb provides easy access to local shops, restaurants, and attractions while offering a quiet respite from the city bustle

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.

Private Dog-Friendly Home w/ Fenced Yard & Parking
Private, renovated home with fenced yard — perfect for relaxing stays Enjoy a comfortable, recently renovated space with a fully fenced yard, private keyless entry, and off-street parking. This dog-friendly home sits on a rare double city lot, offering peace, privacy, and room to unwind. Conveniently located just minutes from downtown Cincinnati with easy highway access, the home is close to great restaurants, breweries, shopping, and parks. (Dogs only; no cats.)

Eudora-Private apartment on secluded wooded lot
Fully Private Studio basement apartment. Private entrance. Beautiful 1 acre yard with lots of trees, and a small creek. Wonderful place for birdwatching! The apartment is fully private, with a separate entrance but is attached to my personal residence. *The floor mattress is only appropriate for 5'2" and below. *The stairs to access the apartment are steep and may present problems for those with mobility issues. Long term stays on a case by case basis.

Hummingbird House
Claim the entire main level of this centrally located home. Whether you are popping downtown to catch a game and enjoy the nightlife with friends, or taking the kids to King's Island for roller coasters and adventure, this house is only a short drive away from tons of fun. If you're in the mood to visit one of the city's premier malls and entertainment areas, simply follow the sidewalk across from the house and enjoy a walk to great restaurants and shopping.

Modern Riverfront Getaway on Little Miami River
Modern and serene getaway on the Little Miami River! Enjoy peaceful river views from the main floor, or unwind on the expansive deck surrounded by nature. Inside, you'll find stylish, comfortable furnishings to help you relax. Just 10 mins to Montgomery, Loveland, Indian Hill, and Madeira, and only 4 mins to I-275—giving you quick access to everything in greater Cincinnati. A perfect blend of comfort, convenience, and natural beauty.

Open Bright Kitchen, Walkable Oakley, Cul-de-sac
Oakley is a hip, walkable, Cincinnati community of Oakley. Completely renovated, charming architecture and modern updates. Property features cathedral ceiling, exposed beams and high-end appliances. walk-in shower, bath with marble floor. Located at end of cul-de sac, the patio is a great way to start & end your day. This is the upstairs unit of a two unit apartment, you may hear noise transfer from the downstairs unit.

Perch Farm's Guesthouse with Incredible View
Enjoy a farm experience 20 minutes from all Cincinnati’s attractions in our newly renovated carriage-house located in the suburb of Indian Hill. Easy keypad entry to a cozy one bedroom apartment on the second floor. The 30 acre property is home to alpacas, sheep, goats, and chickens. If interested, ask the host for a farm tour where you can interact with the animals or take a hike around the property.
Popular amenities for Montgomery holiday rentals
Other great holiday rentals in Montgomery

Boho Hideaway - room for women

Somewhere Over the Rainbow

Bike Trail Oasis • Peaceful 1BR - Walk to Downtown

Cheerful 3 bedroom house with enclosed patio room

TWIN BRm - w/TV, desk + washer/dryer

Stylish Loveland Retreat • Walk Downtown

Wooded Secluded Hideout

Cozy Trailside Cottage
Destinations to explore
- Western North Carolina Holiday rentals
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- Northeast Ohio Holiday rentals
- Pigeon Forge Holiday rentals
- Pittsburgh Holiday rentals
- Downtown Chicago Holiday rentals
- Asheville Holiday rentals
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- Detroit Holiday rentals
- Ark Encounter
- 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




