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

Entire House Private Retreat on Little Miami River
Enjoy our newly remodeled beautifully furnished home right on the national scenic Little Miami River only quarter mile from the Loveland Bike Trail. Amazing views with access to canoeing, kayaking and biking. Sit on the deck and enjoy the privacy of the front yard. Huge comfortable family room. Fully stocked kitchen. Situated between Loveland, Milford, and Montgomery. 3 mile bike ride to Milford, 6 to Loveland, to enjoy local entertainment areas. 1.7 miles to I-275, 12 to Kings island
Retreat to a Boho Chic Guesthouse in a Leafy Family Suburb
Get comfy swaying in the macrame hammock in a living room with a Moroccan vibe. Make breakfast in the bright kitchen and snuggle up on a cozy banquette. This guest house shares a driveway with our home, but it is completely detached and private. The bedroom sleeps two on a queen mattress, and we provide a queen sized inflatable mattress that fits easily in the living room. The property has a stocked kitchen, a washer and dryer, a lovely new bathroom, a two-car garage, and loads of aesthetic.

The Cafe Studio- Retreat above Local Coffee Shop
The Cafe Studio is located above The Madison Place Coffee Shop found on the main thoroughfare of Madison Place. Fully renovated, this comfortable studio apartment will be your home away from home. With hardwood floors, stainless steel appliances, this open-concept 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!

Waterfront Cabin | Peaceful Pondside Escape
Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

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

Historic, Downtown Milford Private One Bedroom Apt
Clean, comfortable, one-bedroom apartment on Main Street in historic downtown 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.

Walk to Downtown Loveland, Porch, Fire Pit, Coffee
DISCOUNT for multiple nights (not including Airbnb's service fee) & $0 Cleaning fee Includes: - coffee bar - smart TV, board games - screened porch - free private parking - patio with lights and fire pit - secured bicycle storage available in garage - corn hole set Walking distance (5 minutes) to revitalized Historic Downtown Loveland and Little Miami Bike Trail. Restaurants, Canoe/Kayak Rental, Park/Playground, Bike Rentals. Close to Kings Island and Tennis Venue.

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.)

StayRidge | Pleasant Ridge - Top Ranked House!
This 2 br, 2 ba home is located in the hip, walkable Pleasant Ridge neighborhood of Cincinnati with tons of restaurants, bars, coffee shops, and other local attractions! The stunning house was professionally decorated and furnished for your comfort. The luxurious master suite, gourmet kitchen, and great deck make this the perfect place for your next getaway! Plus, the open concept 1st floor and finished basement provide ample space for entertaining or relaxing.

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.

All the Comforts of Home
Charming two bedroom apartment on the first floor of a duplex. All the comforts of home. Quiet dead end street with a central location close to all major highways. Easy access to anywhere in Cincinnati. Near the Reading Bridal District and a just short drive to shopping and dining.
Popular amenities for Montgomery holiday rentals
Other great holiday rentals in Montgomery

Cheerful 3 bedroom house with enclosed patio room

Sunlit Open Kitchen • Walkable Oakley Stay

Havenly Cabin in Maineville

Little Miami Riverfront Oasis-Steps to Bike Trail

Modern Milford Getaway-Near Cincinnati •Sleeps 6

Cozy Trailside Cottage

Tranquil Pondside Retreat

Stylish Family Loveland Home | Quiet Yard • Dog OK
Destinations to explore
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- Ark Encounter
- Kings Island
- Great American Ball Park
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Cincinnati Music Hall
- Newport Aquarium
- Paycor Stadium
- University of Cincinnati
- John Bryan State Park
- Duke Energy Convention Center
- University of Dayton
- Cincinnati Art Museum
- Xavier University
- Heritage Bank Center
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- TQL Stadium
- National Underground Railroad Freedom Center
- Jungle Jim's International Market
- Eden Park
- Contemporary Arts Center





