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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.

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Top Guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows. Two armchairs offer additional seating, while a round wooden coffee table sits atop a patterned area rug. A vibrant plant adds a touch of greenery, and natural light filters in through a window.
Apartment in Milford
4.94 out of 5 average rating, 532 reviews

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.

Top Guest favourite
The kitchen features modern stainless steel appliances, cabinetry in soft gray, and a large island with green bar stools. Natural light fills the space through multiple windows, highlighting the warm hardwood floors and creating a welcoming atmosphere.
Loft in Madisonville
4.96 out of 5 average rating, 194 reviews

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!

Top Guest favourite
A spacious living room features a large sectional couch adorned with decorative pillows. A wall-mounted television displays a serene nature scene. Natural light is complemented by subtle green ambient lighting, and a decorative shelf adds a touch of style to the neutral-toned walls.
Guest suite in Loveland
4.94 out of 5 average rating, 181 reviews

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

Guest favourite
A cozy sitting area features a modern black fireplace adorned with decorative candles. Two brown leather chairs are positioned beside a wooden side table, with a small potted plant nearby. Natural light streams in through the windows, illuminating the elegant rug and neutral wall tones.
Home in Madisonville
4.94 out of 5 average rating, 133 reviews

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

Top Guest favourite
Apartment in Pleasant Ridge
4.93 out of 5 average rating, 147 reviews

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.

Top Guest favourite
A recently renovated home features a striking orange front door. The two-story blue exterior is complemented by a welcoming porch with white railings. Surrounding greenery includes vibrant bushes and mature trees, while a well-maintained lawn offers a peaceful setting.
Home in Madisonville
4.9 out of 5 average rating, 187 reviews

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.)

Top Guest favourite
A compact kitchenette is visible, featuring a sink, a microwave, and a refrigerator. Shelves hold dishes and glassware. A cozy sleeping area is located in the background, with a spacious bed framed by blue accents and surrounded by soft, neutral tones. Natural light is present.
Guest suite in Cincinnati
5 out of 5 average rating, 127 reviews

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.

Top Guest favourite
A spacious living area is presented with hardwood flooring and bright walls. Comfortable seating is arranged around a dark coffee table, with a large, wall-mounted TV visible. A dining area with a table and chairs is located in the background, with an inviting artwork displayed on the wall.
Home in Cincinnati
4.98 out of 5 average rating, 102 reviews

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.

Guest favourite
A spacious studio is highlighted by exposed brick walls and original wood flooring. A large, white bed features decorative pillows, while a cozy seating area includes a gray sofa. Light enters through large windows, illuminating a small kitchenette and a dedicated work area.
Apartment in Cincinnati
4.95 out of 5 average rating, 406 reviews

Northside Hideaway

The 'Northside Hideaway' is a cozy, quiet studio connected to my newly renovated home nestled in the hills of Mt. Airy Forest in Northside. Just minutes from Clifton, Over The Rhine, and Downtown Cincinnati, It provides the perfect amount of urban serenity. PLEASE NOTE: There is a STRICT TWO GUEST MAXIMUM for all reservations. No exceptions. *Also, there is a 24 HOUR SECURITY camera on the front porch for guests & the space alike.*

Top Guest favourite
A lush green pasture bordered by a wooden fence is occupied by a mix of animals, including alpacas and sheep. Diverse shades of greenery from surrounding trees create a natural backdrop, with sunlight filtering through the leaves, highlighting the tranquil environment of the farm.
Guesthouse in Cincinnati
5 out of 5 average rating, 237 reviews

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.

Guest favourite
The spacious living area includes a bed in the background and a cozy sitting area with a couch. A kitchenette with a microwave, mini fridge, and coffee maker is visible, accompanied by a wooden shelf displaying various items. Bright walls and soft lighting enhance the inviting atmosphere.
Guest suite in Cincinnati
4.86 out of 5 average rating, 358 reviews

▪︎Private▪ ︎Spacious▪ ︎Basement suite▪ ︎Greenhills OH

Apartment like living. very spacious with lots of amenities. private entrance. private bathroom. Self check in enabled. Central air, smart TV, microwave, mini fridge and a more included with your stay. **1st floor is a separate Airbnb.** Pets allowed when booking the entire property See listing for the entire property for availability airbnb.com/h/greenhills-casa

Top Guest favourite
The living area showcases a warm color palette with a cozy sofa and decorative throw blanket. A sleek coffee table is positioned in front of the seating, while greenery and artwork add to the inviting ambiance. A ladder leads to the loft above, and a modern chandelier provides soft lighting.
Bungalow in Loveland
4.99 out of 5 average rating, 254 reviews

Branch Hill Bungalow (Near the Bike Trail)

Nestled between the Little Miami River and the Little Miami Scenic Bike Trail, this charming, airy cottage feels like a private, peaceful retreat. Conveniently located minutes away from historic downtown Loveland, Branch Hill Bungalow is the perfect place to relax, recharge, recreate, and make some lasting memories.

Popular amenities for Montgomery holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Hamilton County
  5. Montgomery