Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Top guest favorite
A multi-story iconic Swiss Chalet is presented, featuring ornate architectural details and vibrant colors. The building's facade includes decorative trim, large windows, and a welcoming front staircase lined with greenery. The sky above is clear, adding to the charm of the historic structure.
Apartment in North Avondale
4.94 out of 5 average rating, 119 reviews

🏆Tiny Home Living in a Swiss Chalet Carriage House

A fun, funky, tiny-home experience in a detached suite of a 1902 iconic Swiss Chalet in historic North Avondale. Walking distance to Xavier, close to UC, Downtown, & interstates, this converted carriage-house-turned-car-wash-turned-garage-turned-tiny-home apartment is as charming & unique as it gets! If tiny-home living (& staying in a converted carriage wash) excites you, this is the place. You can even still see where the car wash water tank & pipes came through the beams. History galore!🚂

Guest favorite
Condo in Oakley
4.94 out of 5 average rating, 149 reviews

Walk to Oakley Square-King Bed-Offstreet Parking

You’ll be charmed by this updated 2BR/2 Full Bath (sleeps 5) modern and centrally located condo on a quaint street off of Oakley Square. A comfortable and stylish living space to work, play, visit with family & friends and explore Cincinnati, Ohio. The condo is walkable to many bars, restaurants & shopping ✔ Fully Equipped Kitchen ✔ Comfortable bedrooms w/ King Bed ✔ Open Concept Living Area ✔ Walkable To Restaurants and Bars ✔ High-Speed Wi-Fi ✔ Free Parking In Private Lot Learn more below!

Top guest favorite
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, 528 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 favorite
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, 187 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!

Guest favorite
The climbing gym features a wooden structure with high ceilings and sloped roofs. Colorful holds are mounted on the walls, complemented by various climbing accessories like mats and silks hanging from the beams. An inviting atmosphere promotes active engagement and community interaction.
Guest suite in Cincinnati
4.97 out of 5 average rating, 149 reviews

The CRUX Climbing Getaway

Welcome to The CRUX Sanctuary Community Climbing Gym! This retro inspired space is a perfect getaway for experienced climbers, small families, or anyone looking for a fun place to stay in Cincinnati. Conveniently located just 5 minutes from downtown Cincinnati, and a short drive from amazing views, diverse restaurants, and local attractions. This remodeled and 100% solar powered church is one of many unique spots in our Price Hill neighborhood. Find us by searching for thecruxsanctuary.

Guest favorite
Apartment in Oakley
4.9 out of 5 average rating, 181 reviews

Apt 2 Cozy Classic Oakley Hyde Park Markbrt

800 sqft apartment on 2nd floor of duplex in the Heart of Oakley! Includes kitchen/pantry, Keurig bar, dining & living rooms, two 50” HD TVs, WiFi, bedroom, bathroom and shared laundry in basement. Walking distance to Deeper Roots Coffee, Sleepy Bee Cafe, Dewey’s Pizza, Oak Tavern, Oakley Pub & Grill, Baba Indian, MadTree Brewing & Animations Pub. 8 mins to Xavier Uni, 12 mins to UC, 12 mins to OTR, 13 mins to The Great American Ball Park/Banks, 17 mins to Riverbend Music Center.

Top guest favorite
A charming exterior of a two-story guest suite is presented, featuring a light yellow facade with white trim. Two garage doors are visibly centered at the front, flanked by tall windows. Neatly maintained landscaping adds a touch of greenery to the entryway.
Guesthouse in Mount Adams
4.97 out of 5 average rating, 137 reviews

Bright & Cozy 1BR in Charming Mt Adams + Parking

Spacious 1 bedroom guest suite in the heart of Mt. Adams. Steps away from Holy Cross Monastery. Walk to plenty of restaurants, parks, nightlife and entertainment. Mt. Adams is surrounded by one of Cincinnati's finest parks- Eden Park, and includes landmarks such as Cincinnati Art Museum, Playhouse in the Park, and Krohn Conservatory. 10 minute walk to casino 15 minute walk to stadiums 20 minute walk to OTR 10 minute drive to hospitals Perfect for extended stay, or a weekend visit

Guest favorite
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, 126 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 favorite
Apartment in Pleasant Ridge
4.93 out of 5 average rating, 146 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 favorite
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, 125 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.

Guest favorite
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, 397 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 favorite
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, 235 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.

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