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.

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Top guest favourite
Flat 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.

Guest favourite
Home in Cincinnati
4.9 out of 5 average rating, 231 reviews

Serene Stay in Central Cincinnati

Centrally located, minutes from major highways—about 20 mins to Kings Island or downtown Cincinnati, and 15 mins to the Zoo or University of Cincinnati. Stay in this adorable cape cod with spacious floor plan, hardwood floors throughout, and renovated spa-like bathroom. Large, wooded backyard with fire pit is great for relaxing. Off-street and street parking is available. Quiet neighborhood, family friendly (within walking distance to a playground), and a perfect home away from home.

Top guest favourite
A winding stone path leads through a lush green yard, bordered by trees. To the right, a wooden deck overlooks the woods, while a pair of hammock chairs are visible nearby. A circular fire pit sits on the ground, surrounded by dark gravel.
Guest suite in Loveland
4.94 out of 5 average rating, 183 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
The exterior of a single-story home is displayed, showcasing a combination of yellow and brown siding. A welcoming porch features steps leading to the front door, while a well-maintained garden area is visible in the foreground. Nearby homes are subtly visible, adding to the neighborhood’s character.
Home in Madisonville
4.94 out of 5 average rating, 135 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
A cozy sleeping area features a queen bed dressed in soft neutral linens, positioned in front of a charming stone fireplace. A wooden bench complements the space, while decorative curtains frame the window, and soft glow from candles adds warmth.
Flat in Pleasant Ridge
4.93 out of 5 average rating, 148 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 spacious outdoor area features a fire pit surrounded by comfortable seating. String lights hang overhead, creating a warm ambiance. A screened porch connected to the main building provides additional seating options, while a grill is situated nearby, ready for use.
Home in Loveland
4.98 out of 5 average rating, 195 reviews

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.

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
4.91 out of 5 average rating, 190 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, 128 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
Home in Cincinnati
4.98 out of 5 average rating, 103 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 house is positioned at the end of a cul-de-sac, surrounded by mature trees and a manicured lawn. The brick exterior highlights the architecture, with a welcoming front porch featuring steps leading to the entrance. A peaceful neighborhood setting is evident, promoting a quiet atmosphere.
Home in Cincinnati
4.9 out of 5 average rating, 183 reviews

The Che're

Relax with the whole family at this peaceful place to stay. it's at the end of the cul-de-sac no traffic noises. This home is spacious 2 large bedrooms fully equipped kitchen, living room and dining room. three large televisions all streaming. ***** NO PARTIES ***** through front door and back door cameras if there are any party materials or articles being brung into the house you will be asked to leave, and you will lose all monies

Superhost
Cottage in Loveland
4.73 out of 5 average rating, 254 reviews

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.

Top guest favourite
A charming cottage-style entrance is featured, showcasing a set of steps leading up to a welcoming front porch. Potted plants line the pathway, while a vibrant orange door stands out against the neutral exterior. Lush green grass and trees are visible in the surroundings.
Home in Cincinnati
4.97 out of 5 average rating, 271 reviews

Cozy Cottage on bike /walk trails & kayaking

Perfect for Business and Pleasure this home is a perfect location-to so many areas of the city depending where you want to go. Walking the park trails or biking it. Kayaking / golf 9 or the driving range 2 min walk. Ham. Co bike trail will take you as far as you can pedal and great places to stop along the way (3 breweries) yet only 15 Minutes from the City a perfect green space to stay and get anywhere you need to go.

Popular amenities for Montgomery holiday rentals

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