Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

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Guest favourite
Flat in Evanston
4.97 out of 5 average rating, 188 reviews

*Contemporary 1 BR by Xavier & Downtown w/ parking

Enjoy a stylish experience at this centrally-located place. We offer this beautiful 1 bed, 1.5 bath unit in this newly remodeled building. Private parking included on the property. Every amenity you would need for a comfortable, and relaxing stay is in this unit! With close proximity to Xavier University, this could be the perfect place for college visitors. We are not even 10 mins from downtown Cincinnati, and about 20 to CVG airport. Close proximity to all hospitals in the city of Cincinnati

Guest favourite
A macrame hammock is suspended in a well-lit living room adorned with a modern aesthetic. A brown leather couch is present alongside a small white coffee table, while a light-colored rug spans the floor. A round mirror reflects the natural light, and a cozy armchair is positioned nearby.
Guest house in Loveland
4.97 out of 5 average rating, 616 reviews

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.

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.

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, 182 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

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, 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, 189 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 modern dining area features a round glass table surrounded by four rattan chairs. Soft natural light illuminates the space, highlighting the light wood cabinetry and open kitchen. Decorative elements are arranged tastefully on a nearby shelf, creating a cohesive, inviting environment.
Home in Madisonville
4.95 out of 5 average rating, 148 reviews

Adorable & Chic 2BR/2BA with Coffee Bar

This unique home has a style all its own, with ultra clean lines and a nordic flair. This charming house will delight up to four guests and boasts a fully stocked kitchen and 2 full baths. Everyone will leave feeling special. There are two queen size beds with luxurious finishes. The full coffee bar includes a Keurig, a drip coffee maker, coffee grinder, french press and also pour over equipment. This recent renovation has all new appliances and furniture.

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, 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.
Flat in Cincinnati
4.95 out of 5 average rating, 407 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 serene outdoor space features a swimming pool surrounded by lush greenery and a neat stone patio. Lounge chairs are positioned nearby for relaxation, while a fire pit sits elegantly within a decorative brick circle. Flowers enhance the landscape in front of the pool.
Guest house in Cincinnati
5 out of 5 average rating, 238 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.

Top guest favourite
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

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