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
Home in Cincinnati
4.99 out of 5 average rating, 305 reviews

The Jules

Beautiful inside and out, this reimagined single-family house in historic Linwood has a style all its own. Completely renovated from the top down with all the modern amenities of a new home. Lots of custom features, brand new hardwood flooring throughout, Built-in audio, open floor plan and premium mechanics and appliances. Deceivingly spacious. Close proximity to local restaurants and breweries, Hyde Park, Mount Lookout, Ault Park and Lunken Airport. It's also on the Flying Pig Marathon route!

Top Guest favourite
A covered patio features a modern fire table at its center, surrounded by comfortable chairs. Lush greenery fills the background, providing a peaceful setting for relaxation. The patio is spacious and offers an inviting atmosphere for evening gatherings.
Home in Cincinnati
4.99 out of 5 average rating, 195 reviews

Peaceful home w/ secluded patio

Enjoy a peaceful stay in this central Cincinnati home. ✲ 3 Bedroom (see description below) ✲ Close to major highways ✲ Secluded patio w/ fire table ✲ Great Internet (500 Mbps) ✲ Fully equipped kitchen (appliances & quality utensils) ✲ Dining room (seats 8) ✲ Two-car driveway (more parking on street) ✲ 20 mins. to amazing downtown restaurants or Kings Island ✲ 15 mins. to explore the Zoo or UC ✲ 5 mins to French Park and 2 mins walk to playground ✲ No checkout chores, low cleaning fee

Guest favourite
A living room is furnished with a brown leather couch adorned with neutral-toned decorative pillows and a large area rug. A macrame hammock is suspended nearby, and various plants are placed around the space. A wooden coffee table sits at the center, accompanied by a decorative bowl.
Guesthouse in Loveland
4.97 out of 5 average rating, 631 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
Loft in Cincinnati
4.97 out of 5 average rating, 250 reviews

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!

Top Guest favourite
A comfortable living area features a large window draped with sheer curtains, allowing natural light to fill the space. A television sits on a cabinet, while a cozy seating arrangement includes a patterned chair, a sofa bed, and a round coffee table with decorative items.
Apartment in Milford
4.98 out of 5 average rating, 127 reviews

The Estate Loft in Downtown Milford

This is a private, fully equipped, and very comfortable upstairs apartment in the shopping district of Downtown Milford. You'll be walking distance to specialty restaurants and unique shops in an awesome downtown with plenty to do and plenty to see. Compared to a hotel, this is an executive suite at a great price and excellent location. Fast, reliable, private WiFi if you need to bring the office. Every amenity we could think up is provided. Our nearly perfect reviews happen for a reason.

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, 222 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
The charming entrance features a bold orange front door set against a dark blue facade. Steps lead up to the porch, which is framed by white railings. Lush greenery and shrubs are arranged along the walkway and beside the house, enhancing the welcoming appearance.
Home in Cincinnati
4.91 out of 5 average rating, 205 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 Montgomery
5 out of 5 average rating, 130 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, 113 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.

Top Guest favourite
Apartment in Milford
4.94 out of 5 average rating, 550 reviews

One Bedroom Apt in Historic, Downtown Milford

Clean, comfortable, 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 exterior of a charming two-family home is shown, featuring a light-colored facade with dark shutters and a peaked roof. Lush green landscaping includes neatly trimmed evergreen shrubs, complemented by a paved driveway and surrounding trees. A concrete pathway leads to the inviting entrance.
Apartment in Oakley
4.97 out of 5 average rating, 198 reviews

Oakley Walkable • Bright Open Kitchen

Oakley is a hip, walkable, Cincinnati community of Oakley. Completely renovated, charming architecture and modern updates. Property features cathedral ceiling, exposed beams and high-end appliances. walk-in shower, bath with marble floor. Located at end of cul-de sac, the patio is a great way to start & end your day. This is the upstairs unit of a two unit apartment, you may hear noise transfer from the downstairs unit.

Top Guest favourite
An inviting backyard retreat features an inground pool surrounded by lush greenery and soft lighting. Lounge chairs are arranged nearby, and a cozy seating area is visible on the deck, enhancing the tranquil outdoor space perfect for relaxation.
Home in Wyoming
4.92 out of 5 average rating, 318 reviews

1920s Family Retreat • Pool & Hot Tub

Welcome — a lovingly restored 102‑year‑old two‑family home, perfect for family getaways and groups visiting the wedding district. Kids can play while adults relax in the hot tub and in‑ground pool (not heated)Fully equipped kitchen, plus toys, games, and everything you need. Locally owned — my one and only Airbnb, not a corporate rental.

Popular amenities for Montgomery holiday rentals

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  3. Ohio
  4. Hamilton County
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