Holiday houses in Montgomery

Queen City Getaway-Quiet comfort close to downtown

This stylish home, nestled in a quiet neighborhood, features private garage, modern kitchen, in-unit laundry, dedicated workspace & fast Wi-Fi. Next door to charming historic Wyoming’s, boutiques, dining & parks. Just minutes to downtown Cincinnati. Perfect for attending festivals, concerts, Cincinnati Open Tennis Tournament, Bengals, Reds, FC, Cyclones & UC games! Near I‑75, major hospitals & universities. Perfect for extended stays! Enjoy Cincy's downtown energy & then unwind in total comfort!

Location · Value · Parking

Entire House Private Retreat on Little Miami River

Enjoy our newly remodeled beautifully furnished home right on the national scenic Little Miami River only quarter mile from the Loveland Bike Trail. Amazing views with access to canoeing, kayaking and biking. Sit on the deck and enjoy the privacy of the front yard. Huge comfortable family room. Fully stocked kitchen. Situated between Loveland, Milford, and Montgomery. 3 mile bike ride to Milford, 6 to Loveland, to enjoy local entertainment areas. 1.7 miles to I-275, 12 to Kings island

Family · Value · Biking

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!

Location · Family · Indoor spaces

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

Value · Family · Indoor spaces

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.

Value · Family · Biking

Turtle Ranch: Gaming basement, central location

Pack less and do more when you stay at Turtle Ranch! This house has everything you need to cook and have a comfortable stay, with a great gaming basement to goof around. You will love how convenient you are to all things in Cincinnati in this central location right off exit 9 of I-71, close to Oakley, Kenwood, and Mariemont. The ranch home is well-maintained and clean. It offers open concept living and a beautiful large yard in a quiet neighborhood. Perfect for small families and snowbirds.

Location · Value · Cleanliness

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!

Location · Family · Parks

Historic, Downtown Milford Private One Bedroom Apt

Clean, comfortable, one-bedroom apartment on Main Street in historic downtown 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.

Family · Location · Parks

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.

Family · Location · Indoor spaces

Sophisticated Oakley Walkable - Quiet Street

Oakley is one of Cincinnati’s most hip, walkable neighborhoods—full of local shops, cafés, and tree‑lined streets. This is the upper unit of a two‑unit home, so you may hear some sound transfer from the downstairs apartment. This upstairs space features a cathedral ceiling with exposed beams, high-end appliances, and an open layout. The bathroom includes a walk‑in shower and a marble-floored floor. Located at the end of a quiet cul‑de‑sac, the private patio.

Family · Value · Laundry

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.)

Family · Location · Long stay

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.

Value · Family · Cleanliness