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
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 white barn with a weathered metal roof is set against a clear blue sky. The structure features green trim around the doors and windows, with an open entryway showcasing the interior space. The surrounding area is grassy, leading to the barn.
Home in Loveland
4.93 out of 5 average rating, 151 reviews

Loveland Farm 26 Beautiful Acres 3 ponds

Loveland Farm is a 26-acre farm located one mile out of beautiful historical downtown Loveland, OH less than 2 miles from the Loveland bike trail. This Sears and Roebuck’s Craftsman home is a cozy 2-story 7-room farmhouse with 3 bedrooms & full unfinished basement. The 1st floor has a fully stocked kitchen, dining room, living room with fireplace a bedroom w/ a queen size bed, the only bathroom on the 1st floor. 2nd floor has 2 bedrooms one with twin beds and 1 master bedroom with a queen bed.

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
A charming red barn-style guesthouse is shown among lush greenery, with wooden seating in the foreground. Seasonal decorations enhance the welcoming entrance, while a porch is visible, inviting relaxation. Tall grasses frame the scene, contributing to the peaceful atmosphere of the property.
Guesthouse in Maineville
4.95 out of 5 average rating, 275 reviews

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

Top Guest favourite
A cozy bedroom features a wooden headboard and a spacious bed draped in a patterned quilt. Light filters through a large window, casting soft shadows on the floor covering. A subtle area rug complements the room's warm colors, enhancing a restful atmosphere.
Guesthouse in Cincinnati
4.91 out of 5 average rating, 524 reviews

Hyde Park Guest House

400 square feet in private guest house above our 2 car garage with all of the amenities. Freshly renovated with new Queen Size Bed and separate living area. Sofa does not pull out but there ate extra linens in the closet if a guest wants to sleep on the sofa. Separate heating & air with quiet view of backyard. Stocked coffee bar. Walk to bars, restaurants, and services on both Hyde Park & Mt. Lookout Square, bus line access. 10 minutes from downtown Cincinnati.

Top Guest favourite
A light-filled bedroom is furnished with a spacious bed draped in crisp white linens, accompanied by a cozy mustard blanket. Two framed cactus prints adorn the wall above a wooden nightstand. A desk and chair are positioned beside a large window, providing a comfortable workspace.
Home in Loveland
4.98 out of 5 average rating, 224 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 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 spacious living area is presented with hardwood flooring and bright walls. Comfortable seating is arranged around a dark coffee table, with a large, wall-mounted TV visible. A dining area with a table and chairs is located in the background, with an inviting artwork displayed on the wall.
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, 551 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.

Superhost
A comfortable living area features a spacious gray sofa with decorative pillows, accompanied by two wooden chairs. A light wooden coffee table rests on a natural fiber rug. Natural light filters in through a large window, showcasing outdoor greenery.
Cottage in Loveland
4.72 out of 5 average rating, 268 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
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
A spacious, modern home is situated amid lush green grass, with large windows reflecting the surrounding nature. The building features a blend of stone and dark siding, a covered entryway, and multiple sections, complementing the serene rural setting.
Apartment in Loveland
4.97 out of 5 average rating, 118 reviews

1 bedroom cottage near historic dowtown Loveland

Renovated Home nestled in an area of wooded background. Bamboo trees line the property, creating quiet and peaceful surroundings. We have an additional listing on Airbnb, which is a one-bedroom cottage. Link is below airbnb.com/h/alabasterbox-mercy

Popular amenities for Montgomery holiday rentals

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