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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Guest favourite
A charming home is surrounded by lush greenery, featuring a welcoming porch and a vibrant flower garden. Yellow chairs are positioned on the front lawn, while pink flowering plants add color to the landscape. Trees provide shade, creating a serene outdoor space.
Home in Loveland
4.86 out of 5 average rating, 112 reviews

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

Top Guest favourite
A decor piece featuring a ceramic duck is displayed atop a wooden surface. A glass vase filled with bright yellow flowers adds a touch of warmth. The word 'Vintage' is artistically positioned on the wall, complemented by a soothing green backdrop.
Apartment in Cincinnati
4.97 out of 5 average rating, 108 reviews

(OT1-1) Vintage Vibe: Driveway+King Bed+Deck/Yard

A one bedroom apartment in our 107 year old historic 2-family home located in the village of St. Bernard. The town jeweler lived here when I was growing up. Our beautiful home is loaded with details unique to the era it was built. We resurfaced the original clawfoot bathtub & refinished the original tile floor, bringing the bathroom up to 21st century expectations without destroying her original architectural integrity. The bedroom fireplace (non-working) still has its original Rookwood tile.

Top 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, 635 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, 253 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 cozy sitting area features a modern black fireplace adorned with decorative candles. Two brown leather chairs are positioned beside a wooden side table, with a small potted plant nearby. Natural light streams in through the windows, illuminating the elegant rug and neutral wall tones.
Home in Cincinnati
4.94 out of 5 average rating, 161 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 living area features a dark sofa adorned with decorative pillows, complemented by a patterned area rug. Natural light enters through bright windows, illuminating a wooden coffee table and a chair beside a floor lamp. A potted plant adds a touch of greenery.
Apartment in Milford
4.96 out of 5 average rating, 352 reviews

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.

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, 226 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, 206 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
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.

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, 269 reviews

Little Miami Riverfront Oasis-Steps to Bike Trail

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 a 5-minute bike ride to the Little Miami Scenic Trail and only 4 minutes to I-275—making it easy to explore Cincinnati while returning home to peaceful riverfront views.

Top Guest favourite
The exterior view of the property showcases a two-story home with a distinctive architectural style. Lush greenery lines the side, featuring tall shrubs and trees contributing to the natural setting. The driveway leads to a garage visible on the right, with a landscaped lawn adding to the inviting appearance.
Apartment in Oakley
4.98 out of 5 average rating, 160 reviews

Oakley-Private Deck Retreat-Open Kitchen

Berwyn Place #1 is a newly renovated first‑floor one‑bedroom in Oakley, one of Cincinnati’s most walkable and vibrant neighborhoods. Enjoy a private walk‑out deck on a quiet cul‑de‑sac, plus off‑street parking. Walk to restaurants, bars, shops, and more. This is the downstairs unit, so you may hear some noise from upstairs.

Popular amenities for Montgomery holiday rentals

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