Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Top guest favorite

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.

Apartment in Pleasant Ridge

4.93 out of 5 average rating, 137 reviews

Dani's Darling Den

Enjoy a cozy stay in a mid century boho retreat in a classic Tutor home. 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.

Guest favorite

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, 586 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 favorite

A cozy living area features a light-colored sofa adorned with decorative pillows. Two armchairs offer additional seating, while a round wooden coffee table sits atop a patterned area rug. A vibrant plant adds a touch of greenery, and natural light filters in through a window.

Apartment in Milford

4.94 out of 5 average rating, 506 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 favorite

The kitchen features modern stainless steel appliances, cabinetry in soft gray, and a large island with green bar stools. Natural light fills the space through multiple windows, highlighting the warm hardwood floors and creating a welcoming atmosphere.

Loft in Madisonville

4.96 out of 5 average rating, 174 reviews

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!

Guest favorite

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 Madisonville

4.95 out of 5 average rating, 110 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 favorite

A well-equipped kitchen features light cabinetry and a mosaic tile backsplash in warm tones. A gas range and microwave are integrated into the design. Natural light streams in through the windows, illuminating the spacious countertop and inviting atmosphere, complemented by a decorative rug.

Home in Cincinnati

4.96 out of 5 average rating, 135 reviews

Glendale, Ohio apartment

The apartment location is above A Village Gift Shop in the heart of historic Glendale Square. Overlooking shops and restaurants. Just 20 minutes north of downtown Cincinnati. Minutes to the Sharonville convention center. Close to Mason, Westchester and other neighboring communities. The apartment is located off of I-75. Glendale is a walking and biking Paradise. Private entrance, two bedrooms, one bath, large family and dining area. Well equipped kitchen and laundry.

Top guest favorite

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, 174 reviews

Walk to Downtown Loveland, Fire Pit, Porch, 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 favorite

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, 118 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 favorite

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.

Guest suite in Loveland

4.97 out of 5 average rating, 100 reviews

1 bedroom cottage near historic dowtown Loveland

Historic Downtown With shopping, great food and sweet treats, Loveland's Historic Downtown District has it all! Spend a day enjoying a picnic lunch in Nisbet Park, enjoying a meal at one of the restaurants, shopping at a specialty retail store, taking a bike ride and so much more! Downtown Loveland is a great place to live and play! The Little Miami Scenic Bike Trail runs through the Historic Downtown, parallel to the Little Miami River.

Top guest favorite

A charming cottage-style entrance is featured, showcasing a set of steps leading up to a welcoming front porch. Potted plants line the pathway, while a vibrant orange door stands out against the neutral exterior. Lush green grass and trees are visible in the surroundings.

Home in Cincinnati

4.97 out of 5 average rating, 256 reviews

Cozy Cottage on bike /walk trails & kayaking

Perfect for Business and Pleasure this home is a perfect location-to so many areas of the city depending where you want to go. Walking the park trails or biking it. Kayaking / golf 9 or the driving range 2 min walk. Ham. Co bike trail will take you as far as you can pedal and great places to stop along the way (3 breweries) yet only 15 Minutes from the City a perfect green space to stay and get anywhere you need to go.

Top guest favorite

A lush green pasture bordered by a wooden fence is occupied by a mix of animals, including alpacas and sheep. Diverse shades of greenery from surrounding trees create a natural backdrop, with sunlight filtering through the leaves, highlighting the tranquil environment of the farm.

Guesthouse in Cincinnati

5 out of 5 average rating, 232 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.

Guest favorite

A tree-lined driveway leads to a gated entrance, flanked by stone pillars featuring eagle sculptures. Beyond the gates, glimpses of the guest house and lush greenery are visible, creating a serene atmosphere as it invites guests into the property.

Guesthouse in Cincinnati

4.9 out of 5 average rating, 288 reviews

The Cincinnati Hideaway

The Cincinnati Hideaway is located on approx. 11 acres, only minutes off Expressway 275. We are near Eastgate, Amelia, Batavia & only 25 minutes from downtown. Our place is best for business travelers, couples, & friends who would like to experience a relaxing stay in a country style setting right around the corner from Jungle Jim's, a movie theater, grocery stores, a park, mall & lots of restaurants.