Holiday houses in Montgomery

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Top-rated holiday rentals in Montgomery

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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
4.84 out of 5 average rating, 103 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 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 Reading
4.99 out of 5 average rating, 187 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, 622 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.

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, 258 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

Guest favourite
A spacious living area is furnished with a dark sectional sofa and accented by decorative pillows. Light hardwood flooring complements the light gray walls. A large TV is positioned on a modern white cabinet, while natural light streams through white curtains, enhancing the room's openness.
Home in Reading
4.9 out of 5 average rating, 233 reviews

Serene Stay in Central Cincinnati

Centrally located, minutes from major highways—about 20 mins to Kings Island or downtown Cincinnati, and 15 mins to the Zoo or University of Cincinnati. Stay in this adorable cape cod with spacious floor plan, hardwood floors throughout, and renovated spa-like bathroom. Large, wooded backyard with fire pit is great for relaxing. Off-street and street parking is available. Quiet neighborhood, family friendly (within walking distance to a playground), and a perfect home away from home.

Top Guest favourite
A spacious living room features a large sectional couch adorned with decorative pillows. A wall-mounted television displays a serene nature scene. Natural light is complemented by subtle green ambient lighting, and a decorative shelf adds a touch of style to the neutral-toned walls.
Guest suite in Loveland
4.94 out of 5 average rating, 188 reviews

The Hummingbird Hideaway | with hillside view

When you arrive, take some time to relax in the hammock chairs while you unwind as you look over the woods below. Since we are 8min away from i71, and 5min from the 275 loop, all of Cincinnati is within close reach! (Kings Island= 15min, Downtown Cincinnati= 26min) *You WILL hear life happening from above on the upper level (*our two-year-old typically wakes up around 7am*) since this unit is attached to our home *You must walk down a stone step path in order to access your unit

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, 340 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, 206 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 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 Kenwood
4.98 out of 5 average rating, 106 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
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, 191 reviews

Open Bright Kitchen, Walkable Oakley, Cul-de-sac

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
The living area showcases a warm color palette with a cozy sofa and decorative throw blanket. A sleek coffee table is positioned in front of the seating, while greenery and artwork add to the inviting ambiance. A ladder leads to the loft above, and a modern chandelier provides soft lighting.
Bungalow in Loveland
4.99 out of 5 average rating, 259 reviews

Branch Hill Bungalow (Near the Bike Trail)

Nestled between the Little Miami River and the Little Miami Scenic Bike Trail, this charming, airy cottage feels like a private, peaceful retreat. Conveniently located minutes away from historic downtown Loveland, Branch Hill Bungalow is the perfect place to relax, recharge, recreate, and make some lasting memories.

Popular amenities for Montgomery holiday rentals

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