Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Cincinnati

5 out of 5 average rating, 106 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 favorite

Home in Newtown/ Cincinnati

4.93 out of 5 average rating, 147 reviews

Sunset Cottage Bike/Walk trail & free coffee bar

Business or pleasure, All the Comforts of home with continental grab and go foods and a coffee station for you. It over looks Clear Creek Park nestled in a quaint Village, steps off the Hamilton County Bike trail. Walk, bike or drive to restaurants/parks or kayak the lil Miami or Downtown to Cincinnati’s great restaurants and music Reds games or just a walk along the Riverfront with action, foods and fun festivities. RiverBend music concerts are only a few miles away as well Perfect spot.

Guest favorite

Guesthouse in Loveland

4.98 out of 5 average rating, 534 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 favorite

Guesthouse in Maineville

4.97 out of 5 average rating, 203 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 favorite

Rental unit in Milford

4.94 out of 5 average rating, 451 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.

Guest favorite

Loft in Madisonville

4.96 out of 5 average rating, 139 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

Home in Loveland

4.99 out of 5 average rating, 136 reviews

Christmas is Coming; Walk to Downtown Loveland

Christmas Is Coming! 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.

Guest favorite

Cottage in Morrow

4.96 out of 5 average rating, 140 reviews

Rossburg Tavern (1800’s)

This house was built in the early 1800's as part of a small town "Rossburg" that no longer exists and is reported to have been a Tavern. This is one of the last remaining structures for this town along with the barn and house across the street. The house sits on one acre of land surrounded by farmland, so you'll have opportunity to relax by a campfire, enjoy the unique architecture of the house, or explore the wide variety of entertainment options all within 20 minutes of the house.

Guest favorite

Guest suite in Loveland

4.96 out of 5 average rating, 139 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 one-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

Guest favorite

Home in Milford

4.99 out of 5 average rating, 246 reviews

Charming cottage in Old Milford

Come enjoy a unique stay at our charming cottage in the heart of Olde Milford. The cottage is located just one block from Main Street and the river access. It is walking distance from all bars, restaurants, and shopping. You can take a stroll along the riverwalk and end up at the popular Little Miami brewery which sits on the riverbank or hop on your bike and access the Little Miami bike trail which is 78 miles long. Milford is 16 miles from downtown Cincinnati.

Guest favorite

Home in Loveland

4.94 out of 5 average rating, 302 reviews

Updated & Charming Home in Loveland

Adorable home in the heart of Loveland, within walking distance of bike trail and restaurants. Whether you're in town visiting family or for fun, it makes for a perfect quiet retreat from the day. Many guests have enjoyed the fenced in yard, wrap-around porch, and 10 minute walk to downtown Loveland and the bike trail. If you're interested in a stay please send an inquiry for available dates and additional information by hitting the 'Contact Host' button below.

Guest favorite

Vacation home in Madisonville

4.99 out of 5 average rating, 171 reviews

Charming 2BR/2BA with King Suite & Coffee Bar

Tastefully & thoughtfully renovated single family home is ready to welcome you to the Queen City! Brimming with exceptional touches like a lavish Coffee Bar, and expansive King suite and pillow bar, this home will leave you royally relaxed. Modern tech touches like keyless entry, free WIFI, TV Streaming Service from Youtube Premium (with access to your personal Netflix, Hulu or Disney Plus accounts) & Nest Thermostat ensure a comfortable stay.