Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Guest favorite

Guesthouse in Loveland

4.98 out of 5 average rating, 480 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.

Jun 20 – 27

$104 per night

Guest favorite

Guesthouse in Maineville

4.97 out of 5 average rating, 152 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

Sep 5 – 12

$122 per night

Guest favorite

Apartment in Milford

4.94 out of 5 average rating, 408 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.

Dec 24 – 31

$81 per night

Guest favorite

Loft in Cincinnati

4.95 out of 5 average rating, 104 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!

Sep 24 – Oct 1

$111 per night

Guest favorite

Guesthouse in Hamilton

4.99 out of 5 average rating, 142 reviews

Peaceful Little Cabin Retreat - escape in nature

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Jan 24 – 31

$111 per night

Guest favorite

Home in Cincinnati

4.9 out of 5 average rating, 183 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.

May 14 – 21

$146 per night

Guest favorite

Guest suite in Loveland

4.96 out of 5 average rating, 117 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 may still hear life happening from above on the upper level (*our baby typically wakes up around 7:30am*) since this unit is attached to our home *You must walk down a stone step path in order to access your unit

May 3 – 10

$99 per night

Guest favorite

Home in Milford

4.99 out of 5 average rating, 202 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.

Sep 26 – Oct 3

$94 per night

Guest favorite

Home in Loveland

4.94 out of 5 average rating, 287 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.

Mar 4 – 11

$161 per night

Superhost

Cottage in Loveland

4.8 out of 5 average rating, 186 reviews

Modern Riverfront Getaway on Little Miami River

Serene getaway on the Little Miami River! Modern and comfortable furnishings help you to get away from it all, yet the property is less than 10 mins to Montgomery, Loveland, Indian Hill and Madeira! Only 4 min to I-275 putting the greater Cincinnati area at your fingertips. Amazing views of the river from the main floor and bedrooms. Expansive deck to breathe in the fresh air and watch the river flow by below.

May 20 – 25

$146 per night

Guest favorite

Guesthouse in Cincinnati

5.0 out of 5 average rating, 182 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.

Aug 18 – 25

$255 per night

Guest favorite

Apartment in Cincinnati

4.92 out of 5 average rating, 143 reviews

Charming Cambridge

Enjoy all that Cincinnati has to offer from the comfort of your home away from home! This charming home features one bedroom, a fully updated kitchen, renovated bathroom, and a spacious living room that can double as a spare bedroom. Enjoy a pre-dinner cocktail from the privacy of your own deck before heading into downtown Mariemont - only minutes from this modern gem. **WE WELCOME LONG TERM GUEST!**

Aug 19 – 26

$96 per night