Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

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Top guest favourite

Guesthouse in New Lebanon

4.97 out of 5 average rating, 217 reviews

Cottage on a working market garden

Studio cottage with full bath and self-catering kitchen with pots and pans, etc., queen sized bed with fresh linens and towels provided. This cottage is on a working market garden. Maximum occupancy two adults. We do have a small bed that could be added to accommodate a small child about 6 years and under. WE WILL ACCEPT SOME PETS, BUT NOT ALL. We are one mile from grocery shopping. Local roads ideal for cycling. Thirteen miles west of Dayton. Price includes fresh flowers and vegetables from the garden during the season. One cat on the property. Cottage has ceiling fan and good air circulation and a window air-conditioner during the warmer months. There is a TV that streams Apple TV and Kanopy in the cottage, and excellent WIFI access. National Air Force Museum in Dayton is only 20 miles/ 30 minutes away. University of Dayton is 14 miles/ 20 minutes from the cottage. Dayton International Airport is 21 miles/ 26 minutes away. Your hosts are a hospitable couple who enjoy meeting new people. If no one else is booked after you, we can be more flexible with the check-out time.

Top guest favourite

Bungalow in Dayton

4.96 out of 5 average rating, 318 reviews

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

Top guest favourite

Guesthouse in Centerville

5 out of 5 average rating, 227 reviews

The Carriage House in uptown Centerville

The Carriage House is designed with couples in mind—a private escape just for two. Tucked in the heart of Uptown Centerville, you’ll be only steps from shops, local restaurants, & a scoop (or two) of Graeter’s Ice Cream. Whether you’re here for a romantic weekend, visiting family, or simply looking to unwind, this is the perfect place. Built in 1897 & thoughtfully renovated in 2017, the Carriage House blends historic charm with modern comfort making it one of Centerville’s favorite hidden gems.

Top guest favourite

Cottage in Dayton

4.99 out of 5 average rating, 296 reviews

The Blue Heron Guest House

Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

Guest favourite

Apartment in Centerville

4.9 out of 5 average rating, 302 reviews

Apt 1: Octopus Garden in Uptown Centerville

This apartment is a twin to our Apt 2: Pilot Lounge located across the hall. Two adults can sleep in a dedicated bedroom on a queen bed while your child sleeps on an air mattress (the 2nd bed) in the living room. The kitchen is equipped for basic cooking with a fridge, Keurig, oven, microwave and toaster. There's a 42" TV paired with an apple TV loaded with multiple apps. Alexa provides info and light control. Two window a/c keep the place cool. Parking is available in the adjacent public lot

Top guest favourite

Home in Dayton

5 out of 5 average rating, 143 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Guest favourite

Apartment in Dayton

4.94 out of 5 average rating, 138 reviews

Historic & Eclectic Apt in the Heart of Huffman!

A new space inviting you to experience all that Historic Huffman and the surrounding neighborhoods have to offer! Located in a 140 year old building, this recently renovated unit has been given new life and is ready to welcome you to the Gem City. If you're here for business, visiting friends, or attending a wedding at The Lift or one of downtown's many venues, this centrally located space is a great place to kick-back and relax. Please read House Manual prior to booking. Thank you!

Superhost

Home in Dayton

4.9 out of 5 average rating, 115 reviews

Lovely Eclectic Duplex - Peaceful Neighborhood

Kick back, relax, and feel right at home in this recently renovated duplex. Located in an adorable and quiet neighborhood, this unique space is comfortable, clean, artfully decorated, and has a calm and soothing atmosphere. Includes updated appliances, a laundry room, a toilet bidet, a workspace, and smart TVs. Just 6 miles from Dayton Airport and an easy drive to downtown, restaurants, eateries, and shopping malls. It will be my pleasure to host you.

Top guest favourite

Guesthouse in Dayton

4.97 out of 5 average rating, 124 reviews

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Superhost

Home in Dayton

4.93 out of 5 average rating, 205 reviews

Updated home in Dayton with low fees!

This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

Guest favourite

Tiny homes in Dayton

4.95 out of 5 average rating, 217 reviews

Sleep Riverside Surrounded by Fall Foliage

🏡Welcome to La Casita Cardinal, a cozy 320 sq ft A-frame nestled along the serene Stillwater River, offering over 450 ft of scenic riverfront. Tucked behind main homes on a tranquil lane near the historic Buckhorn Tavern, this peaceful hideaway is ideal for couples, solo travelers, and nature enthusiasts.

Top guest favourite

Home in Dayton

4.95 out of 5 average rating, 148 reviews

The Cozy Corinth

Welcome to The Cozy Corinth! A peaceful escape from the hustle and bustle of everyday life. Conveniently located just a short drive from downtown Dayton. Note: Please, no parties or events! We are located in a small, quiet neighborhood and cannot accommodate parties or events. Thanks for your understanding.