Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Top guest favourite

Guest house in New Lebanon

4.97 out of 5 average rating, 212 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, 313 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

Barn in Beavercreek

4.97 out of 5 average rating, 135 reviews

Quaint 1 bedroom barn cottage with lots of privacy

Welcome to the Cranberry Cottage! Enjoy the rustic barn experience while enjoying modern conveniences of this sweet romantic cottage. You'll feel like you're a million miles away from the hustle and bustle while you enjoy coffee on your own private deck. Walk up the path and cross the road and you can enjoy 150 acres with walking trails at Mount Saint John. Drive just 2 miles and you'll be close to the finest shopping and dining experiences at the Greene Mall. Come enjoy this unique experience.

Top guest favourite

Cottage in Dayton

4.99 out of 5 average rating, 292 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

Flat in Dayton

4.91 out of 5 average rating, 138 reviews

Studio Neutral Chic near Kettering Hospital & Shop

Come enjoy this quaint unit in Kettering...close to shopping, restaurants, hospitals and city attractions! King size bed, balcony and tranquil essential oil diffuser will help set the mood and relax you during your stay! Walk or drive to various local and chain restaurants. 9 min drive to Kettering Hospital (main campus)...5 minute drive to The Greene Towne Centre. Visit Downtown Dayton/ Oregon District within 15 minutes. Hike Clifton Gorge in Yellow Springs within 30 min. 3 minute walk to pub

Top guest favourite

Home in Dayton

4.97 out of 5 average rating, 189 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Superhost

Home in Dayton

4.86 out of 5 average rating, 145 reviews

* Cozy 2 bedroom home with 2 TV’s *

Relax & unwind alone, or with your family in our cozy home! Fast WiFi Fully stocked coffee bar. Conveniently located 10 minutes from the Dayton Airport, and 14 minutes to downtown Dayton. 11 minutes to Rose Music Center. Restaurants and shopping within walking distance, and Metroparks bike trail at the end of our street. Pets are welcomed for an additional fee PER PET. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

Guest favourite

Flat in Dayton

4.95 out of 5 average rating, 134 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!

Top guest favourite

Home in Miamisburg

4.95 out of 5 average rating, 168 reviews

The Linden Guesthouse - bike/hike/golf/shop/visit

This updated stylish 2 bed/1.5 bath single story guesthouse is perfect for work, group trips, fun, or family visits. The kitchen has dishes, cookware utensils, and pantry basics (oil, seasonings, sugar & flour). A Keurig single-serving and carafe coffee maker with k-cups and coffee filters is provided. The guesthouse has two living spaces, a dining room, a kitchen, a utility room with a washer and dryer, a private patio with outdoor seating, and a grill.

Guest favourite

Home in Dayton

4.91 out of 5 average rating, 110 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

Guest house in Centerville

5 out of 5 average rating, 217 reviews

The Carriage House in Historic Uptown Centerville

Welcome to the Carriage House. Walk to shops, restaurants, ice cream & more! Whether you're staying for a fun weekend, work or visiting family and friends- the Carriage House is the perfect place. The Carriage House was built in 1897 & underwent a complete renovation in 2017. With its open style concept & 12 ft ceilings, it has taken on a whole new role as one of Centerville's coziest getaways, in the heart of Uptown.

Guest favourite

Tiny home in Dayton

4.95 out of 5 average rating, 207 reviews

Stillwater Riverfront Stay in La Casita Cardinal

🏡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.