Holiday houses in Montgomery County

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Top-rated holiday rentals in Montgomery County

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

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Top Guest favourite
The guesthouse is nestled among lush greenery and trees, offering a serene view of the white exterior. Vibrant foliage surrounds the structure, while various plants and gardens enhance the natural landscape, creating a tranquil atmosphere.
Cottage in Dayton
4.98 out of 5 average rating, 321 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.

Top Guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in Dayton
5 out of 5 average rating, 174 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
A two-story home is showcased, featuring a light-colored facade with dark green shutters. A well-maintained lawn and neatly trimmed bushes frame the entrance, which is highlighted by a red door. A two-car garage is visible on the right, with a paved driveway leading to it.
Home in Dayton
4.87 out of 5 average rating, 195 reviews

Tranquil Nest - Family Home with Spa Tub

Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!

Superhost
A living area showcases a dark blue sofa adorned with pillows, positioned across from a flat-screen TV. A coffee table with geometric design is centered on a patterned area rug, complemented by side tables and a small plant in the corner. Natural light illuminates the space through a nearby window.
Home in Dayton
4.86 out of 5 average rating, 166 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. Dogs are welcomed for an additional fee. No cats. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

Top Guest favourite
A charming red-brick home is surrounded by lush greenery and colorful flower gardens. A stone pathway leads to the entrance, complemented by various potted plants. A small friendly dog is seen resting on the pathway, adding a welcoming touch to the serene outdoor space.
Guest suite in Dayton
4.93 out of 5 average rating, 165 reviews

Vagabond’s Tiny Art Gallery BnB

Vagabond offers a cozy stay and light breakfast in an INCLUSIVE and WELCOMING mellow, private Tiny Art Gallery BnB. Located on a tree lined street in a 1940’s neighborhood, walking distance to Trader Joes, restaurants, boutiques, Fraze Pavillion and Lincoln Park. 10 minute commute downtown to sites like; UD, Dayton Art Institute, Carillon Historic Park, Levitt Pavilion, Oregon District, Front Street, Schuster, Riverscape, etc. Don’t miss Dayton’s stellar local arts and music scene!

Guest favourite
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in Dayton
4.95 out of 5 average rating, 177 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Top Guest favourite
A cozy bedroom features a spacious bed with a soft quilt and decorative pillows. Natural light enters through a window beside a chair and small desk. A patterned accent wall complements the vintage-style storage cabinets, creating a warm and inviting space.
Cottage in Dayton
4.99 out of 5 average rating, 136 reviews

Quaint 2-bed room cottage in historic district

Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

Top Guest favourite
Home in Dayton
4.95 out of 5 average rating, 182 reviews

Huber Heights Hot Tub Bungalo

Forget your worries in this spacious and serene space only 2 miles away from the Rose Amphitheater, new Bucee's and 10 minutes from downtown Dayton. Spacious backyard equipped with 113 jet hotub and a firepit. The sunroom is a great spot to start the day with complementary coffee/creamer. Complete with 4 Tvs and a computer. The living room has a Nintendo Switch for family fun. Have both a charcoal and gas grills. Please take note. The pool is taken down in September.

Top Guest favourite
A spacious living area showcases a large red sectional sofa, accompanied by two side tables with decorative lamps. A patterned area rug covers the wooden floor, and large windows bring natural light into the room, enhancing the inviting atmosphere.
Guest suite in Dayton
4.9 out of 5 average rating, 115 reviews

Sycamore view: Cozy, modern home away from home.

Walkout lower level of private home in a safe, suburban neighborhood: 2BR, 1BA close to Wright Patterson AFB, Soin Medical Center, Fairfield Commons Mall, Wright State University, and University of Dayton. Gas fireplace, TV w/Netflix, and fast wifi included. Free off-street parking for 2-3 cars, one covered. Full kitchen and private laundry. Pet crate available but must have pet leashed outdoors. Shared outdoor fire pit and gazebo available for extended stays.

Top Guest favourite
Home in Vandalia
4.97 out of 5 average rating, 186 reviews

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly ($50 fee) Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED

Top Guest favourite
A welcoming living space is highlighted by a sleek dark leather sofa and a cozy brown armchair. A modern coffee table sits in front, while warm lighting enhances the ambiance. The open kitchen area features stainless steel appliances and wooden cabinetry, with natural light streaming through the windows.
Bungalow in Dayton
4.94 out of 5 average rating, 220 reviews

South Park- The Purple Barney Guesthouse

Historic South Park Purple Barney guesthouse. Built in 1920 this shotgun cottage was rehabbed by me, a neighborhood activist, who stripped it down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings, skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows & doors. New Metal Roof in 2022! Your host is a Certified Service Disabled Vet.

Top Guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guesthouse in Centerville
5 out of 5 average rating, 278 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Popular amenities for Montgomery County holiday rentals

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