Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

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

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Top guest favorite
A comfortable living area features a beige couch adorned with decorative pillows, alongside a wooden coffee table. A textured rug complements the hardwood floor. Subtle wall art and framed photographs enhance the ambiance, with a glimpse of the dining space visible in the background.
Bungalow in Dayton
4.97 out of 5 average rating, 116 reviews

Charming Bungalow

Warm and welcoming, this brick home is centrally located to the many area sites you might like to visit during your stay with easy and quick access to SR 35. Lots of charm and a California attitude prevail throughout the home. Use the driveway to park off the street. The neighborhood is safe and generally quiet. A convenience store, laundromat, and drug store are within walking distance. Outdoor spaces to relax and plenty of room inside for up to 4 guests to cook, relax, or work. Coffee/tea

Top guest favorite
A spacious living area is equipped with a comfortable leather sofa and contemporary wooden furniture. A large television is mounted on the wall, while a stylish round coffee table sits in the center. Natural light enters through two windows, enhancing the neutral color palette.
Bungalow in Dayton
4.96 out of 5 average rating, 351 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.

Guest favorite
An open living area features sleek black furniture and a large abstract artwork on the wall. A modern desk is positioned beside a full-size mirror, and seating around a granite countertop complements the kitchen's contemporary design. Natural light enhances the space's industrial charm.
Apartment in Dayton
4.86 out of 5 average rating, 101 reviews

Prime Spot l Downtown Dayton Apt l Walk to Shops

Welcome to your stylish industrial two-bedroom space in the heart of Dayton's Oregon District! This renovated space blends modern comfort with urban industrial charm, featuring exposed brick, high ceilings, and large windows. The space offers a cozy king bed and a queen bed, perfect for traveling employee's, small families relaxing after exploring the city's local restaurants, shops, and nightlife. Featuring * King Bed * Queen Bed * Smart Tv * Free Coffee * Full Kitchen * Shared Washer/Dryer

Guest favorite
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, 192 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, 165 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 favorite
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, 161 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 favorite
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, 176 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 favorite
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, 274 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.

Top guest favorite
Bungalow in Dayton
4.97 out of 5 average rating, 168 reviews

The Aviator Bungalow in Kettering

Our Aviator Bungalow in Kettering, Ohio is close to Carillon Park and University of Dayton. You will feel right at home with the amenities we offer. Our place is great for couples, solo adventurers, travelling nurses, doctors, therapists and business travelers. A nice city park is right across the street with a tennis court and basketball court, shelter and grill. Five minutes to University of Dayton/Downtown Dayton.

Top guest favorite
A charming front porch is adorned with comfortable seating, providing a welcoming spot to relax. Lush flower beds rich with vibrant blooms surround the entrance, complementing the classic white facade of the home. A gentle path leads to the entry, framed by manicured gardens.
Home in Dayton
4.92 out of 5 average rating, 171 reviews

The Casita | Family-Owned Guest House in Dayton

THE Casita, a family-owned and operated guest house beside our home, is the perfect base for exploring the Miami Valley. Wright-Patterson AFB, the Nutter Center, downtown Dayton, the University of Dayton, Riverscape, and Levitt Pavilion are all nearby. Kings Island and Cincinnati are both less than an hour away. Conveniently located near I-70, I-675, and I-75, we also offer EV charging with access to a 220V plug.

Top guest favorite
The exterior of Carillon Cottage features a striking blue facade with white trim, set against a backdrop of lush greenery. The structure displays a classic gable roof, with multiple windows allowing for natural light. A stone wall borders the front garden, which is accentuated by small, neatly trimmed hedges.
Home in Dayton
4.99 out of 5 average rating, 134 reviews

Carillon Cottage - Modern Comfort & Vintage Design

Carillon Cottage is a historic home featuring modern comfort with vintage design. This family-friendly and spacious house, which was originally built in 1905 and fully renovated in 2023, is filled with details highlighting the rich history of Dayton, Ohio. Enjoy the curated display of local photos and elegant furnishings with classical touches. We look forward to hosting you!

Top guest favorite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A black sofa and a unique black chair are positioned around a round wooden coffee table. A decorative fireplace and built-in shelving add charm to the space.
Loft in Dayton
4.9 out of 5 average rating, 196 reviews

The Loft on 5th w/hot tub in the Oregon District

Enjoy your stay in the heart of Dayton's entertainment district. This beautiful building built in 1870 is right on the main strip, seconds away from breweries, pubs, bars, and restaurants in and around the Oregon District. Minutes away from the University of Dayton and Miami Valley Hospital. Located just east of I-75 and north I-35. A short 15 minute drive to WPAFB.

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