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

Home in Dayton

4.93 out of 5 average rating, 205 reviews

UD, oakwood, ktering Dayton, hospitals.WPAFB

UD :University of Dayton,Kettering Oakwood. squeaky clean. 3 Smart TV's "High-Speed" Internet Minutes from Children's, Kettering & Miami Valley Hospitals .15 minutes: (DAY)Dayton Airport. :(CVG) Cincinnati Airport 55 min . Kitchen, Dining Rm, Living Rm, 2 bedrooms. work desk entire house! WPAFB museum,Grocery & shopping near. easy parking.Screened porch. Quiet street.. Kurig coffee... located :Kettering. Near all major highways....bike paths, parks, hiking No parties PETS must be approved

Guest favorite

Townhouse in Dayton

4.92 out of 5 average rating, 39 reviews

Speakeasy & Laugh Hard - The Wine Haus in Oregon

Built in 1884, this jewel of the Oregon District was so uniquely constructed that the neighborhood gave it a name - Greenhaven. Known for its beautiful gardens, inviting courtyard, architectural detail, and stunning city views, this charming home offers a comfortable and inviting retreat for your stay in this vibrant part of town. We humbly invite you to experience this worry free, kick your shoes off atmosphere - rest assured, the only challenge of your stay will be the day you have to leave!

Guest favorite

Home in Dayton

4.94 out of 5 average rating, 173 reviews

TOP AIRBNB IN DAYTON! | SOUTH PARK | FENCED YARD

Stunning Three Bedroom Historical South Park bungalow - located just steps away from UD, downtown Dayton, and Miami Valley Hospital. This home features an open concept living space with white oak hardwood flooring through-out. The kitchen is fully equipped with all the modern amenities: stainless steal appliances, soft close cabinetry, granite countertops. Two Gorgeous bathrooms w/ custom tile work including a master w/ walk-in shower. Completely fenced in rear yard w/ privacy. Magical space!

Top guest favorite

Home in Kettering

4.98 out of 5 average rating, 121 reviews

GORILLA HOUSE DAYTON

Private Spacious Multi-level 4 Bed 2/2 Bath Home on Wooded Lot. Walkout basement with bath, refrigerator, & wet bar. Fully equipped kitchen with everything you need to host family & friends. Perfect for dinner parties, SMALL events, special occasions, or just escaping for a getaway. NO CONGREGATING ON DRIVEWAY—be mindful of neighbor. Safe/quiet area. Pets considered with references, daily rate, & refundable deposit. Minutes from everything. EVERY STAY WE DONATE TO JANE GOODALL FOUNDATION.

Top guest favorite

Home in Dayton

4.97 out of 5 average rating, 279 reviews

Spacious 4BR/3.5BA Home Near UD, Oregon &DT Dayton

Situated in Dayton's historic South Park, this home, revamped in 2019, retains its 1800s charm. Ideal for families and friends keen on downtown Dayton proximity. Perfect for UD or local events, offering a homely feel. Please note: local bookings are not accepted. This neighborhood is currently undergoing revitalization, with several homes, including the one adjacent, at different stages of remodeling and rehabilitation. It's an urban area experiencing a dynamic transformation.

Superhost

Home in Dayton

4.84 out of 5 average rating, 140 reviews

The Wright Place B

4 bedrooms 3 full baths consisting of 4 King bedrooms. 1 Queen pull out Murphy bed. A crib located in the primary bedroom. Located mins away from University of Dayton, Wright state University and less than 30 mins from Wilberforce. Host home of the NCAA First Four Tournament. There are total of 5beds to sleep on based on 2 persons per bed. We also have sofa and you're welcome to use air mattress if you like in the laundry room. No more than 12 persons can stay per night.

Top guest favorite

Guesthouse in Dayton

4.97 out of 5 average rating, 103 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!

Guest favorite

Guest suite in Dayton

4.93 out of 5 average rating, 174 reviews

The Wayside

This listing is a suite with a living room, kitchenette, bathroom and bedroom. The living area also has a sleeper sofa for additional sleepers. It has a separate entrance, private parking, and an outside patio area with accessibility to a hot tub, beautiful yard with playground, and close to the Greene shopping area . In the refrigerator will be water along with coffee, tea and a few snacks. Whole house generator installed- no fear of power loss.

Top guest favorite

Townhouse in Dayton

4.96 out of 5 average rating, 671 reviews

The Riverview Townhome, Downtown Skyline View

Exciting, fun, and cozy townhome built in 1883 with tranquil views of the downtown skyline and the Great Miami River in a charming, historic district near downtown The RiverScape Metropark, The Levitt Pavilion, and multiple bars/restaurants are within walking distance. The excitement of the vibrant Oregon District is also within minutes, whether walking or driving. Both WPAFB and Wright State University are an easy 10-15 minute drive!

Superhost

Home in Dayton

4.83 out of 5 average rating, 107 reviews

The Cozy Cottage

Very charming, convenient, and safe home located in the heart of Centerville, and within walking distance to everything from shopping and restaurants to parks, mini golf, indoor swimming pools, nature hikes, and nightlife! It's a perfect mix between convenience and privacy with a big back yard that offers a quiet habitat for wildlife as well as having space to play and relax. *Reach out about Long term stays!

Top guest favorite

Bungalow in Dayton

4.98 out of 5 average rating, 102 reviews

"Travel-Bug" Bungalow Heart of Kettering, Ohio

The Travel-Bug Bungalow is located in the heart of Kettering. We cater to the "travel-bug" - our Airbnb guest who has a strong desire to travel to places all around the world. Quiet neighborhood. Walking distance to the library, post office, supermarket and Mamma Disalvo's Italian Ristorante! We are also a short drive to the USAF Museum and Carillon Historical Park.

Top guest favorite

Home in Dayton

4.97 out of 5 average rating, 109 reviews

Hot Tub SPA Massage GoldenTee Pinball Stylish!

A stylish spacious place to stay. Full entertainment area, unwind after a business meeting in the Hot Tub or our SPA room with massage chair and Sauna! Or have a blast with family and friends in or game room with brand new Pinball machines, Pool table Slot machines, Golden Tee, and a Multicade arcade game system with 5000 games. GAMES ARE FREE TO PLAY!