Family-friendly holiday rentals in Montgomery County

Arcade + Hot Tub Retreat | Sleeps 8 | Near WPAFB

Unwind in the Cedar Hottub Room or Massage chair. Have a blast with family and friends in or game room with brand-new Stern Pinball machines, Slot machines, Digital Putt-putt, Yard darts, cornhole, bowling, and arcade gaming systems. This house is a freshly remodeled home, everything is brand new. The outdoor Cedar room is a completely private area, romantic and relaxing. Literally 1 min drive from the Greene Outdoor Shopping Mall! You can expect a luxurious and super clean stay! GAMES ARE FREE

Indoor spaces · Family · Hot tub

Rest Haven Cottage: Dayton's Cozy 3-Acre Hideaway

Escape to our 95-year-old 1 bedroom, 1.5 bathroom cottage on 3-acres. Restored with pine ceilings, wood-burning stove and all new interior. Relax on the cozy couch or explore outside among fruit trees and berry bushes. 5 friendly chickens reside in the charming coop, providing fresh eggs. Conveniently located, it offers both seclusion and access to nearby attractions. Experience rustic charm, modern comforts, and the beauty of nature in this restful retreat. Book now for an unforgettable stay!

Kitchen · Indoor spaces · Layout

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.

Indoor spaces · Kitchen · Checkout

Private charming home w Fenced yard and fire pit

Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

Kitchen · Indoor spaces · Laundry

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!

Family · Kitchen · Location

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.

Family · Kitchen · Bathroom

* 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.

Family · Kitchen · Decor

Walk To Oregon District -Perfect For Family Groups

Located in the vibrant Oregon District of Dayton! Perfect for families and large groups looking to explore the area or prepare for special events like weddings . With ample space for everyone, this home blends modern amenities with historic charm 🏡. Nearby attractions include: Oregon District (restaurants & shops 🛍️), Dayton Art Institute 🎨, National Museum of the U.S. Air Force ✈️ (15 mins away), Miami Valley Hospital 🏥 (5 mins), University of Dayton 🎓, and Day Air Ballpark ⚾.

Family · Kitchen · TV

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

Kitchen · Family · Sleep quality

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!

Kitchen · Indoor spaces · Pets

Downtown Lux Stay with Pool

This HUGE luxury 5,000+ sq ft home is the perfect getaway. Close to all downtown wedding venues (The Steam Plant, Brightside, The Lift, Dayton Arcade, etc.) Comes with a huge backyard space with an in-ground heated pool (10 ft deep), fire pit, outdoor dining, and attached gravel parking lot. This home is adorned in Gucci wallpaper and the finest finishes around; not one detail was spared. Perfect for photo ops!

Family · Kitchen · Quiet

Tiny Home fit for a King: Near Belmont Park!

Welcome to Tiny Home for a King, a stylish 472 sq. ft. retreat in Dayton perfect for solo travelers or couples. This thoughtfully designed space blends modern amenities with charming details, offering a cozy and comfortable atmosphere ideal for relaxing, recharging, or simply feeling at home. Everything you need for a memorable stay is right here in this tiny but inviting haven.

Indoor spaces · Kitchen · Getting around