Family-friendly holiday rentals in Riverside

4.96 out of 5 average rating, 315 reviews

Bungalow in Dayton

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.

4.97 out of 5 average rating, 138 reviews

Barn in Beavercreek

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.

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!

4.89 out of 5 average rating, 485 reviews

Air Force Museum Getaway! WPAFB & Downtown too...

The best place to stay when visiting the National Air Force Museum. It's open year round, entrance is free, and you even can walk there if you want :) You will also be very close to all the Wright Patterson AFB entrances and only 5 minutes to Wright State University, only 10 minutes to the Nutter Center (for watching various shows) and Downtown Dayton - including the Oregon District, University of Dayton, Schuster Center, Miami Valley Hospital, and others. Perfect for vacation or work!

4.95 out of 5 average rating, 228 reviews

Guest suite in Fairborn

Pvt Basement Apt w/Kit all Incl. Near WPAFB & WSU!

*NO CLEANING FEES!!!* Fees are ridiculous and nobody likes them. That’s why we DON’T charge cleaning fees!* Military ALWAYS Welcome! Beds: 1 Queen Bed 1 Twin Sofa Bed Rollaway bed is avail $10/night Snack Bar All Day! Relax in this basement unit that comes fully furnished & all inclusive. You share the same entrance to the main part of the house with the homeowner but the unit itself including kitchen, bathroom, bedroom etc. is private. The unit closes off to the rest of the house.

4.97 out of 5 average rating, 456 reviews

Guest house in Fairborn

The Cozy Cabin at The Armstrong Homestead

Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

4.92 out of 5 average rating, 135 reviews

Hazelton Homestead: Near UD Arena & Nutter Center

Discover our beautifully remodeled home in a serene neighborhood. Perfect for business travelers, nurses, relocating professionals, families, & friends seeking a peaceful getaway or extended stay. Enjoy ultimate convenience: 10 min to WPAFB, 5 min to Air Force Museum, 8 min to Soin Medical, 12 min to Dayton Children's, 15 min to WSU, 5 min to Fairfield Mall. A spotless, centrally located base with rapid access to all Dayton's vibrant hotspots. Book your unforgettable stay!

Superhost

Apartment in Dayton

4.92 out of 5 average rating, 141 reviews

Renovated Gem in Historic Huffman

Renovated in 2021 and fully Refreshed in 2025, this unit has luxury & comfort in mind. Perfect for a romantic getaway, exploring Dayton or passing through to your next destination. Nestled in charming Huffman Historic, we're a short distance from the vibrant Oregon District, UD, downtown and all Dayton has to offer. This condo is a short drive to major employers, including WPAFB, and by several highways. **Please read house manual prior to booking**

Superhost

4.85 out of 5 average rating, 267 reviews

Cozy 2BR | Fenced Yard & Fire Pit | Walk to UD

Relax in this charming two-bedroom bungalow, nestled in historic South Park, just minutes from the Oregon District and Dayton’s best dining and nightlife. Enjoy all the comforts of home with a washer/dryer, a fully stocked kitchen, and a private fenced backyard - perfect for evening drinks around the fire pit! Centrally located only a short walk or Uber to UD, Miami Valley Hospital, and Downtown Dayton.

4.93 out of 5 average rating, 204 reviews

Updated home in Dayton with low fees!

This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

4.9 out of 5 average rating, 132 reviews

Petite Paradise: Near Belmont Park!

Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!