Holiday rentals with a pool in Yellow Springs

Sunnybrook Hot Tub Pool House near YellowSprings

Lovely enchanting, peaceful, relaxing brick ranch nestled on a large private fenced in cul-de-sac of nature located in the sleepy little Village of Enon, Ohio. Awake to birds chirping as the dawn of day streams sunlight into the family room. Enjoy the view of deer frolicking in the open field near the tree line as you sink into the Master Spa hot tub with your morning beverage. Cool off in the 28 ft. long oval pool. I-70/I-675/ 3 miles YELLOWSPRINGS 6 miles Fairgrounds Antique Barn 8 miles

Family · Value · Hot tub

Carey Villa, Full basement Suite

The entire basement belongs to you! The upstairs is occupied. Two bedroom, 3 beds, full bath, kitchenette with nearly 2000 sq ft. Separate entrance for your privacy, with outside pool, patio and grill. Peaceful, country setting near Washington Ct Hse, Jeffersonville, Outlet malls, new Honda plant, McKesson, and Miami Trace and Washington City Schools. All of these can be reached within 10 minutes or less. Also 10 minutes to I 71, 8 minutes to I 35. Come for events, work or a weekend getaway.

Family · Kitchen · Comfort

Chill & Grill: Poolside Retreat with Hot Tub Bliss

Welcome to your perfect getaway! This spacious three-bedroom retreat comfortably sleeps up to eight guests. Enjoy movie nights in the dedicated theater room, stay active in the workout room, and unwind in one of three well-appointed bathrooms. Step outside to relax by the inground heated pool or soak in the hot tub. The outdoor grill and fire pit make for delightful evenings under the stars. Located in a quiet, safe neighborhood, our home offers private parking. Pool closes annually 10/31.

Location · Family · Bathroom

Charming, Comfy, Small Town (Big Feel) Trailer-#54

Perfect for 2 adults (3 adults max!) and your brood. Stay in this one of a kind, newly refurbished travel trailer. Very private area situated just 8 miles from downtown Springfield and less than 40 miles from downtown Columbus. Pool access. Plenty of recreational options including volleyball, basketball, shuffleboard, playgrounds, hiking trails, miniature golf, horseshoes, fishing pond and a 9-hole disc golf course. EV charging available via NEMA 14-50. Plus, a small dog park & no pet fees!

Family · Nearby · TV

Modern Remodel Steps to Downtown, Glen, & Antioch

Just one block from downtown, Glen Helen Nature Preserve, Antioch College, and the bike trail, this space full of natural light will be the perfect basecamp to explore our quaint village… or to simply do nothing and relax. The Yellow Springs Village Cabin is crisp and clean like a hotel, with space, character, and amenities like a well-appointed home. It’s a quiet, comfortable retreat with easy access to everything YS has to offer. Plus, a pool (open ~May-Oct) and year-round hot tub!

Family · Location · Comfort

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.

Family · Location · Condition

Unique 1917 Mansion with outdoor Pool on 6 acres.

Elevate your experience with a stay at our exquisite 1917 historical landmark mansion, where esteemed guests such as Eisenhower, FDR, and the King of Belgium once stayed. This luxurious mansion is nestled on 5 acres of private land. Step into a world of refined elegance With spacious living areas, opulent furnishings, and stunning architectural details. One of the highlights of our property is the outdoor pool, providing a perfect spot for relaxation and leisure.

Family · Value · Amenities

Comfortable, Clean Guest House

The Red Barn Cottage is the perfect family or traveling professional home base in North Dayton (Vandalia/Butler Twp). With a king bed on the first floor and two twins upstairs, it’s cozy yet spacious. Kids can play under tall trees on the 2-acre property while parents enjoy peace of mind. And right next door, no car required, is Jerardi’s Little Store, a deli and market with the area’s best wine and beer selection Pool availability is weather dependent

Location · Family · Comfort

New Inground Pool! Pet Friendly with fenced yard.

Relax in total comfort with your family, and let your group enjoy a nice private backyard oasis with a furnished patio and pool. This property has a crystal clear pool, patio, newly renovated interior, fully equipped laundry, and more. A blend of comfort, modern style, and convenience greets you as soon as you enter our home. While decorating this inviting retreat, we have worked hard to create a home away from home feeling for you and your guests.

Value · Location · Indoor spaces

Luxury Family Retreat

Have fun with the whole family at this stylish, spacious retreat! This 4-bedroom, 2 full bathrooms and 1 half bathroom home sleeps up to 10 and features bunk rooms for kids, a luxury outdoor living space with a motorized pergola and screened patio, fire pit, basketball court, and seasonal pool. Located near Dayton Airport, Wright-Patt AFB, universities, concerts, and charming Tipp City—perfect for families, groups, and getaways.

Family · Location · Getting around

Peaceful Apartment with Pool and Gym 2

Our accommodations are perfect for work travel to the Dayton area. Full Gym and Pool onsite! Located on the 3rd floor of a Colonial brick building, this spot includes a fully furnished kitchen, cable, high-speed WiFi, and a balcony. With close interstate access to I-75, guests can be anywhere in Dayton within 20 minutes or less. Warm, inviting, and bright; this sunny condo is perfect to call home during your extended travels.

Location · Family · Indoor spaces

Hot Tub | Cozy 2BR | Near State Park

🏡 Cozy Retreat on Karr Street — Private Heated Pool, Hot Tub & Nature Escape Escape to this cozy Springfield retreat featuring a private heated pool, relaxing hot tub, and fire pit under the stars. Enjoy a fenced yard and a fully equipped kitchen — just 5 minutes from CJ Brown Reservoir, Buck Creek State Park, and Gallagher Fen Preserve. Perfect for couples, families, or nature lovers looking for a peaceful getaway!

Location · Value · Outdoor spaces