Family-friendly holiday rentals in The Village of Indian Hill

Entire House Private Retreat on Little Miami River

Enjoy our newly remodeled beautifully furnished home right on the national scenic Little Miami River only quarter mile from the Loveland Bike Trail. Amazing views with access to canoeing, kayaking and biking. Sit on the deck and enjoy the privacy of the front yard. Huge comfortable family room. Fully stocked kitchen. Situated between Loveland, Milford, and Montgomery. 3 mile bike ride to Milford, 6 to Loveland, to enjoy local entertainment areas. 1.7 miles to I-275, 12 to Kings island

The Cafe Studio- Retreat above Local Coffee Shop

The Cafe Studio is located above The Madison Place Coffee Shop found on the main thoroughfare of Madison Place. Fully renovated, this comfortable studio apartment will be your home away from home. With hardwood floors, stainless steel appliances, this open-concept living space will be perfect for your weekend getaway or week of Cincinnati adventures! It's within walking distance of many restaurants, a movie theater and parks, and within 30 minutes of many museums, local amusements, and more!

The Estate Loft in Downtown Milford

This is a private, fully equipped, and very comfortable upstairs apartment in the shopping district of Downtown Milford. You'll be walking distance to specialty restaurants and unique shops in an awesome downtown with plenty to do and plenty to see. Compared to a hotel, this is an executive suite at a great price and excellent location. Fast, reliable, private WiFi if you need to bring the office. Every amenity we could think up is provided. Our nearly perfect reviews happen for a reason.

Walk Everywhere-Large Deck-Fire pit-10 min 2 DT

Welcome to our beautifully renovated home on Drake Ave, located in one of Oakley’s most desirable streets! This charming home is full of character and offers 3 cozy bedrooms and 1.5 bathrooms, all beautifully designed for your comfort. Enjoy the fully fenced-in yard, a huge deck with a grill, and a firepit—perfect for those relaxing evenings. Plus, you’re just a short walk from a variety of restaurants, shops, grocery, bars, the Wasson Way Trail, & even Hyde Park Square & Oakley Square!

Turtle Ranch: Central, clean, comfy beds.

Come stay with us when you visit family in town. You will love how convenient you are to all things in Cincinnati in this central location right off exit 9 of I-71, close to Oakley, Kenwood, and Mariemont. The ranch home is well-maintained and clean with comfortable accommodations. It offers open concept living, a beautiful large yard, and a gaming basement to unwind. Guests love our fully stocked kitchen with everything you need to cook. Perfect for small families and snowbirds.

Tranquil Oasis 2BR/2BA with King Bed & Coffee Bar

Escape to our charming 2-bedroom, 2-bathroom Airbnb located in the serene suburbs of Cincinnati! Our home offers comfortable beds, a pillow bar to choose from, two clean full bathrooms, and a fully stocked kitchen. Unwind in the cozy living space or sip your morning coffee from our fully stocked coffee bar. Just a short drive from downtown Cincinnati, our Airbnb provides easy access to local shops, restaurants, and attractions while offering a quiet respite from the city bustle

Historic, Downtown Milford Private One Bedroom Apt

Clean, comfortable, one-bedroom apartment on Main Street in historic downtown Milford. 30 min drive to downtown Cincinnati. Apartment sits directly above Harvest Market, a specialty market with coffee bar, smoothie bar, prepared foods, snacks, craft beer, wine and more. Enjoy free coffee or espresso drinks during your stay. Walk to restaurants, brewery, shops, parks, the Little Miami River, or bike on the Little Miami Scenic Trail. Bike rentals across the street.

Walk to Downtown Loveland, Porch, Fire Pit, Coffee

DISCOUNT for multiple nights (not including Airbnb's service fee) & $0 Cleaning fee Includes: - coffee bar - smart TV, board games - screened porch - free private parking - patio with lights and fire pit - secured bicycle storage available in garage - corn hole set Walking distance (5 minutes) to revitalized Historic Downtown Loveland and Little Miami Bike Trail. Restaurants, Canoe/Kayak Rental, Park/Playground, Bike Rentals. Close to Kings Island and Tennis Venue.

Sunlit Open Kitchen • Walkable Oakley Stay

Oakley is one of Cincinnati’s most hip, walkable neighborhoods—full of local shops, cafés, and tree‑lined streets. This is the upper unit of a two‑unit home, so you may hear some sound transfer from the downstairs apartment. This upstairs space features a cathedral ceiling with exposed beams, high-end appliances, and an open layout. The bathroom includes a walk‑in shower and a marble-floored floor. Located at the end of a quiet cul‑de‑sac, the private patio.

Private Dog-Friendly Home w/ Fenced Yard & Parking

Private, renovated home with fenced yard — perfect for relaxing stays Enjoy a comfortable, recently renovated space with a fully fenced yard, private keyless entry, and off-street parking. This dog-friendly home sits on a rare double city lot, offering peace, privacy, and room to unwind. Conveniently located just minutes from downtown Cincinnati with easy highway access, the home is close to great restaurants, breweries, shopping, and parks. (Dogs only; no cats.)

3BR Hot Tub Retreat Near Cincinnati Attractions

Hot Tub • Sleeps 7 • Quiet Retreat Welcome to our relaxing Anderson Township retreat — tucked into a quiet neighborhood, yet conveniently located near many of Cincinnati’s most popular attractions. Whether you're planning a girls’ weekend, visiting family, heading to a Riverbend concert, exploring the Ark Encounter or Creation Museum, or simply looking for a comfortable place to unwind, our home offers the perfect balance of comfort, convenience, and calm.

spacious 2000ft²+•free onsite parking•king•air hoc

Newly renovated 1950s ranch style home on large city lot. Keyless Entry ∙ Off-Street Parking ∙ Fioptics 400 Mbps (FHSI) Mesh Wi-Fi ∙ x5 4K UHD TVs (43-75”) w/ Netflix/FuboTV ∙ Keurig Coffee Machine ∙ Air Hockey ∙ Charcoal Grill ∙ Full Size Washer/Dryer4 <3 mins to Kroger, Chipotle, Walgreens and more! Add my listing to your wishlist by clicking the ♥ in the upper-right corner.