Family-friendly holiday rentals in Shaker Heights

Urban Farmhouse

Relax in our cozy farmhouse. Home is older that comes along with squeaky stairs and charm of an older home. Great location that is walkable to grocery (Whole Foods, Walmart, Target) restaurants, and coffee. Close to everything but tucked into a nice neighborhood. Absolutely NO animals or service dogs due to health issues. For weekend bookings we require a 2 night stay. Also, please note that the bathroom is upstairs not on main level. We also just got a pack and play for guest with infants.

Indoor spaces · Family · Parking

In the heart of Little Italy! Free Parking! 3BR-UP

Enjoy your stay at this centrally located - upper unit- in a two-family home in Little Italy. Apartment is complete with a well-equipped kitchen. The living room includes comfortable seating for 6, a smart TV, 3 poufs & coffee table - so that ALL may rest their feet from a long day, modern furnishings and a washer/dryer/linen closet. Each bedroom includes USB plugs in the lamps, alarm clocks with sound machines, blackout curtains, ceiling fans, Smart TVs, "ultra-quiet" ACs, desk, chair & mirror.

Kitchen · Family · Getting around

The Worlds Cozy Nest

Rest and relax in this calm, stylish space. Sitting right in the heart of one of Cleveland’s most prestigious, safe suburbs, University Heights. This cozy home is Less than 15 minutes from Cleveland clinic and University hospitals main campus. Walking distance from plenty of shops and restaurants and less than 10 minutes from Legacy Village and Beachwood Mall, two of Clevelands premier, upscale shopping areas. This house has been newly renovated and comes equipped with all essentials plus more!

Indoor spaces · Family · Heating

2nd Floor Semi Private Apartment Cleveland Heights

Near East Side. 2nd floor apt. private bed rooms, bath, living room and kitchen*, semi-private entrance. Off-street parking, grill & laundry facilities in basement. Close to Case, Cleveland Clinic, Univ Hospital, many museums. Great public trans access. Great for couples, solo or business travelers, small families, motorcyclists, bicyclists, anyone who likes cats. LGBTQ, all ethnicities welcome. Min 4 night stay; requests only within 30 days. (*fridge, microwave, air-fryer, rice cooker).

Kitchen · Family · Access

Rock 'n' Roll Retreat ~15min to DT~8min Cle Clinic

Unwind in this newly renovated 2BR 1Bath Rock n' Roll retreat in a friendly & vibrant Larchmere neighborhood just 15 mins from the Rock 'n' Roll HOF. This 2nd floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for your stay in the Cleveland area. ✔ 2 Comfy Bedrooms w/ Queen-Size Beds ✔ Central Air and Heat ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

Kitchen · Indoor spaces · Check-in

2BR Near Cleveland Clinic | Garage & Patio

Make yourself at home in this bright second-floor apartment in charming Cleveland Heights, just minutes from Cleveland Clinic, Case Western Reserve University, University Circle, and Little Italy. Relax in two comfortable bedrooms, prepare meals in the fully equipped kitchen, unwind on the private screened patio, and enjoy the convenience of private garage parking, high-speed Wi-Fi, and a dedicated workspace. Ideal for families, medical visitors, business travelers, and extended stays.

Family · Kitchen · Comfort

Cozy, deadend street. Close to everything!

*HOUSE IS ntentionally BASIC IN EVERY WAY - THIS IS FOR DOGS FIRST. Intentionally NOT LUXERIOUS. Basic in decor. Furnished with all basics- kitchenware, dishes, pots, pans, silverware. Towels, bedding, etc. Located in the middle of "The Heights", you are within a 1/2 mile to restaurants, bars, movie theatre. Great location for medical residence, as it's close enough to Cleveland Clinic and UH, but in a fun, affordable neighborhood. *NOTE: AC is portable units-not central

Family · Indoor spaces · Biking

Star Wars–Themed Home w/ Arcade | Family-Friendly

Enjoy your stay at a newly updated Star Wars–themed family home- perfect for relaxing getaways, extended stays, or families needing comfortable temporary housing nearby. 📍 Nearby: • Cleveland Clinic – 20 min (medical stays & visits) • Pinecrest – 6 min (dining & shopping) • Cuyahoga Valley National Park – ~20 min (trails & scenic railway) • Downtown Cleveland – ~20 min (museums & sports) • Hopkins Airport – 20 min (easy travel access) 🚭 Smoke-free & pet-free home

Kitchen · Family · Checkout

Gallery House | Near Clinic + Museums

🎨 Artist-curated apartment • Sleeps 4 🛋 Decorated w/ works by local artists (for sale!) 🛏 2 bedrooms • 1 bathroom ✨ Modern & bright 📍 Minutes to Cleveland Clinic, UH & CWRU 🎶 Walk to dining, bars, shopping & Cleveland Orchestra 📺 Smart TV w/ streaming apps 🚗 1 mid-sized off-street parking spot + free street parking Stay in style and surround yourself with Cleveland’s creative spirit — a one-of-a-kind apartment curated by local artist Dawn Tekler.

Kitchen · Family · Laundry

Cozy Home Away From Home

Conni's Cozy Home Away From Home is the perfect place to relax and unwind. Great location! Less than 20 minutes to Cleveland Clinic and University Hospital. Centrally located near Notre Dame college, John Carroll University, and Case Western Reserve University. 6 minute drive to Beachwood Mall and Legacy Village. Short walk to several resturants, grocery store, pharmacy, and Target.

Family · Indoor spaces · Access

Unique Home in Cleveland Heights

This stylish place to stay is perfect for families needing that little extra space. Great walkability to Cedar shops, and cafes. The Doan Brook natural area is a couple of blocks away, an awesome hike, yet right in the middle of the city. The neighborhood is family friendly, safe and charming. Cleveland Clinic, University Circle and Little Italy are all within a 5 minute drive.

Indoor spaces · Kitchen · Decor

Pet-Friendly 3BR Retreat Near Cleveland

🏡 Comfortable 3BR home in quiet South Euclid 🛏 3 Bedrooms • Sleeps up to 6 🐾 Pet-friendly 🌿 Large yard + spacious patio 🛋 Comfortable living room w/ large sectional 🍳 Updated, fully equipped kitchen 📺 Smart TV + fast Wi-Fi 🚗 2-car garage + additional street parking 📍 Convenient to Cleveland Clinic, University Circle & downtown

Indoor spaces · Family · Heating