House holiday rentals in Shaker Heights

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.

Location · Family · Decor

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.

Family · Location · Beach

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!

Value · Family · Amenities

Historic Little Italy Garden Apartment

Stylish garden apartment. This retreat blends modern comfort with the vibrant cultural charm of Historic Little Italy. Steps away from shops, restaurants, and lively bars. Wade Oval Park is a nearby cultual hub, home to The Art & Natural History Museums and Botanical Gardens. Easy access to Case Western Reserve, Cleveland Clinic and University Hospital. Walk to the beautiful Lakeview Cemetary or take transit downtown to 4th street. Perfect for short or long stays. Book for a memorable time.

Location · Value · Solo travel

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

Location · Family · Hospitality

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

Value · Location · Check-in

Coventry Village -Hampshire Rd.- Upper

Up and down duplex, just up the hill from Little Italy, CWRU, Cleveland Clinic, University Hospitals. 15 minutes to downtown-Quicken Loans Arena. Walk to Coventry restaurants, shops, music, groceries​, venues, and family-friendly activities. You’ll love our place because of the Front Porch and Tree Lined Street. Great for Families, business travelers, couples, and students. Family owned home for over 30yrs. This is an older home in great condition!

Location · Family · Access

Finland House CLE| Boutique Retreat with Hot Tub

Finland House CLE is a thoughtfully curated boutique retreat in Cleveland, near Edgewater Beach, Lake Erie, and the West Side Market—ideal for guests who value comfort, style, and calm. Enjoy a private hot tub, chef-ready kitchen, spa-inspired bathrooms, and beautifully styled bedrooms. This welcoming home offers an elevated, relaxed stay with cozy gathering spaces and easy access to Cleveland’s best attractions.

Location · Value · Amenities

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 · Location · Wi-Fi

Charming Classy King Bed Suite 10min to CLE Clinic

Forget your worries in this spacious and serene space. Third floor walk up suite with one bedroom, one bath, full kitchen and separate living room. Tons of amenities: - Coffee, decaf, tea, cream, sugar - Luxurious linens, tons of pillows, soft towels - 50-inch flatscreen with Netflix, Disney+, Amazon Prime, Roku - Fast Wi-Fi - Outdoor grill and tools, fire pit, patio furniture

Location · Value · Indoor spaces

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.

Location · Family · Kitchen

Cozy Mid-Century Modern University Heights Getaway

Welcome to our meticulously re-imagined mid-century modern space, where relaxation and style harmoniously come together. This property has undergone a complete top-to-bottom renovation, ensuring that every aspect is refreshed and revitalized. With plenty of space to unwind and recharge, you can truly kick back and enjoy your stay.

Location · Value · Nearby