Family-Friendly rentals near Little Italy

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Top-rated family-friendly rentals near Little Italy

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious outdoor area features a jacuzzi next to a dining table with chairs and an umbrella. Stone flooring surrounds the space, while a brick wall provides a rustic backdrop. Decorative lighting adds a calming touch to the environment.
Vacation home in Little Italy
5 out of 5 average rating, 267 reviews

New Cleveland Apt: Little Italy! Massage&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated just minutes from downtown and University Circle. Complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation rental delivers all the essentials so you can spend more time relaxing and exploring. Nearby Case Western University, UH Hospital, University Circle, Cleveland Museum of Art, Cleveland Clinic, Severance Hall, Botanical Garden, and much more!!

Top guest favorite
A loft-style bedroom features a spacious bed with light bedding, set against blue and white walls. Natural light enters through a window, and a small lamp illuminates a bedside table. A textured area rug adds comfort to the hardwood floor.
Home in Cleveland
4.98 out of 5 average rating, 582 reviews

Cozy + Bright Lakeshore Cottage

Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

Top guest favorite
A bright living room features a cozy orange sofa paired with two armchairs adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a decorative rug. Natural light filters through the windows, enhancing a welcoming atmosphere.
Apartment in Cleveland Heights
5 out of 5 average rating, 189 reviews

The Farmhouse - 1 Bdrm Apt in a Great Location

Welcome to this 2nd flr 1 bd/1 ba private apartment in a charming 1880s farmhouse located in a friendly walkable neighborhood. Full kitchen with all you need to make your own meals, washer/dryer and separate office inside the unit. Free off-street parking. You are only: 5 min walk to Starbucks, a variety of restaurants, bars, shops, trails 5-10 min drive to Cleveland Clinic, University Hospitals, Case Western, museums, parks, Little Italy and more 15 min drive to major attractions and Lake Erie

Guest favorite
A vibrant living area features a blue couch adorned with yellow cushions and a red decorative pillow. Colorful wall decor made of greenery and flowers adds a cheerful touch above the couch. Natural light is filtered through red and white curtains at two windows, enhancing the inviting space.
Apartment in Cleveland Heights
4.81 out of 5 average rating, 122 reviews

The Cozy Zen

Explore Cleveland from this historic brownstone located in the center of iconic Cedar/Fairmount / University Circle! Filled with light & modern decor, this apartment is in walking distance to UH & CC hospital; the best landmark, restaurant & shops. Less than two miles from University Circle & only seven miles from Downtown Cleveland. There is so much to see & do, all within walking distance from this home. Can’t wait to meet you in Cleveland Cedar Fairmount / University Circle! NO PETS ALLOWED.

Top guest favorite
A modern kitchen area features gray cabinetry and a stainless steel sink, complemented by a sleek, dark countertop. A black stove and microwave are seen, alongside a refrigerator with a textured finish. White tiles line the backsplash, reflecting light from the overhead fixture.
Home in Little Italy
4.93 out of 5 average rating, 307 reviews

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.

Guest favorite
A cozy studio space is shown, featuring a spacious bed with a light quilt and decorative pillows. A compact kitchen with wooden cabinets and modern appliances is visible, alongside a small blue sofa and a window allowing natural light.
Apartment in Cleveland
4.87 out of 5 average rating, 618 reviews

The Studio at Gordon Square

Fun, cool private space perfect for weekend getaways, business trips & more! Cozy studio in Gordon Square Arts District 2 miles west of downtown in redeveloped area. Close to Lake Erie, Ohio City, Tremont, airport. Comfy queen bed, walk in shower, and kitchen with mini fridge/freezer, cooktop. Large windows with natural light. Pet friendly. Very desirable area. Walk to city’s best restaurants, theaters, galleries, and coffee shops or drive/ride share downtown to sports/theaters. Great value!

Top guest favorite
A spacious living area is presented, featuring a comfortable sofa and a soft area rug. A modern coffee table sits in the center, while a large TV is positioned against the wall. Natural light filters in through sloped ceilings and a nearby window.
Apartment in Cleveland Heights
5 out of 5 average rating, 104 reviews

New! “Modernistic Retreat”

Elevate your stay in this bright, elegant and spacious 3rd floor apartment that offers the perfect blend of tranquility and urban convenience. Less than 10 minutes from Cleveland Clinic, 8 min from Case Western University, 17 min from Rock and Roll Hall of Fame, 18 min from Cleveland Browns Stadium, 20 min from Downtown, 28 min from Cleveland Airport and 45 min from Blossom Music Venue. Moments from charmed local neighborhoods such as Coventry, Little Italy, Cedar Fairmont and Lee Rd.

Top guest favorite
The spacious loft features an open-concept kitchen with modern appliances and sleek cabinetry. Natural light floods the area through large windows, illuminating the subtle brick wall and inviting seating area. Exposed beams add character to the vaulted ceiling, enhancing the room's airy feel.
Apartment in Tremont
4.98 out of 5 average rating, 243 reviews

Perfect Studio Apartment in Heart of Tremont.

Enjoy your stay at this modern and newly updated, energy-efficient, spacious loft in the heart of Tremont, just a minute’s walk from all the bars, restaurants, cafès, parks, and vintage stores. Enjoy vaulted ceilings, central AC, a private furnished patio, the convenience of an in suite washer and drier, and a Nespresso coffee machine that is a coffee lover’s dream. The unit includes off-street parking for a small to medium sized car. We are pet friendly on a case-by-case basis.

Top guest favorite
A welcoming entrance leads to a sunny sitting room featuring a blue sofa beside a wooden rocking chair. A small side table with a lamp is visible near a large window framed by soft curtains, allowing natural light to enter the space.
Guest suite in Cleveland Heights
4.96 out of 5 average rating, 510 reviews

Private Victorian suite with two rooms and a bath

You’ll love this newly remodeled third floor suite in our large century home located near Coventry Village/University Circle/Cleveland Clinic. The private suite with separate entrance and stairs has an air conditioned large bedroom with a firm queen bed, a sunny sitting room with a futon and a bathroom (shower) finished in Victorian ornate wood trim! Off street parking is in the rear. Our place is great for couples or business travelers, and the futon can sleep a child on.

Top guest favorite
The kitchen features contemporary cabinetry and ceasarstone countertops. Stainless steel appliances are visible, including an oven and a microwave. Lively decor elements like plants and colorful dishware adorn the shelves, enhancing the space alongside two large windows that invite natural light.
Apartment in Cleveland
4.96 out of 5 average rating, 160 reviews

Cozy Heights Retreat-Walk to Restaurants

Refurbished triplex in the historic Cedar-Lee district. Swanky kitchen with ceasarstone countertops, cooktop, toaster oven, microwave & fridge. Modern bath with walk-in shower. Walk to the end of the street for some of Cleveland's best dining. Cain Park is less than a mile away. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, playing loud music and being disruptive in a way that violates the city of Cleveland Heights noise ordinances.

Top guest favorite
The exterior of a charming brick carriage house is showcased, featuring a steeply pitched roof and large, shuttered windows. Lush greenery surrounds the entrance, with flowering plants visible near the driveway, providing a welcoming ambiance on the sunlit day.
Guesthouse in Cleveland Heights
4.98 out of 5 average rating, 502 reviews

Clean and Cozy Carriage House Getaway

Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

Top guest favorite
A cozy living space features subdued green walls and warm wood floors. A plush sofa and textured throw invite relaxation. A dining area with seating for four is visible, while the adjacent kitchen is softly lit, enhancing the homey atmosphere.
Apartment in Little Italy
4.94 out of 5 average rating, 133 reviews

Invidiosamente Verde #3 *Family Run*

Located in Cleveland’s historic Little Italy, my two-bedroom, one-bath units are steps from Mayfield Road’s restaurants, bakeries, and galleries, with easy access to University Circle, Case Western, and the Cleveland Clinic. Hosting since 2011, I personally manage everything to provide a level of care big companies can’t match. I’m always improving my spaces to ensure a comfortable stay—if something’s missing, just let me know!

Popular amenities for family-friendly rentals near Little Italy

Quick stats about family-friendly rentals near Little Italy

  • Total vacation rentals

    Explore 30 vacation rentals in Little Italy

  • Nightly prices starting at

    Little Italy vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,950 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Little Italy vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Little Italy rentals

  • 4.8 Average rating

    Little Italy stays are highly rated by guests—averaging 4.8 out of 5!