Holiday rentals with outdoor seating in Shaker Heights

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

The"Wolf of Tremont"-Golf Sim+Game Room+85 in tv!

Welcome to the "Wolf of Tremont" an exclusive and extravagant rental property in Cleveland that offers an immersive experience of Luxury + Entertainment in Heart of Tremont. Offering the 1st and only Golf Simulator in Cle! The Wolf of Tremont offers 3,000 Sq ft of livable space including 4 Bedroom, 2.5 baths and can fit up to 12 guests!This extraordinary Airbnb promises an unforgettable stay which offers a unique 2nd floor game room with Pool table, Shuffle Board, Darts, 85 in tv and Wet Bar.

Awesome 2 Bedroom Unit w/ Hot Tub and Fenced Yard

Enjoy your stay at this stylish and updated unit in the heart of Tremont, just a minute’s walk from all the bars, restaurants, cafès, parks, and vintage stores. Enjoy central AC, two bedrooms, a nice workspace area, open spaced kitchen and living room, and a Nespresso coffee machine that is a coffee lover’s dream. Relax and enjoy the jacuzzi on the back deck!! We are pet friendly on a case-by-case basis and have a complete fenced yard with easy access to shared backyard through sliding doors.

Scandinavian Style Bungalow

✨Featured on HGTV House Hunters!✨ This Scandinavian styled home features a bright space with natural wood touches throughout. There is a well-equipped kitchen with essential cookware. The home is small, minimalistic, and cozy complete with a private porch out front and a private driveway for easy parking. Perfect for an intimate getaway for two. Sitting on a quiet alley, the home is steps away from coffee shops, restaurants and breweries. It is a short 5 minute drive to downtown Cleveland.

Huge 3BR, Garage Parking; Ideal for Long Term Stay

Bring the whole family to this huge suite w/ plenty of room for a long-term stay. You’ll have the entire 2nd floor of a gorgeous century home, with new appliances. - One garage parking space included - King Bed; two sets of twin trundles; crib; rocking chair - Free laundry - Luxurious sheets, brand new mattresses - Private front porch - Backyard with fire pit, grill & seating - Coffee/ decaf, tea, and basic spices provided - Fully stocked kitchen - Walkable neighborhood, great park nearby

Tremont Elegance | Luxury Home w/ Theater & Patio

✨ Luxury Tremont home • High-end finishes 🛏 Spacious bedrooms • Sleeps groups & families 🍳 Chef’s kitchen w/ premium appliances 🎬 Private theater room w/ streaming 🛋 Modern comfort + blackout curtains 🛁 Spa-like bath w/ soaking tub & rainfall shower 🌳 Large backyard & patio for gatherings 📍 Walk to dining, art & green spaces in Tremont 🏟️ 10 min drive to Rock Hall, downtown stadiums, & lakefront You will love our serene retreat in one of Cleveland’s most desirable neighborhoods!

Cottage52

Welcome to Cottage52! Our updated urban cottage in Detroit Shoreway is the perfect landing pad for visits to Cleveland. Shopping, restaurants, events all nearby or short uber drive. Full kitchen with snacks and drinks. Two private bedrooms, two full baths to spread out as couples, or a family. Quality finishes, comfortable bedding + unique furnishings. Enjoy the front porch or side patio. Fenced yard. Pets ok w deposit. Ring cameras at back door and side yard. Parking. Central Air.

Cozy Heights Oasis-Walk to Restaurants

Private and cozy second floor 2 bedroom spacious unit in the Cedar-Lee district of Cleveland Heights. Completely refurbished. Walk to restaurants on Lee Road or Cain Park. Open the windows and listen to a chorus of birds-a true oasis from the hub-bub. A private patio and outdoor living right off the living room. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, loud music and disruptive behavior that impacts neighbors or guests in other apartments.

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

Twin of West Saint James

This unique property is located in the heart of the Cedar Fairmount Historical District of Cleveland Heights. Built in 1919, an era when no detail was left out, even in homes built for the rental market. This house attaches to my other rental property West Saint James. The grand duplex offers light filled spaces, and fresh updated kitchens in both suites. They are entirely separate spaces but would work beautifully for a very large family gathering if renting both sides.

Modern Home in Cleveland

Renovated in 2021, this home's unique industrial touches add to its modern look. The home includes 3 bedrooms, featuring king, queen, and full size beds. There is a futon in the basement and a living room couch that can accommodate two additional people. The home is spacious, offering two areas for people to lounge, one on the first floor and the other in the basement. The basement includes a television, "bar" area, and a workstation.

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!