Apartment holiday rentals in Pepper Pike

Cozy Apartment in Charming Village

Cozy apartment with private entrance attached to historic house. Central location in this charming tourist village of Chagrin Falls, a short walk to the natural waterfalls, over 20 great restaurants, two ice cream shops & boutique shopping. Low ceilings & compact bathroom, but full kitchen and parking for one car. Non-smokers only. No pets - out of consideration for future guests. Guests must be able to climb stairs to access apartment. Air conditioning is available during the summer season.

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.

Residential Apartment w/Drumkit

Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

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.

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.

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.

Brandywine Falls Hike, Bike & Relaxation Suite

Private comfortable suite in the beautiful Cuyahoga Valley National Park. Mid-way between Cleve. & Akron. Adjacent to miles of paved walk/bike trails. Bring your bike or use rentals nearby. Visit historic villages of Hudson & Peninsula. Fine dining. Quiet Country estate setting. 5 minute walk to spectacular Brandywine Falls or rest your feet on the ottoman. Spring, Summer and Fall foliage is stunning. Among Ohios most beautiful sight seeing areas.

On The Falls #2

Best location in Chagrin Falls! Spectacular sweeping views of the famous Chagrin Falls out of every window. It's hard not to stare out the window for hours as you become immersed with the view and the sounds of falling water. This aparment is above the Starbucks in town and is a staircase away from everything downtown Chagrin Falls has to offer. Come dine at the amazing restaurants, shop all the styles at eclectic shops and soak up the views!

Nordic Cabin Loft: Free Parking!

Welcome to the Nordic Cabin Loft! Enter your private suite from the rear entrance right from your private parking space. This suite was specially designed with short term stays and travelers in mind. Just 1.5 walkable blocks from the heart of downtown Lakewood. Walk to plenty of bars and restaurants, coffee shops, small boutique and specialty shops that make Lakewood stand out. Only minutes fro most major highways in Cleveland.

The Mill House

The Mill House, built in 1890, sits in downtown Chagrin Falls, a former mill town with a history of 9 mills powered by the Chagrin River. Settlers in the mills' early days lived in the village's old homes, inspiring the name "Mill House." Nearby, you'll find restaurants, coffee shops, stores, a grocery, pharmacy, the famous popcorn shop, waterfalls, and the historic Chagrin Falls Hardware. We only accept guests that have reviews.

Next 2 Christmas Story House/Tremont/5min downtown

Located 3 doors down from famous Christmas Story House Museum. Unit is fully renovated with high end finishes to accommodate up to 5 Airbnb Guests. Located in a duplex. This is upstairs unit and has private entrance. Open floor kitchen with custom made concrete countertop, full set of stainless steel appliances. Has dinning room, living room, laundry facilities on the side 2 full bathrooms and 2 bedrooms. Cable Tv and Wifi.

The Maproom Room | 10 Mins to Cleveland Clinic, UH

🗺️ Map-themed studio • Sleeps 2 ✨ Fully renovated • Clean + modern ☕ Kitchenette • Coffee maker • Microwave & Instapot 📺 Smart Roku TV + streaming apps 🚗 Off-street parking for midsize cars (1 spot) 📍 10 min to Cleveland Clinic + University Circle Modern comfort meets world travel charm in this map-inspired studio apartment — thoughtfully designed and ideally located near Cleveland’s best cultural attractions.