
Holiday rentals in Pepper Pike
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pepper Pike
Guests agree: these stays are highly rated for location, cleanliness and more.

Cottage in the Village * Walk to shops/restaurants
This cute little century home (1000 sq. ft.) is located on a quiet street just steps from the shops and restaurants in the village. Park your car and walk to the falls, grab a bite to eat, and explore. Back at the house, grab a book and read on the covered front porch, or relax in the sun on the back deck. The lower level yard has a fire ring to roast marshmallows and a circular staircase leading up to a playhouse for the kids. This cozy spot is the perfect place to be to explore Chagrin Falls!

Star Wars–Themed Home w/ Arcade | Family-Friendly
Enjoy your stay at a newly updated Star Wars–themed family home! Surrounding Locations: - Cleveland Clinic | 20 mn - Pinecrest | 6 mn - Beachwood Place | 10 mn - Legacy Village | 10 mn - Hopkins Airport | 20 mn Housekeeping/Guidelines: - Before check-in, the unit will be thoroughly cleaned and inspected. - We ask you to treat our Airbnb with respect as if it was your own. - Damaged/Stolen items = Additional Fees. - The home's security code will be issued upon the reservation date. - No Smoking!

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.

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.

Bell Street by the Falls
This 1100 sq ft gem is located just 3 blocks from the center of town and the historic Chagrin Falls viewing area. The original structure features exposed hand cut beams from the 1800's and its charm continues down to the rustic flooring. After appreciating the historic elements, you'll enjoy the remaining areas that have been completely updated and ready for your enjoyment and relaxation. Sip your coffee from the front porch or walk to shopping and dining. You cannot beat the location!

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.

Historic District 2BR on 2nd Floor near CLE Clinic
Get comfy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 2nd floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ 2 Comfy Bedrooms w/ Queen Beds ✔ Relaxing Living Area ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

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.

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!

Little Black Cabin in the woods
We have a 900 sq.ft. , log cabin in the woods. The woods of Solon, OH. A southeast suburb of Cleveland. The cabin has 2 bedrooms, each with a queen bed and lots of built in cabinets. They share full bath. As you enter the mud room, to the right is a laundry room with washer & dryer, straight ahead the great room complete with a stone fireplace lots of windows and a small functional kitchen. Welcome to your home in the woods!!

Tremont • urban cottage
-Cottage size / urban vibe- Private, Secure & Convenient location w/ off street parking! block steam shower w/heated towel bar. polished concrete floors/Italian pro kitchenette /washer dryer combo. Check out our other Airbnb listing right next door! Tremont • urban flat https://www.airbnb.com/rooms/45341618?viralityEntryPoint=1&s=76

Fabulous Fairmount Retreat
Enjoy a charming, sunny home located in the heart of The Heights across from an acclaimed French bakery and buzzing Parisian style bistro. Walk to shops or the Shaker Lakes. Perfect spot for visits with family, or access to local universities, the Cleveland Clinic or University Circle museums and cultural institutions.
Popular amenities for Pepper Pike holiday rentals
Other great holiday rentals in Pepper Pike

Save 28%: Act Now Cozy Winter Cabin Retreat

Nature’s Nook

Swanky Mid-Modern Hideaway-Walk to Restaurants

Century-plus Summer Cabin - The Perfect Getaway!

Full House in the Heart of Beachwood!

Home away from home 5

Beachwood 2 Bedroom: King Bed

Cozy, Spacious & Charming 3BR Home - Yard/Deck!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Cleveland Browns Stadium
- Progressive Field
- Rock & Roll Hall of Fame
- Pro Football Hall of Fame
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Gervasi Vineyard
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Case Western Reserve University
- The Arcade Cleveland
- Debonné Vineyards
- Playhouse Square
- Huntington Convention Center of Cleveland
- Cleveland Museum of Art
- Edgewater Park Beach




