
Holiday houses in Pepper Pike
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Top-rated holiday rentals in Pepper Pike
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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!

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!*

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.

Light, Bright, and Clean! Close to it all!
Discover our light, bright, and cozy home in a walkable and safe neighborhood! Ideal for traveling nurses, digital nomads, or families new to the city, this retreat has been renovated and furnished with your needs in mind! Travel Times: Cleveland Clinic: South Pointe: 14 min Hillcrest: 15 min Main -University Circle: 15 min Sports & Marymount: 24 min University Hospitals: Main: 14 min Ahuja Medical Center: 14 min The rest within 20! MetroHealth: Cleveland Heights: 7 min The rest within 20!

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!

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!

NEW! Stylish Galactic Getaway
Enjoy your stay at a newly updated Lux Airbnb! 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!

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!

Spacious 5BR Home | Near Cleveland Clinic + CWRU
🏡 About this space 🛏 5 beds • 2.5 baths • Sleeps up to 9 🎯 Two living rooms w/ smart TVs & cable 🍳 Fully stocked kitchen + outdoor gas grill 🌿 Spacious backyard w/ deck, garden & jungle gym 🏀 Basketball hoop + driveway parking 🐾 Pet-friendly! 📍 20 mins to Cleveland Clinic & Case Western Whether you're in town for work, family, or fun, this roomy, pet-friendly retreat has everything you need to relax and recharge!

Spacious Studio | Cleveland Clinic | Free Garage
* Parking garage fully open as of May 2024 * HIGHLIGHTS: Complimentary garage parking, brand-new building that is across from the Cleveland Clinic, Meijer Fairfax Market located downstairs (a full-sized grocery store with a coffee shop and a gift shop), Cleveland Clinic shuttle stop in front of the building, in-unit washer and dryer, private fitness center, night time security staff, and included WiFi. Read more below!

Your Chagrin Falls Village Home Away From Home
Welcome home! This newly renovated home is located on a quiet tree-lined street in downtown Chagrin Falls. Only a 4 minute walk from the restaurants, shops, the falls & the Chagrin Falls Little Theater. Everything you need is right at your fingertips! When you return from your adventures, you can gather in the open concept kitchen & family room or relax on the covered front porch.

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.
Popular amenities for Pepper Pike holiday rentals
Other great holiday rentals in Pepper Pike

A room that is home away from home

Charming Chagrin Falls Home

Central 1BR • Wi-Fi • Gym • Parking • Book today

Beachwood retreat

Family-Run 3BR • By The Clinic • Parking • New APT

*MUST SEE* Spacious Charming Chesterland Colonial

Urban Farmhouse

Modern Industrial Farmhouse Near Chagrin Falls
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Pro Football Hall of Fame
- Nelson-Kennedy Ledges State Park
- The Arcade Cleveland
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Firestone Country Club
- Cleveland Museum of Natural History
- Boston Mills
- West Branch State Park
- Lake Milton State Park
- The Quarry Golf Club & Venue
- Brandywine Ski Area
- Memphis Kiddie Park
- Pepper Pike Club
- Cleveland Botanical Garden
- Gervasi Vineyard
- Funtimes Fun Park




