Holiday houses in Pepper Pike

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Top-rated holiday rentals in Pepper Pike

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Top Guest favourite
The exterior of a century home features a light grey facade, complemented by a symmetrical layout. Lush green shrubs frame the entrance, which includes a charming porch with steps leading up to the front door. A tree provides additional greenery, alongside sunny blue skies.
Home in Chagrin Falls
5 out of 5 average rating, 266 reviews

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!

Top Guest favourite
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, 578 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 favourite
A cozy bedroom features a queen-size bed with a light green coverlet. Decorative floral prints adorn the walls. A bedside lamp and a wooden nightstand are positioned nearby. A sliding mirrored closet door reflects the space, adding depth to the inviting atmosphere.
Apartment in Chagrin Falls
4.97 out of 5 average rating, 605 reviews

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.

Guest favourite
A modern living area features a comfortable gray sectional sofa and a light wood TV stand, positioned beneath bright artwork. A round coffee table sits on a patterned area rug, while natural light enters through large windows dressed with sheer curtains. A stylish armchair and decorative shelf add character.
Home in South Euclid
4.91 out of 5 average rating, 58 reviews

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!

Top Guest favourite
A bright living area features a combination of seating options, including a dark leather couch and a light-colored armchair. Natural light streams through multiple windows, illuminating the rustic wooden flooring. A door leads to the outdoor space, with a wall shelf displaying various decorative items.
Home in Chagrin Falls
4.91 out of 5 average rating, 100 reviews

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!

Guest favourite
A spacious living room features a light-colored sofa paired with a textured area rug. A coffee table holds a small plant and a remote. Natural light filters through sheer curtains over a 50" Flatscreen TV, illuminating the inviting space.
Apartment in Shaker Heights
4.91 out of 5 average rating, 198 reviews

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!

Top Guest favourite
An entertainment lounge is featured with a space-themed mural depicting an outer space view. Red accent lighting highlights the modern seating area, which includes a red couch and light-colored coffee tables. A large TV is mounted on the wall, enhancing the inviting atmosphere.
Home in Warrensville Heights
4.97 out of 5 average rating, 127 reviews

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!

Top Guest favourite
A spacious room features exposed brick walls and a comfortable seating area with a gray sectional sofa. Light floods in from a window draped with soft curtains. A plush bed and a decorative mirror add to the inviting ambiance, while warm lighting enhances the overall atmosphere.
Apartment in Chagrin Falls
4.99 out of 5 average rating, 118 reviews

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!

Guest favourite
A large wooden deck is positioned at the back of a two-story home, surrounded by lush green shrubs. A gas grill and outdoor seating area are visible, inviting moments of relaxation outdoors. The well-maintained yard features a vibrant green lawn and a paved driveway.
Home in Pepper Pike
4.9 out of 5 average rating, 63 reviews

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!

Guest favourite
A modern living area features a spacious gray sofa adorned with decorative pillows, positioned beside a minimalist console table. A flat-screen TV is mounted on a vibrant blue accent wall. Natural light filters in through the large window with dark blinds, creating a relaxed ambiance.
Apartment in University Circle
4.84 out of 5 average rating, 105 reviews

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!

Top Guest favourite
A charming two-story home is surrounded by lush greenery, featuring a stone walkway leading to the front porch. The façade is painted in light colors, with inviting steps and a well-maintained lawn accentuated by a mature tree.
Home in Chagrin Falls
4.95 out of 5 average rating, 142 reviews

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.

Top Guest favourite
A modern kitchen features warm wood cabinetry and sleek stainless steel appliances. A large window allows natural light to fill the space, highlighting the light-colored countertops. Green plants and decorative items add a touch of color, while a small area rug offers warmth underfoot.
Home in University Heights
4.96 out of 5 average rating, 110 reviews

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

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  3. Ohio
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