Vacation rentals in Pepper Pike

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Top-rated vacation rentals in Pepper Pike

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in University Heights

Stay at Supreme!

Enjoy a comfortable and convenient stay in the heart of Beachwood. Located just minutes from Cleveland Clinic and University Hospitals, beautiful parks and nature trails, and top shopping and dining at Pinecrest and Eton Malls, our home is perfectly situated for both short and extended stays. The house is minutes from local synagogues and kosher restaurants. A spacious, fully renovated home, with a modern touch. It’s an ideal place to relax and feel at home—no matter the reason for your visit.

LocationFamilyIndoor spaces

4.75 out of 5 average rating, 24 reviews

Superhost

Home in Gates Mills

Luxurious Hidden Gem in Suburbs of Cleveland OH

Welcome to a luxury getaway! Nestled in the quaint community of Gates Mills, this spectacular 4 bed/4.5bath modern estate offers style, open-concept living, and peaceful privacy. This home features high ceilings and panoramic windows that overlook a beautiful wooded lot, and offers a true country setting without sacrificing urban convenience. Large private driveway to park. Local Metroparks hiking and biking trails just minutes away. Conveniently located just 30-minutes from downtown Cleveland.

FamilyLocationBathroom

4.67 out of 5 average rating, 3 reviews

Top guest favorite

A spacious living area features a mix of modern and rustic design, with a sturdy wooden ceiling and stone flooring. Two decorative armchairs and a tufted ottoman surround a wooden coffee table. A fresh floral arrangement adds a touch of color, while large windows allow natural light to fill the space.

Home in Chagrin Falls

Modern Farmhouse Chagrin Falls Beachwood CVNP

Private Custom-Renovated Modern Farmhouse tucked into a wooded setting minutes from downtown Chagrin Falls and Hunting Valley. Neighboring Beachwood, Moreland Hills & Pepper Pike. 20min to Cuyahoga Valley National Park. Heated slate floors, spa like bath with endless hot water, dual work spaces & true privacy. Affectionately dubbed “The Wayback,” this home sleeps 6 with 2 private bedrooms, a fully equipped kitchen, and upscale amenities near Pinecrest & ETON dining, shopping, and entertainment.

FamilyValueAccess

4.98 out of 5 average rating, 47 reviews

Top guest favorite

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

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.

FamilyValueGetting around

4.97 out of 5 average rating, 655 reviews

Top guest favorite

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

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!

ValueLocationCheck-in

4.93 out of 5 average rating, 123 reviews

Top guest favorite

Home in Warrensville Heights

Star Wars–Themed Home w/ Arcade | Family-Friendly

Enjoy your stay at a newly updated Star Wars–themed family home- perfect for relaxing getaways, extended stays, or families needing comfortable temporary housing nearby. 📍 Nearby: • Cleveland Clinic – 20 min (medical stays & visits) • Pinecrest – 6 min (dining & shopping) • Cuyahoga Valley National Park – ~20 min (trails & scenic railway) • Downtown Cleveland – ~20 min (museums & sports) • Hopkins Airport – 20 min (easy travel access) 🚭 Smoke-free & pet-free home

FamilyLocationGetting around

4.97 out of 5 average rating, 159 reviews

Top guest favorite

A living area features a dark sofa with light-colored throw pillows, accompanied by a small ottoman. A textured area rug is placed beneath a coffee table. The kitchen area with a black fridge and island counter can be seen in the background, showcasing a blend of modern and classic design.

Apartment in Chagrin Falls

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.

LocationFamilySleep quality

4.98 out of 5 average rating, 128 reviews

Guest favorite

A spacious living area features a blue pool table in the center, with a rustic wooden base. On one side, two cozy sofas are arranged for relaxation, and a modern fireplace is visible in the background. Natural light enters through large windows adorned with sheer curtains.

Home in Shaker Heights

5-BR Colonial, King Bed, Main Floor BR, Pool Table

🏡 Enjoy a spacious two-level, 5-bedroom home perfect for families, medical visits, business travel, and extended stays. The main floor offers: A queen bedroom A half bath Upstairs includes: Four bedrooms Two full bathrooms Relax with: A king bed A pool table A foosball table A 58-inch living-room TV A 50-inch primary-bedroom TV Fast Wi-Fi A workspace A full kitchen Laundry Self check-in Parking Sleeps up to 12 registered guests.

LocationFamilyCheck-in

4.82 out of 5 average rating, 89 reviews

Top guest favorite

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

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.

FamilyLocationDecor

4.95 out of 5 average rating, 159 reviews

Superhost

A bright living room features a comfortable sectional sofa and an armchair, offering seating for relaxation. Light-colored curtains frame the windows, allowing natural light to fill the space. A decorative rug is positioned on the floor, complementing the fireplace beneath the wall-mounted TV.

Home in South Euclid

Pet-Friendly 3BR Retreat Near Cleveland

🏡 Comfortable 3BR home in quiet South Euclid 🛏 3 Bedrooms • Sleeps up to 6 🐾 Pet-friendly 🌿 Large yard + spacious patio 🛋 Comfortable living room w/ large sectional 🍳 Updated, fully equipped kitchen 📺 Smart TV + fast Wi-Fi 🚗 2-car garage + additional street parking 📍 Convenient to Cleveland Clinic, University Circle & downtown

ValueFamilyCondition

4.8 out of 5 average rating, 206 reviews

Top guest favorite

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

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.

LocationFamilyKitchen

4.97 out of 5 average rating, 137 reviews

Top guest favorite

A charming brick home is seen from the front, featuring large windows accented by black shutters. A vibrant tree with red and orange leaves stands prominently in the front yard, contrasting with the green grass and the dark awning over the entrance.

Home in Cleveland Heights

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.

ValueLocationCleanliness

4.96 out of 5 average rating, 212 reviews