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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Top guest favourite

A hot tub filled with bubbling water is positioned outdoors, surrounded by lush greenery and trees. The clear blue sky is visible above, providing a serene atmosphere for relaxation. The design features comfortable seating and multiple jets for an enjoyable experience.

Home in South Euclid

Jacuzzi + Private Theater | Modern Getaway

Experience a unique Airbnb <5 min to Walmart, Target and Legacy Village shop mall <5 min walk to restaurants stunning 4-bed, 3-bath retreat in a friendly neighborhood. Discover local attractions & after relax in a stylish home featuring: Full Theater & hot tub 4 comfortable bedrooms with smart TV’s 1 Bedroom in main floor with full bath Spacious living & dinning area Game room includes Pool Table Fully equipped kitchen 6- Smart TV's with Wi-Fi Free Parking Embark on an unforgettable getaway!

4.97 out of 5 average rating, 38 reviews

Guest favourite

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.

4.86 out of 5 average rating, 22 reviews

Top guest favourite

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.

4.98 out of 5 average rating, 45 reviews

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

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!

4.93 out of 5 average rating, 121 reviews

Top guest favourite

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

4.97 out of 5 average rating, 156 reviews

Top guest favourite

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.

4.99 out of 5 average rating, 123 reviews

Guest favourite

A stone fire pit is surrounded by a circular arrangement of natural rocks, with logs integrated into the design. Bright green chairs offer seating nearby, while a gravel path leads to a log cabin nestled among tall trees in the background.

Cabin in Solon

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!!

4.88 out of 5 average rating, 209 reviews

Guest favourite

A charming, two-story house displays a light-colored exterior with dark green shutters. Two neatly trimmed bushes frame the entrance, which features steps leading up to the front door. A well-maintained yard is visible, along with a sidewalk and a paved road in front.

Home in South Euclid

Cozy Home Away From Home

Conni's Cozy Home Away From Home is the perfect place to relax and unwind. Great location! Less than 20 minutes to Cleveland Clinic and University Hospital. Centrally located near Notre Dame college, John Carroll University, and Case Western Reserve University. 6 minute drive to Beachwood Mall and Legacy Village. Short walk to several resturants, grocery store, pharmacy, and Target.

4.84 out of 5 average rating, 124 reviews

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

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.

4.95 out of 5 average rating, 157 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

4.82 out of 5 average rating, 201 reviews

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

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.

4.97 out of 5 average rating, 133 reviews

Top guest favourite

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.

4.96 out of 5 average rating, 209 reviews