Vacation rentals in Pepper Pike

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Top-rated vacation rentals in Pepper Pike

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Top guest favorite
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, 277 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 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
4.97 out of 5 average rating, 618 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.

Top guest favorite
A spacious deck offers a panoramic view of Lake Erie, with sunlight reflecting on the water. Two chairs surround a simple table, inviting relaxation. The deck is bordered by vibrant greenery, and a warm glow is cast over the scene by the setting sun.
Cottage in Willowick
4.97 out of 5 average rating, 326 reviews

Lake House with Amazing Views

Amazing location right on Lake Erie. This cozy lake house has a large kitchen, full bathroom and a living room/bedroom with king-size bed. The cottage is off by itself so you can enjoy your seclusion, but we live about 200 feet away so we can assist you if you need us. Enjoy a morning coffee on the deck while watching nature, spectacular sunsets on the private patio, and falling asleep to the sounds of the lake. You will be blown away by the beauty and peacefulness of this amazing cottage.

Top guest favorite
Guesthouse in Chardon
4.96 out of 5 average rating, 306 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

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
4.92 out of 5 average rating, 108 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!

Top guest favorite
A spacious living area is presented, featuring a comfortable sofa and a soft area rug. A modern coffee table sits in the center, while a large TV is positioned against the wall. Natural light filters in through sloped ceilings and a nearby window.
Apartment in East Cleveland
5 out of 5 average rating, 111 reviews

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.

Top guest favorite
A cozy living area features a large sectional sofa adorned with decorative pillows, complemented by a round coffee table. A soft rug sits underfoot, while a warm glow emanates from a floor lamp next to a comfortable armchair. A fireplace adds a rustic touch to the space.
Home in Chardon
4.94 out of 5 average rating, 137 reviews

Lakeview Retreat

Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!

Guest favorite
A dining area is furnished with a round table surrounded by four dark chairs, complemented by an ornate area rug featuring floral patterns. Large windows are adorned with sheer curtains, allowing natural light to brighten the space. A living area is visible through an archway.
Apartment in Shaker Heights
4.88 out of 5 average rating, 158 reviews

Historic District 2BR on 1st Floor near CLE Clinic

Get cozy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 1st 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 favorite
A grand duplex showcases a light gray exterior with white trim, featuring multiple large windows that fill the space with natural light. A vibrant orange door invites guests inside, while a manicured lawn and stone pathways enhance the home's charming curb appeal.
Home in Cleveland Heights
4.99 out of 5 average rating, 118 reviews

Twin of West Saint James

This unique property is located in the heart of the Cedar Fairmount Historical District of Cleveland Heights. Built in 1919, an era when no detail was left out, even in homes built for the rental market. This house attaches to my other rental property West Saint James. The grand duplex offers light filled spaces, and fresh updated kitchens in both suites. They are entirely separate spaces but would work beautifully for a very large family gathering if renting both sides.

Guest favorite
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, 123 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!

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
4.99 out of 5 average rating, 103 reviews

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.

Guest favorite
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
4.87 out of 5 average rating, 190 reviews

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!!

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