Vacation rentals in Pepper Pike

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Top-rated vacation rentals in Pepper Pike

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Guest favorite

Home in Chagrin Falls

5 out of 5 average rating, 223 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!

Guest favorite

Home in Cleveland

4.97 out of 5 average rating, 541 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!*

Guest favorite

Guesthouse in University Heights

4.98 out of 5 average rating, 259 reviews

Tyndall Carriage House-Private Guesthouse

Price includes cleaning and occupancy fees. Tyndall Carriage House is a quiet and private guesthouse, located in a detached unit behind our home, above the garages. Perfect for a weekend getaway or longer stays. The neighborhood is walk/bike-able, close to John Carroll University, Cedar-Lee District, Fairmount Circle, and Van Aken District with many fun shops and exciting restaurants nearby. A fifteen minute drive takes you to downtown Cleveland, The Cleveland Clinic and other city attractions.

Guest favorite

Rental unit in Chagrin Falls

4.97 out of 5 average rating, 531 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 favorite

Cottage in Burton

4.92 out of 5 average rating, 155 reviews

Lakeside Cottage with Views and Charm

This charming & cozy lakeside cottage is heaven all year round. It has gorgeous views & everything you need for a peaceful & relaxing stay. The open plan main floor has big windows, fireplace, 55"tv & roomy, well-stocked kitchen. Enjoy drinks & dining on the gated deck. The basement is ideal for games & kids. Sleep well in the quiet with blackout shades. Stroll the lake, explore Punderson SP, cute towns & Amish country. Come to relax, play & enjoy. Bring your slippers & well-behaved pooches.

Guest favorite

Guesthouse in Chardon

4.95 out of 5 average rating, 205 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.

Guest favorite

Home in Cleveland

4.98 out of 5 average rating, 242 reviews

Cozy house near Lake Erie, 10 minutes to Downtown.

Welcome to the neighborhood! Located 2 minutes off I-90! High speed internet. Well behaved DOGS welcome! NO CATS Enjoy your stay in this relaxing space. You will delight in this unique/historical Cleveland neighborhood. Wake up feeling refreshed after dreaming through the night on the medium/firm queen mattresses. Comfort is important! In the kitchen, you will find all you need to prepare your favorite meals. Indulge in your morning coffee, or cuppa tea at the quaint breakfast nook.

Guest favorite

Rental unit in Chardon

4.95 out of 5 average rating, 111 reviews

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. Built within the last 5yrs, the spacious floor plan is modern and fresh. With your own garage spot, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.

Guest favorite

Cabin in Euclid

4.92 out of 5 average rating, 232 reviews

Century-plus Summer Cabin - The Perfect Getaway!

Cabin.141 is a 120 year old summer cabin that has been added on to & modified more than a few times over the years! Situated in the inner-ring suburb of Euclid, this charming property is just a few houses from Lake Erie and is nestled on a large lot on a quiet street. The home is comfortably furnished with an eclectic mix of antiques & mid-century modern pieces. Beautiful in any season, this property is the ideal spot for a weekend get-away or an extended stay.

Guest favorite

Guesthouse in Cleveland Heights

4.98 out of 5 average rating, 420 reviews

Clean and Cozy Carriage House Getaway

Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

Guest favorite

Rental unit in Shaker Heights

4.92 out of 5 average rating, 149 reviews

Historic District 2BR on 2nd Floor near CLE Clinic

This newly updated historic district unit is in a great location and only 15 minutes from the Cleveland Clinic main campus. Come relax in a safe but vibrant neighborhood during your stay in Cleveland. Our unit is also within a mile of plenty of great food options. This is a NON SMOKING (that includes medical marijuana, vaping, and everything else) and NO PARTY building. Please do NOT smoke or throw a party or you will be asked to leave without a refund.

Guest favorite

Cabin in Solon

4.86 out of 5 average rating, 155 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!!