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

5.0 out of 5 average rating, 198 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!

Aug 18 – 25

G$40,034 GYD per night

Guest favorite

Guesthouse in University Heights

4.98 out of 5 average rating, 226 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.

Jan 7 – 14

G$23,603 GYD per night

Guest favorite

Guesthouse in Chardon

4.94 out of 5 average rating, 155 reviews

Chardon Loft

Large private 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 are provided. The furnace is nontraditional. It is open and not 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.

Sep 26 – Oct 3

G$18,865 GYD per night

Guest favorite

Home in Cleveland

4.97 out of 5 average rating, 513 reviews

Sunny + Bright Lakeshore Cottage

Relax in this sunny + hip 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 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!*

Jun 8 – 15

G$26,467 GYD per night

Guest favorite

Apartment in Cleveland Heights

4.97 out of 5 average rating, 155 reviews

2nd Floor Semi Private Apartment Cleveland Heights

Near East Side. 2nd floor "in-law" apt. private bed rooms, bath, living room and kitchen and a semi-private entrance. Off-street parking and back yard grill,laundry facilities available for guest use. Close to University Circle (Case Western, Cleveland Clinic, University Hospital, many museums, Severance Hall, etc.). Great public trans access. Great for couples, solo or business travelers, small families, motorcyclists, bicyclists, and anyone who likes cats. LGBTQ, all ethnicities welcome.

Nov 5 – 12

G$17,130 GYD per night

Guest favorite

Apartment in Chagrin Falls

4.97 out of 5 average rating, 496 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.

Oct 3 – 10

G$22,686 GYD per night

Guest favorite

Cabin in Solon

4.84 out of 5 average rating, 135 reviews

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!! We have installed a brand new furnace, keeping the cabin toasty

Jul 17 – 24

G$32,396 GYD per night

Guest favorite

Apartment in Chagrin Falls

4.87 out of 5 average rating, 166 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

Newly built Solar powered 1 BR Private detached garage apartment with loft. This charming pet friendly hideout is situated on a 1.5 acre partially wooded lot. The apartment is equipped with brand new appliances, beautiful wood accents, a cozy loft accessed via ladder, and a wonderful fenced in area for guest dogs! A laundry room is available for guest use in the garage below. Less than 10 min from Chagrin Falls, 30 min to CVNP, 30 min from CLE airport. Convenient keypad entry to apartment.

Jun 4 – 11

G$24,125 GYD per night

Guest favorite

Apartment in Cleveland

4.96 out of 5 average rating, 117 reviews

Cozy Heights Retreat-Walk to Restaurants

Refurbished triplex in the historic Cedar-Lee district. Swanky kitchen with ceasarstone countertops, cooktop, toaster oven, microwave & fridge. Modern bath with walk-in shower. Walk to the end of the street for some of Cleveland's best dining. Cain Park is less than a mile away. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, playing loud music and being disruptive in a way that violates the city of Cleveland Heights noise ordinances.

Aug 5 – 12

G$26,779 GYD per night

Guest favorite

Cabin in Euclid

4.93 out of 5 average rating, 189 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.

Aug 17 – 24

G$22,240 GYD per night

Guest favorite

Guesthouse in Cleveland Heights

4.98 out of 5 average rating, 371 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.

Dec 8 – 15

G$20,635 GYD per night

Guest favorite

Townhouse in Garfield Heights

4.87 out of 5 average rating, 114 reviews

Cozy Bungalow

This 660 sf upper level private duplex is located 2 blocks from Garfield Heights Park and Marymount Hospital in Garfield Heights. It has one large bedroom with king bed and walk in closet, one full bath with tub, kitchen and living room. The two car garage is shared with downstairs guest. The upstairs guest will have the use of either side side of the garage. The living room sofa folds down into a full bed.

Jan 8 – 15

G$10,451 GYD per night