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Pepper Pike Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pepper Pike holiday rentals

Living area

1. Sleek DT Cleveland Apt at City Club

Sleek DT Cleveland Apt at City Club
3.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (246 reviews)
"Smooth booking and satisfactory stay"
United States
Chad
The price is HK$388
HK$1,414 total
includes taxes & fees
15 Oct - 16 Oct
Sleek DT Cleveland Apt at City Club
A living room with a sofa, a coffee table, a fireplace, and artwork on the wall.

2. The Gallery House - Art curated by local artist!

The Gallery House - Art curated by local artist!
Cleveland Heights
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great. I will be back!"
United States
David T.
The price is HK$596
HK$1,672 total
includes taxes & fees
12 Oct - 13 Oct
The Gallery House - Art curated by local artist!
A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

3. Contemporary Coventry

Contemporary Coventry
Cleveland
8.8 out of 10, Excellent, (60 reviews)
"Location was perfect. "
United States
Brian S.
The price is HK$628
HK$1,389 total
includes taxes & fees
12 Oct - 13 Oct
Contemporary Coventry
A grassy area with two Adirondack chairs and a fire pit, overlooking a body of water.

4. Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
10.0 out of 10, Exceptional, (2 reviews)
"loved the water view but not so fond of the apartment building next door"
United States
gregory
The price is HK$832
HK$1,908 total
includes taxes & fees
13 Oct - 14 Oct
Coastal Lake Erie Cottage w/ Amazing Water Views!
A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

5. Upscale Little Italy 2BR | Private Drive & Patio

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.4 out of 10, Exceptional, (12 reviews)
"Great location"
United States
Sandra S.
The price is HK$541
HK$1,759 total
includes taxes & fees
13 Oct - 14 Oct
Upscale Little Italy 2BR | Private Drive & Patio
A dining area with a dark wooden table, four chairs, and a decorative centerpiece.

6. Classic Meets Contemporary I Minutes to Cle Clinic

Classic Meets Contemporary I Minutes to Cle Clinic
Cleveland Heights
9.6 out of 10, Exceptional, (14 reviews)
"House was very clean and cozy. Great location."
United States
Monica
The price is HK$769
HK$1,774 total
includes taxes & fees
19 Oct - 20 Oct
Classic Meets Contemporary I Minutes to Cle Clinic
A hallway with a white wall, a wooden floor, a white counter, and a chandelier.

7. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.2 out of 10, Wonderful, (44 reviews)
"We enjoyed our stay and the accommodations were as expected."
United States
Cherylee L.
The price is HK$942
HK$2,394 total
includes taxes & fees
12 Oct - 13 Oct
Willow Woods Retreat - Farmhouse - Patio & Nature
A modern bedroom with a loft bed, a sofa, and a coffee table.

8. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (19 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
United States
Mike
The price is HK$667
HK$1,735 total
includes taxes & fees
26 Oct - 27 Oct
Modern Victorian Studio -Steps to Cleveland Clinic
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

9. Large duplex king size bed and two queen size

Large duplex king size bed and two queen size
Cleveland Heights
9.0 out of 10, Wonderful, (83 reviews)
"The place was great, awesome, close to everything we needed. Thank you for a great place to stay. Plenty of room and bathrooms."
United States
Michelle T.
The price is HK$950
HK$1,522 total
includes taxes & fees
13 Oct - 14 Oct
Large duplex king size bed and two queen size
A two-story house with a porch, a small front yard, and a visible front door.

10. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very good, (146 reviews)
"We came for my son’s graduation and had a great time. The location was centralized to everything we wanted to do. We would stay again."
United States
Chrissy W.
The price is HK$581
HK$1,891 total
includes taxes & fees
12 Oct - 13 Oct
Walk to Dining, Bars & Transit!
A wooden cabin with a large dining table and benches, surrounded by large windows offering a view of the forest.

11. Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
8.8 out of 10, Excellent, (15 reviews)
"I loved this place and will definitely be back in the fall. I have already booked another time in October. Very peaceful and tranquil. The cabin had everything anyone would need. Wonderful getaway."
United States
Jeff
The price is HK$1,334
HK$1,530 total
includes taxes & fees
13 Oct - 14 Oct
Pine Lake Trout Club Cabin #8!!!
A sign for Cleveland Metroparks at Edgewater Beach.

12. CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
Goodrich-Kirtland Park
8.6 out of 10, Excellent, (55 reviews)
"It was perfect for an overnight trip to the city to see a concert."
United States
Laura F.
The price is HK$455
HK$1,083 total
includes taxes & fees
26 Oct - 27 Oct
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

13. Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (89 reviews)
"Great location. Great host."
United States
Mike B.
The price is HK$973
HK$1,735 total
includes taxes & fees
14 Oct - 15 Oct
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A modern living room with a sofa, coffee table, and TV.

14. Nice Apartment next to Christmas Story House

Nice Apartment next to Christmas Story House
Tremont
9.6 out of 10, Exceptional, (31 reviews)
"We absolutely loved this place ! "
United States
Celeste K.
The price is HK$471
HK$1,220 total
includes taxes & fees
20 Oct - 21 Oct
Nice Apartment next to Christmas Story House
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

15. Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown

Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
Downtown Cleveland
9.4 out of 10, Exceptional, (18 reviews)
"The place was clean and uncluttered. Bed was a little to soft and lumpy. Rooftop was very nice."
United States
Chun W.
The price is HK$212
HK$1,235 total
includes taxes & fees
12 Oct - 13 Oct
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
A living room with a sofa, a coffee table, a TV, and a foosball table.

16. Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking

Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
University Circle
9.2 out of 10, Wonderful, (12 reviews)
"I ran into one little hiccup and the host was very responsive and took care of it right away. I would highly recommend this location for its walkability to local sites."
United States
Jaymie
The price is HK$876
HK$1,723 total
includes taxes & fees
12 Oct - 13 Oct
Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
A living room with a blue sofa, a wooden coffee table, and a ceiling fan.

17. Center of Little Italy #1

Center of Little Italy #1
University Circle
9.4 out of 10, Exceptional, (21 reviews)
"Great stay and great location!"
United States
Katlyn A.
The price is HK$824
HK$1,946 total
includes taxes & fees
12 Oct - 13 Oct
Center of Little Italy #1
A Roku TV on a wooden TV stand with a potted plant beside it.

18. Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE

Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE
Clark-Fulton
9.6 out of 10, Exceptional, (8 reviews)
"The check in and out processes were simple and easy. Location puts you in reach of everything"
United States
Ikenna
The price is HK$918
HK$1,075 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE
A modern living room with a grey sectional sofa, a red chair, a round wooden coffee table, a TV stand, and a large window with a city view.

19. Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.

Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.2 out of 10, Wonderful, (20 reviews)
"Great stay would recommend to anyone"
United States
Shane S.
The price is HK$500
HK$1,505 total
includes taxes & fees
12 Oct - 13 Oct
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a wooden floor.

20. Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
7.8 out of 10, Good, (43 reviews)
"The space was clean and quiet and located a short drive from several tourist locations that we planned to see on our visit."
United States
David L.
The price is HK$445
HK$1,065 total
includes taxes & fees
20 Oct - 21 Oct
Charming studio apartment in fantastic Cleveland Tremont area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pepper Pike Hotel Reviews

Hilton Cleveland Downtown

Hilton Cleveland Downtown

10/10 Excellent
"Everything was great. Our room was clean and quiet and we had a great view. The staff was super helpful when our parking pass didn’t work and credited our account $25 for the inconvenience. One thing to mention, no one takes cash unless you have the exact amount. All of the restaurants and stores we went to only took credit cards."
Melissa 2-night trip
Posted 1 hour ago
Hilton Cleveland Downtown

Find out more about Pepper Pike

Search for holiday rentals in Pepper Pike on Expedia! You can easily find your home rentals, villas, holiday apartments in Pepper Pike using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pepper Pike!

Frequently asked questions

Can I find holiday rentals in Pepper Pike?

Yes, there are holiday rentals close to the most popular sights in Pepper Pike, or you can select a more secluded option if you're looking for a relaxing stay. Pepper Pike is known for its university setting and shopping. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Pepper Pike has to offer?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This holiday home rental outside of Pepper Pike offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Pepper Pike?

Explore the area and family-friendly sights such as Cleveland Museum of Natural History, or get out into nature at a spot like North Chagrin Reservation. Pinecrest Plaza Shopping and Legacy Village are a couple of places you'll find in the wider area.

What’s a holiday rental in Pepper Pike like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pepper Pike. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.