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Pepper Pike Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Pepper Pike holiday rentals

Dining

1. South Euclid Home 10 Minutes to Cleveland Clinic

South Euclid Home 10 Minutes to Cleveland Clinic
South Euclid
8.8 out of 10, Excellent, (18 reviews)
"Very clean and well maintained property with most everyday essentials provided."
Canada
Thomas
South Euclid Home 10 Minutes to Cleveland Clinic
Coffee/tea maker, fridge, microwave, oven

2. 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, (82 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$949
HK$1,506 total
includes taxes & fees
23 Sept - 24 Sept
Large duplex king size bed and two queen size
Dining

3. 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
Classic Meets Contemporary I Minutes to Cle Clinic
Smart TV, fireplace, books

4. Contemporary Coventry: 10% Off 2+Nights+Late Check Out

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
8.8 out of 10, Excellent, (60 reviews)
"Location was perfect. "
United States
Brian S.
The price is HK$549
HK$1,294 total
includes taxes & fees
20 Sept - 21 Sept
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Exterior detail

5. Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Buckeye-Shaker
9.8 out of 10, Exceptional, (90 reviews)
"Another great stay!"
United States
Paul T.
The price is HK$650
HK$1,389 total
includes taxes & fees
23 Sept - 24 Sept
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
TV, offices

6. 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$510
HK$1,561 total
includes taxes & fees
21 Sept - 22 Sept
The Gallery House - Art curated by local artist!
Smart TV, fireplace, books

7. Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
8.8 out of 10, Excellent, (26 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
The price is HK$628
HK$1,360 total
includes taxes & fees
21 Sept - 22 Sept
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
TV

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

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.6 out of 10, Exceptional, (11 reviews)
"Great location"
United States
Sandra S.
The price is HK$698
HK$1,931 total
includes taxes & fees
20 Sept - 21 Sept
Upscale Little Italy 2BR | Private Drive & Patio
Exterior detail

9. Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (101 reviews)
"This was a great choice for our trip to Cleveland. Communication was great, check in and out was easy, quiet area and no issues with parking! It was definitely perfect for our stay!"
United States
Amber D.
The price is HK$579
HK$1,264 total
includes taxes & fees
22 Sept - 23 Sept
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Dining

10. 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$1,522 total
includes taxes & fees
20 Sept - 21 Sept
Pine Lake Trout Club Cabin #8!!!
Coffee/tea maker, fridge, microwave, oven

11. Little Italy! Close to Cleveland Clinic, University Hospital & University Circle

Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
University Circle
10.0 out of 10, Exceptional, (54 reviews)
"This is easily the best place I’ve stayed. Debbie thinks of everything. This was my second time here and looking forward to number 3!"
United States
Connie H.
The price is HK$1,137
HK$2,216 total
includes taxes & fees
12 Oct - 13 Oct
Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
Dining

12. Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!
Cleveland Heights
9.6 out of 10, Exceptional, (56 reviews)
"Close to the Clinic, easy to walk to shops and eateries and walk/run. Very communicative host and this is my second stay!"
United States
Mary A.
The price is HK$1,530
HK$3,220 total
includes taxes & fees
4 Oct - 5 Oct
Historic Cleveland Heights Carriage House!
Smart TV

13. Center of Little Italy #1

Center of Little Italy #1
University Circle
9.4 out of 10, Exceptional, (20 reviews)
"Great stay and great location!"
United States
Katlyn A.
The price is HK$824
HK$1,938 total
includes taxes & fees
21 Sept - 22 Sept
Center of Little Italy #1
Outdoor spa tub

14. 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, (88 reviews)
"Great location. Great host."
United States
Mike B.
The price is HK$973
HK$1,727 total
includes taxes & fees
21 Sept - 22 Sept
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
Exterior

15. 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$1,867 total
includes taxes & fees
22 Sept - 23 Sept
Walk to Dining, Bars & Transit!
Outdoor spa tub

16. Cleveland Rocks-Little Italy! Massage chair/Hot tub #3

Cleveland Rocks-Little Italy! Massage chair/Hot tub #3
University Circle
10.0 out of 10, Exceptional, (25 reviews)
"The entire space was well thought out. We had everything we could need and more. Very pleasant experience. Would book again!"
United States
Savanna K.
The price is HK$1,098
HK$2,000 total
includes taxes & fees
5 Oct - 6 Oct
Cleveland Rocks-Little Italy! Massage chair/Hot tub #3
Outdoor spa tub

17. Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!

Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (71 reviews)
"Awesome place!!"
United States
Quintin B.
The price is HK$973
HK$1,649 total
includes taxes & fees
23 Sept - 24 Sept
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
TV

18. NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!

NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!
Tremont
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home, great amenities, great location "
United States
Mark C.
The price is HK$5,091
HK$7,084 total
includes taxes & fees
25 Sept - 26 Sept
NEW~ "The Wolf of Tremont"-Golf Simulator,85 in tv, Pool Table+Shuffleboard!!!
Outdoor spa tub

19. City living W/Hot tub, Pool Table, Movie Theater!

City living W/Hot tub, Pool Table, Movie Theater!
Tremont
10.0 out of 10, Exceptional, (50 reviews)
"Had a great stay at this property when visiting Cleveland with a group. Great location! Brian was extremely responsive and helpful during our stay. Would definitely recommend this property!"
United States
Brandon J.
The price is HK$4,699
HK$7,082 total
includes taxes & fees
9 Oct - 10 Oct
City living W/Hot tub, Pool Table, Movie Theater!
Interior

20. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay and the accommodations were as expected."
United States
Cherylee L.
The price is HK$1,200
HK$2,699 total
includes taxes & fees
24 Sept - 25 Sept
Willow Woods Retreat - Farmhouse - Patio & Nature
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

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

10/10 Excellent
"The location is perfect. Right downtown close to restaurants, bars, Rock and Roll hall of fame and all the sports. The building is impressive. The room was clean and could not hear any noise from the street. The staff was friendly and vey accommodating. Will definitely go back on my next trip there."
Michael 2-night trip
Posted 1 hour ago
Hyatt Regency Cleveland At The Arcade

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 Cain Park. ETON Chagrin Blvd Shopping Center and Pinecrest Plaza Shopping 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.