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Pepper Pike Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pepper Pike vacation 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
$172 nightly
The price is $188
Oct 15 - Oct 16
Total with taxes and fees
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.
$212 nightly
The price is $212
Nov 8 - Nov 9
Total with taxes and fees
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, (61 reviews)
"Location was perfect. "
United States
Brian S.
$177 nightly
The price is $177
Oct 14 - Oct 15
Total with taxes and fees
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
$239 nightly
The price is $255
Oct 25 - Oct 26
Total with taxes and fees
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, (13 reviews)
"Great location"
United States
Sandra S.
$207 nightly
The price is $224
Oct 14 - Oct 15
Total with taxes and fees
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
$188 nightly
The price is $188
Nov 3 - Nov 4
Total with taxes and fees
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.
$305 nightly
The price is $305
Oct 19 - Oct 20
Total with taxes and fees
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
9.8 out of 10, Exceptional, (20 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
United States
Mike
$213 nightly
The price is $231
Oct 18 - Oct 19
Total with taxes and fees
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, (84 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.
$182 nightly
The price is $192
Oct 19 - Oct 20
Total with taxes and fees
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.
$226 nightly
The price is $239
Oct 19 - Oct 20
Total with taxes and fees
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
$195 nightly
The price is $195
Oct 15 - Oct 16
Total with taxes and fees
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)
$129 nightly
The price is $129
Oct 26 - Oct 27
Total with taxes and fees
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, (90 reviews)
"Great location. Great host."
United States
Mike B.
$205 nightly
The price is $221
Oct 14 - Oct 15
Total with taxes and fees
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.
$149 nightly
The price is $154
Oct 20 - Oct 21
Total with taxes and fees
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.
$146 nightly
The price is $157
Oct 19 - Oct 20
Total with taxes and fees
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
$220 nightly
The price is $220
Oct 18 - Oct 19
Total with taxes and fees
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)
$246 nightly
The price is $266
Oct 19 - Oct 20
Total with taxes and fees
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
$137 nightly
The price is $137
Oct 14 - Oct 15
Total with taxes and fees
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.
$196 nightly
The price is $202
Oct 20 - Oct 21
Total with taxes and fees
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, (45 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.
$135 nightly
The price is $135
Oct 20 - Oct 21
Total with taxes and fees
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

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

8/10 Good
"Loved the big rooms. Windows desperately needed washing. We did not participate in the breakfast but the place was crowded when I went for coffee. We also did not participate in dinner except for the free glass of wine. Loved the valet parking but they need more organization and direction. We went to check in they parked my car with our stuff in it after they told us to check in and get the stuff after. Took over 30 minutes to get the car when checking out. Only one person doing it all for 10 cars in the que. I did use the hot tub but the pool was too cold. Shower was great in the room and for the most part very quiet. I would consider using this chain again."
Jean 3-night trip
Posted 2 hours ago
Drury Plaza Hotel Cleveland Downtown

Find out more about Pepper Pike

Everything you need to know about Pepper Pike vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pepper Pike vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pepper Pike vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pepper Pike vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pepper Pike. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pepper Pike in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pepper Pike rentals

At Expedia, we put the best Pepper Pike vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pepper Pike rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pepper Pike vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pepper Pike. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Pepper Pike?

Yes, we offer vacation rentals close to popular attractions in Pepper Pike, or you can select a more secluded option if you're looking for relaxation. 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's the top vacation rental that Pepper Pike has to offer?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: Visitors like this Pepper Pike vacation home rental. It 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 vacation with amenities like 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 larger area.

What’s a vacation rental in Pepper Pike like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Pepper Pike. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.