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Highland Hills Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Highland Hills vacation rentals

Exterior detail

1. 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, (85 reviews)
"Another great stay!"
United States
Paul T.
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Smart TV, fireplace, books

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

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
9.0 out of 10, Wonderful, (54 reviews)
"Location was perfect. "
United States
Brian S.
The price is AED 294
AED 650 total
includes taxes & fees
23 Aug - 24 Aug
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Smart TV, fireplace, books

3. 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, (22 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
The price is AED 257
AED 595 total
includes taxes & fees
23 Aug - 24 Aug
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
City Apartment, Multiple Beds, City View | Living area | 50-inch Smart TV with digital channels, Netflix, Hulu

4. 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, (221 reviews)
"Great location"
United States
Warren
The price is AED 182
AED 762 total
includes taxes & fees
30 Aug - 31 Aug
Sleek DT Cleveland Apt at City Club
Exterior

5. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very Good, (146 reviews)
"Perfect stay for one night. Would definitely stay there again. Host was super nice and communicative"
United States
Alex H.
The price is AED 272
AED 885 total
includes taxes & fees
2 Sep - 3 Sep
Walk to Dining, Bars & Transit!
1 bedroom, iron/ironing board, WiFi (free), bed sheets

6. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (14 reviews)
"Property is perfect for anyone needing a place to stay during a visit to Cleveland Clinic"
United States
Rebecca H.
The price is AED 334
AED 829 total
includes taxes & fees
14 Sep - 15 Sep
Modern Victorian Studio -Steps to Cleveland Clinic
Interior

7. Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
8.0 out of 10, Very Good, (34 reviews)
"This is a great apartment for a quick trip."
United States
Kristin
The price is AED 218
AED 508 total
includes taxes & fees
24 Aug - 25 Aug
Charming studio apartment in fantastic Cleveland Tremont area
Coffee/tea maker, fridge, microwave, oven

8. 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, (81 reviews)
"3 travelers in town for a concert at Huntington Field. The place was clean. In a very nice area. 25 minute uber ride to the venue. The place had everything we needed. We all had our own beds. Would definitely recommend"
Canada
aaron
The price is AED 441
AED 698 total
includes taxes & fees
21 Sep - 22 Sep
Large duplex king size bed and two queen size
TV

9. Nice Apartment next to Christmas Story House

Nice Apartment next to Christmas Story House
Tremont
9.6 out of 10, Exceptional, (29 reviews)
"The apartment was very clean and comfortable. The location was perfect for our activities. It would have been nice to have a floor lamp in the living room instead of an overhead light. I would have also liked to have a luggage rack and a chair in the large bedroom. Otherwise, our stay was excellent!"
United States
Linda I.
The price is AED 217
AED 567 total
includes taxes & fees
21 Sep - 22 Sep
Nice Apartment next to Christmas Story House
TV

10. The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (22 reviews)
"The house was great for a quick overnight stay and Billy was very responsive answering questions about the house and check-in process. The backyard was large and very accommodating for our two dogs. Would stay again!"
United States
Amy O.
The price is AED 405
AED 820 total
includes taxes & fees
1 Sep - 2 Sep
The House Hotels - Superior Road
TV

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

Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
University Circle
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed the quiet neighborhood and its convenient location near several Cleveland Clinics. Apartment was clean, great shower, WiFi and room for the four of us. Will check availability on future clinic visits."
United States
RONALD
The price is AED 455
AED 848 total
includes taxes & fees
20 Sep - 21 Sep
Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
Dining

12. Classic Meets Contemporary I Minutes to Cle Clinic

Classic Meets Contemporary I Minutes to Cle Clinic
Cleveland Heights
9.6 out of 10, Exceptional, (13 reviews)
"House was very clean and cozy. Great location."
United States
Monica
Classic Meets Contemporary I Minutes to Cle Clinic
Living area

13. Cozy studio in delightful Cleveland with gym, parking and AC

Cozy studio in delightful Cleveland with gym, parking and AC
Downtown Cleveland
9.6 out of 10, Exceptional, (14 reviews)
"We had a great stay. The place was clean and comfy. Would stay again when in the area."
United States
Robert
Cozy studio in delightful Cleveland with gym, parking and AC
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)
"Perfect place to stay. Clean, everything we needed, and great hot tub. "
United States
Kristy K.
The price is AED 455
AED 794 total
includes taxes & fees
25 Aug - 26 Aug
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
Outdoor spa tub

15. 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, (64 reviews)
"Awesome place!!"
United States
Quintin B.
The price is AED 455
AED 794 total
includes taxes & fees
8 Sep - 9 Sep
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
Beach nearby

16. 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, (50 reviews)
"Everything as described! Great stay!"
United States
Billy M.
The price is AED 244
AED 538 total
includes taxes & fees
24 Aug - 25 Aug
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
Dining

17. Luxury Downtown Townhome w/ Private Garage Unit 4

Luxury Downtown Townhome w/ Private Garage Unit 4
Downtown Cleveland
9.8 out of 10, Exceptional, (71 reviews)
"Basic stay, location to downtown is good. "
United States
Curt
The price is AED 184
AED 634 total
includes taxes & fees
23 Aug - 24 Aug
Luxury Downtown Townhome w/ Private Garage Unit 4
TV, offices

18. Central Flat with Pool, Sauna, Rooftop Deck, Gym

Central Flat with Pool, Sauna, Rooftop Deck, Gym
Downtown Cleveland
9.6 out of 10, Exceptional, (10 reviews)
"Clean and a lot of room, big open kitchen, very nice location downtown"
United States
Taten
The price is AED 140
AED 702 total
includes taxes & fees
25 Aug - 26 Aug
Central Flat with Pool, Sauna, Rooftop Deck, Gym
Interior

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

Cleveland LARGE Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.8 out of 10, Exceptional, (11 reviews)
"Perfect location for downtown activities and easy commute to zoo and museums"
United States
Poppie S.
The price is AED 195
AED 651 total
includes taxes & fees
23 Aug - 24 Aug
Cleveland LARGE Loft-Wolstein/Progressive/Playhouse/CSU.
Coffee/tea maker, fridge, microwave, oven

20. 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)
"Cute property, felt right at home. Very convenient for our CWRU visit. Host was quick to communicate. Great rental!"
United States
Amy K.
The price is AED 551
AED 1,106 total
includes taxes & fees
2 Sep - 3 Sep
Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
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 Highland Hills Hotel Reviews

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

10/10 Excellent
"Great hotel, and you can't beat the location! It's adjacent to Tower City, so you can walk to the Rapid without going outside. One stop from West Side Market, and I think it only took like 30 minutes to get to the airport. 10 minute walk to Browns Stadium & Warehouse District, and a thousand other spots. I've been coming here since the 90's, and the new version is really nice. Bed was comfy, shower worked well, blinds kept my room so dark I had no idea it was daytime out. Food in the restaurant is a little pricey, but really good. The only issues are: -They took the pool out from when it was the Renaissance. -Not sure the hotel is to blame, but I had to blast the AC 24/7 just to keep my room at 75F. But to be fair, it was the middle of August, and it was super hot & muggy outside all day & night. All that said, this is definitely the first hotel I'll look at every time I stay in Cleveland!"
Jacob 3-night trip
Posted 1 hour ago
Hotel Cleveland, Autograph Collection

Frequently asked questions

Are there vacation rentals in Highland Hills?

Yes, we give you a choice of vacation rentals where you'll be just 10 mi (16.1 km) from Rock and Roll Hall of Fame, offering you a secluded option to escape the hustle and bustle.

What's the top vacation rental in Highland Hills?

Large Cleveland Getaway, 5 Beds, Near Beach & City: This vacation home rental near Highland Hills is located on a lake and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Highland Hills?

Explore the area and family-friendly sights such as Rock and Roll Hall of Fame, or get out into nature at a spot like Cuyahoga Valley National Park. In the larger area, you’ll find Thistledown Racetrack and Pinecrest Plaza Shopping.

What are vacation rentals like in Highland Hills?

Vacation rentals are private properties you can reserve for several days or more in Highland Hills. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family getaway.