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Highland Hills Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Highland Hills 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, (260 reviews)
"Enjoyed our stay, right downtown and accessible to everything."
United States
Sean
The price is ￥11,259
￥40,489 total
includes taxes & fees
Nov 8 - Nov 9
Sleek DT Cleveland Apt at City Club
Exterior detail

2. 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, (109 reviews)
"Centrally located and very clean! Would book again!"
United States
Cecil D.
The price is ￥13,101
￥25,981 total
includes taxes & fees
Nov 9 - Nov 10
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Exterior detail

3. 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, (98 reviews)
"Another great stay!"
United States
Paul T.
The price is ￥14,218
￥28,160 total
includes taxes & fees
Nov 16 - Nov 17
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

4. Contemporary Coventry

Contemporary Coventry
Cleveland
8.6 out of 10, Excellent, (62 reviews)
"Location was perfect. "
United States
Brian S.
The price is ￥12,826
￥26,919 total
includes taxes & fees
Nov 17 - Nov 18
Contemporary Coventry
A sign for Cleveland Metroparks at Edgewater Beach.

5. 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
8.8 out of 10, Excellent, (58 reviews)
"It was perfect for an overnight trip to the city to see a concert."
United States
Laura F.
The price is ￥8,281
￥19,692 total
includes taxes & fees
Nov 16 - Nov 17
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
A two-story house with a porch, a small front yard, and a visible front door.

6. Walk to Dining, Bars & Transit!

Walk to Dining, Bars & Transit!
Union-Miles Park
8.4 out of 10, Very good, (147 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 ￥13,472
￥38,494 total
includes taxes & fees
Nov 9 - Nov 10
Walk to Dining, Bars & Transit!
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

7. 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.
The price is ￥19,002
￥28,962 total
includes taxes & fees
Nov 8 - Nov 9
Large duplex king size bed and two queen size
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
The price is ￥15,043
￥35,638 total
includes taxes & fees
Nov 15 - Nov 16
Modern Victorian Studio -Steps to Cleveland Clinic
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

9. 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, (93 reviews)
"Great location. Great host."
United States
Mike B.
The price is ￥19,653
￥33,459 total
includes taxes & fees
Nov 9 - Nov 10
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A dining area with a dark wooden table and chairs, a chandelier, and a kitchen in the background.

10. Next 2 Christmas Story House/Tremont/5min downtown

Next 2 Christmas Story House/Tremont/5min downtown
Tremont
9.6 out of 10, Exceptional, (99 reviews)
"Host was great"
United States
Jennifer E.
The price is ￥9,343
￥23,169 total
includes taxes & fees
Nov 23 - Nov 24
Next 2 Christmas Story House/Tremont/5min downtown
A modern kitchen with a large island, wooden cabinets, and a large window.

11. Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!
Cleveland Heights
9.6 out of 10, Exceptional, (60 reviews)
"Another wonderful stay! Thank you - convenient to Clinic and walking area!!"
United States
Mary A.
The price is ￥22,189
￥52,595 total
includes taxes & fees
Nov 8 - Nov 9
Historic Cleveland Heights Carriage House!
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

12. 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, (77 reviews)
"Absolutely wonderful property! Clean and comfortable and hot tub is incredible"
United States
Ashley
The price is ￥22,189
￥35,280 total
includes taxes & fees
Nov 8 - Nov 9
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
A wooden cabin interior with a couch, a staircase, and a television.

13. Pine Lake Trout Club Cabin #7!!!

Pine Lake Trout Club Cabin #7!!!
Chagrin Falls
9.8 out of 10, Exceptional, (12 reviews)
"Perfect quiet place."
United States
Marcus R.
The price is ￥31,670
￥34,520 total
includes taxes & fees
Nov 7 - Nov 8
Pine Lake Trout Club Cabin #7!!!
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

14. 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, (21 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 ￥4,279
￥23,669 total
includes taxes & fees
Nov 24 - Nov 25
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
A living room with a sofa, armchair, coffee table, and a TV mounted on the wall.

15. NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic

NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
University Circle
9.8 out of 10, Exceptional, (20 reviews)
"The house was very clean and comfortable. Communication was easy and quick. We enjoyed our stay."
Canada
Robert
NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
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.

16. 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 ￥8,799
￥27,412 total
includes taxes & fees
Nov 9 - Nov 10
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Interior

17. The Rosebrook

The Rosebrook
4.0 star property
Lakewood
The price is ￥31,064
￥35,569 total
includes taxes & fees
Nov 15 - Nov 16
The Rosebrook
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a wooden floor.

18. Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
7.8 out of 10, Good, (48 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 ￥11,554
￥22,807 total
includes taxes & fees
Nov 10 - Nov 11
Charming studio apartment in fantastic Cleveland Tremont area
A modern kitchen with white cabinets, a wooden countertop, and a black faucet.

19. Cozy Downtown Modern Condo in the Heart of it all

Cozy Downtown Modern Condo in the Heart of it all
Downtown Cleveland
9.6 out of 10, Exceptional, (179 reviews)
"We enjoyed our stay"
United States
Grant B.
The price is ￥6,799
￥20,714 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Downtown Modern Condo in the Heart of it all
A bright kitchen with white cabinets, a wooden dining table, and chairs.

20. Luxury Downtown Townhome w/ Private Garage Unit 10

Luxury Downtown Townhome w/ Private Garage Unit 10
Downtown Cleveland
9.4 out of 10, Exceptional, (41 reviews)
"Property was very clean and super close to the auditorium."
United States
Paula
The price is ￥8,868
￥27,100 total
includes taxes & fees
Dec 1 - Dec 2
Luxury Downtown Townhome w/ Private Garage Unit 10
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

La Quinta Inn & Suites by Wyndham Cleveland - Airport North

La Quinta Inn & Suites by Wyndham Cleveland - Airport North

10/10 Excellent
"It was a nice, clean place to stay."
Yvonne 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Cleveland - Airport North

Find out more about Highland Hills

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

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Frequently asked questions

Are there vacation rentals in Highland Hills?

Yes, we give you a choice of vacation rentals close to popular local attractions in Highland Hills, or you can select a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Highland Hills?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This vacation home rental near Highland Hills 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 can I see and do in Highland Hills?

Explore the area and family-friendly sights such as Cleveland Museum of Natural History, or get out into nature at a spot like Cleveland Botanical Garden. 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.