Highland Hills Vacation Rentals from ￥19,197: Search Short-Term Rentals

Q: 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.

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Our top choices for Highland Hills vacation rentals

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

Buckeye-Shaker

Paul T.

￥27,616 total

includes taxes & fees

Sep 23 - Sep 24

2. South Euclid Home 10 Minutes to Cleveland Clinic

South Euclid

Thomas

￥66,273 total

includes taxes & fees

Sep 27 - Sep 28

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

University Circle

Sandra S.

￥34,497 total

includes taxes & fees

Sep 20 - Sep 21

Coffee/tea maker, fridge, microwave, oven

4. Large duplex king size bed and two queen size

Cleveland Heights

Michelle T.

￥29,615 total

includes taxes & fees

Sep 20 - Sep 21

5. Classic Meets Contemporary I Minutes to Cle Clinic

Cleveland Heights

Monica

￥31,256 total

includes taxes & fees

Oct 4 - Oct 5

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

Cleveland

Brian S.

￥25,732 total

includes taxes & fees

Sep 20 - Sep 21

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

Cleveland Heights

David T.

￥31,100 total

includes taxes & fees

Sep 21 - Sep 22

8. Historic Cleveland Heights Carriage House!

Cleveland Heights

Mary A.

￥64,003 total

includes taxes & fees

Oct 4 - Oct 5

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Top Highland Hills Hotel Reviews

The Westin Cleveland Downtown

10/10 Excellent

"Price and quality"

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."

Hotel Cleveland, Autograph Collection

10/10 Excellent

"I stayed at Hotel Cleveland for a conference and had a great experience. The staff was friendly and helpful, especially Carl at the front desk, who helped me get a Hotel Cleveland pin—a thoughtful touch that made my stay more memorable. The lounge serves great drinks, and I really enjoyed the hotel’s historic charm. Being able to walk indoors to JACK Casino was convenient, too. A lovely place to stay!"

Fidelity Hotel

8/10 Good

"Really well maintained and lovely property. Good food purchased for breakfast. Free coffee. Parking pretty much non-existent unless you pay the $60 per day fee or walk down a nasty street for $25 per day. Rooms were beautiful but very very small. TV and beds were amazing. No storage whatsoever for clothes unless hanging. Short stays are fine. Excellent location for walking around Downtown."

Find out more about Highland Hills

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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 Cain 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.

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Check prices for these dates

Our top choices for Highland Hills vacation rentals

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

2. South Euclid Home 10 Minutes to Cleveland Clinic

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

4. Large duplex king size bed and two queen size

5. Classic Meets Contemporary I Minutes to Cle Clinic

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

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

8. Historic Cleveland Heights Carriage House!

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

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

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

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

13. Walk to Dining, Bars & Transit!

14. Center of Little Italy #1

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

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

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

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

19. Lovely 2 Bedroom Unit with a Hot Tub

20. Cozy Ohio City home w/Hot Tub & amazing amenities!

Find vacation rentals that suit your style

Top Highland Hills Hotel Reviews

The Westin Cleveland Downtown

Hotel Indigo Cleveland Downtown by IHG

Drury Plaza Hotel Cleveland Downtown

Hyatt Regency Cleveland At The Arcade

Hilton Garden Inn Cleveland Downtown

Hotel Cleveland, Autograph Collection

Fidelity Hotel

Find out more about Highland Hills

Frequently asked questions

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