Default HTG hotel image

Highland Hills Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (250 reviews)
"Enjoyed our stay, right downtown and accessible to everything."
United States
Sean
$174 nightly
The price is $191
Oct 29 - Oct 30
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.
$198 nightly
The price is $198
Oct 26 - Oct 27
Total with taxes and fees
The Gallery House - Art curated by local artist!
A modern living room with a flat-screen TV mounted on a wall, a wooden entertainment center, and a zebra-patterned rug.

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

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
9.0 out of 10, Wonderful, (27 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
$165 nightly
The price is $167
Oct 22 - Oct 23
Total with taxes and fees
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
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
8.8 out of 10, Excellent, (61 reviews)
"Location was perfect. "
United States
Brian S.
$175 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Contemporary Coventry
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, (97 reviews)
"Another great stay!"
United States
Paul T.
$173 nightly
The price is $188
Oct 30 - Oct 31
Total with taxes and fees
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
A sign for Cleveland Metroparks at Edgewater Beach.

6. 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, (56 reviews)
"It was perfect for an overnight trip to the city to see a concert."
United States
Laura F.
$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
A dining area with a dark wooden table and chairs, a chandelier, and a kitchen in the background.

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

Next 2 Christmas Story House/Tremont/5min downtown
Tremont
9.6 out of 10, Exceptional, (98 reviews)
"Host was great"
United States
Jennifer E.
$150 nightly
The price is $155
Oct 27 - Oct 28
Total with taxes and fees
Next 2 Christmas Story House/Tremont/5min downtown
A two-story house with a porch, a small front yard, and a visible front door.

8. 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.
$228 nightly
The price is $241
Nov 3 - Nov 4
Total with taxes and fees
Walk to Dining, Bars & Transit!
A modern bedroom with a loft bed, a sofa, and a coffee table.

9. 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
$210 nightly
The price is $228
Oct 28 - Oct 29
Total with taxes and fees
Modern Victorian Studio -Steps to Cleveland Clinic
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

10. 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
Nov 2 - Nov 3
Total with taxes and fees
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a wooden floor.

11. Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
7.8 out of 10, Good, (46 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.
$131 nightly
The price is $131
Oct 27 - Oct 28
Total with taxes and fees
Charming studio apartment in fantastic Cleveland Tremont area
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.

12. 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.
$199 nightly
The price is $205
Oct 22 - Oct 23
Total with taxes and fees
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
A dining area with a wooden table and chairs, a chandelier, and a television on a shelf.

13. Upscale suite in Lakewood

Upscale suite in Lakewood
Lakewood
9.6 out of 10, Exceptional, (14 reviews)
"Good location"
United States
Ronald
$150 nightly
The price is $155
Oct 22 - Oct 23
Total with taxes and fees
Upscale suite in Lakewood
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

14. 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, (73 reviews)
"Awesome place!!"
United States
Quintin B.
$202 nightly
The price is $213
Oct 26 - Oct 27
Total with taxes and fees
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
A modern kitchen with white cabinets, a wooden countertop, and a black faucet.

15. 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.
$147 nightly
The price is $152
Nov 9 - Nov 10
Total with taxes and fees
Cozy Downtown Modern Condo in the Heart of it all
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
$217 nightly
The price is $217
Oct 27 - Oct 28
Total with taxes and fees
Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

17. 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, (92 reviews)
"Great location. Great host."
United States
Mike B.
$202 nightly
The price is $218
Oct 25 - Oct 26
Total with taxes and fees
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A bright kitchen with white cabinets, a wooden dining table, and chairs.

18. Luxury Downtown Townhome w/ Private Garage Unit 10

Luxury Downtown Townhome w/ Private Garage Unit 10
Downtown Cleveland
9.4 out of 10, Exceptional, (40 reviews)
"Property was very clean and super close to the auditorium."
United States
Paula
$160 nightly
The price is $173
Oct 25 - Oct 26
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 10
A modern kitchen with a granite countertop, a built-in dishwasher, and a large window with curtains.

19. Historic Loft in the Heart of Downtown • Gym

Historic Loft in the Heart of Downtown • Gym
Downtown Cleveland
9.2 out of 10, Wonderful, (23 reviews)
"The place is excellent and the location works really well, everything in the downtown is close."
United States
Samiksha
$216 nightly
The price is $216
Oct 25 - Oct 26
Total with taxes and fees
Historic Loft in the Heart of Downtown • Gym
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

20. 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.
$181 nightly
The price is $191
Oct 26 - Oct 27
Total with taxes and fees
Large duplex king size bed and two queen size
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Hills Hotel Reviews

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

10/10 Excellent
"The staff was the best part. I booked through expedia and did not receive a handicap accessible room but the room was large enough for me to maneuver around and staff brought up a shower chair. I booked the room 2 months in advance. The doors were broken on the bathroom and closet, which maintenance came up right away to look at, and also a big white stain on the carpet but house keeping came with like 4 people and the clean it up right away. Some random person used a key card and walked in my room while I was in the room looked around and said oh this isn't my room. This definitely made the stay a little more on edge but the security staff was able to change out all the key cards and told us that everything should be good. I got to say I loved the room for the 3 days for the price I booked it. It was attached to the Jack casino but later at night they lock you out and you have to walk outside with possible homeless, I think I had to squeeze through a group of 20 homeless or so people between 12 and 2am to go around the building to get back to the room. I would love to have the option to use my phone to hook to the TV to watch Netflix or prime or YouTube."
Joshua 3-night trip
Posted less than an hour ago
Hotel Cleveland, Autograph Collection

Find out more about Highland Hills

Everything you need to know about Highland Hills 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 Highland Hills 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 Highland Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Hills. 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 Highland Hills 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 $125 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 Highland Hills rentals

At Expedia, we put the best Highland Hills 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 Highland Hills 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 Highland Hills 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 Highland Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.