Highland Hills Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Highland Hills

City Apartment, City View | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker
Sleek DT Cleveland Apt at City Club

Apartment in Downtown Cleveland

3.0 star property
9.4 out of 10, Exceptional, (119)
"Great gym. Free coffee in lobby. Great location"
United States
Keith
Sleek DT Cleveland Apt at City Club
Interior
2125 Superior Living

Aparthotel in Downtown Cleveland

2.0 star property
6.4 out of 10, (52)
"safe parking, the area is a little rough. "
United States
Richard
2125 Superior Living
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming studio apartment in fantastic Cleveland Tremont area

Apartment in Tremont

2.0 star property
10.0 out of 10, Exceptional, (3)
"it was beautiful apartment, very clean, host Derrick was very helpful, he responded to our text messages immediately. "
United States
Savitha C.
The price is ￥6,841
￥17,545 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming studio apartment in fantastic Cleveland Tremont area
Microwave, oven, stovetop, dishwasher
Modern Industrial 1BR Loft in Downtown Cleveland NEW

Apartment in Downtown Cleveland

2.0 star property
6.0 out of 10, (4)
"Great place! Was a little hard to find but I like the secret location of it! Bathroom super beautiful and hostess very easy to communicate with!"
United States
Shai H.
The price is ￥13,264
￥21,021 total
includes taxes & fees
Dec 9 - Dec 10
Modern Industrial 1BR Loft in Downtown Cleveland NEW
Property grounds
Crown royal presidential suite and fitness center

Vacation Home in Broadway-Slavic Village

8.8 out of 10, Excellent, (51)
"This place was very clean and the host responded quickly to any questions we had. "
United States
Nicole
The price is ￥13,822
￥18,476 total
includes taxes & fees
Dec 7 - Dec 8
Crown royal presidential suite and fitness center
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 13

Vacation Home in Downtown Cleveland

9.6 out of 10, Exceptional, (83)
"Great location, close to amenities, super clean and very easy to rent ... A+++"
United States
Stacy
The price is ￥6,981
￥25,930 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 13
Fridge, microwave, oven, stovetop
Ohio City Getaway W/ Hot Tub, Pool Table and more!

Vacation Home in Ohio City

9.6 out of 10, Exceptional, (72)
"Very fun stay!"
United States
Rebecca B.
Ohio City Getaway W/ Hot Tub, Pool Table and more!
Fridge, microwave, oven, stovetop
Timeless Tremont- Enjoy 15% off 5+ nights

Apartment in Tremont

2.0 star property
9.4 out of 10, Exceptional, (35)
"Great property, great location!!! Would stay again "
United States
Lea J.
The price is ￥11,790
￥28,079 total
includes taxes & fees
Dec 9 - Dec 10
Timeless Tremont- Enjoy 15% off 5+ nights
Interior
Luxury Apartment | Downtown | Free Parking

Apartment in Downtown Cleveland

10.0 out of 10, Exceptional, (14)
"Awesome place, very convenient and easy to navigate "
United States
Kevin
The price is ￥10,704
￥34,473 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Apartment | Downtown | Free Parking
Fridge, microwave, oven, stovetop
Charming 2-bedroom apartment with AC, Free Parking in wonderful Cleveland

Apartment in Downtown Cleveland

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very Nice Central Location would stay again "
United States
Summer L.
The price is ￥16,056
￥27,691 total
includes taxes & fees
Dec 7 - Dec 8
Charming 2-bedroom apartment with AC, Free Parking in wonderful Cleveland
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 16

Vacation Home in Downtown Cleveland

2.0 star property
9.2 out of 10, Wonderful, (23)
"Location was great for a quick family weekend trip. "
United States
Crystal P.
The price is ￥6,981
￥25,930 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 16
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 4

Vacation Home in Downtown Cleveland

9.8 out of 10, Exceptional, (28)
"Great place to stay"
United States
April T.
The price is ￥7,757
￥26,776 total
includes taxes & fees
Dec 14 - Dec 15
Luxury Downtown Townhome w/ Private Garage Unit 4
Interior
Tranquil 1-bedroom apartment Downtown City Living

Apartment in Downtown Cleveland

2.0 star property
6.0 out of 10, (1)
"There is a club across the street and two doors down. Saturday night was little rough with people arguing and cops"
United States
Michael B.
The price is ￥7,912
￥17,853 total
includes taxes & fees
Dec 7 - Dec 8
Tranquil 1-bedroom apartment Downtown City Living
Smart TV
Quaint 2BR in Historical Little Italy

Apartment in University Circle

2.0 star property
9.0 out of 10, Wonderful, (17)
"Great location in little Italy. The space was quiet and it was great for us!"
United States
Martha V.
The price is ￥14,660
￥23,968 total
includes taxes & fees
Dec 8 - Dec 9
Quaint 2BR in Historical Little Italy
Interior
Historic Loft in the Heart of Downtown • Gym

Vacation Home in Downtown Cleveland

2.0 star property
6.0 out of 10, (2)
"The place was great, but entry was a nightmare. Communication dropped off when I confirmed an early arrival time, then upon arrival there was little assistance in checking in. When we did finally receive the lockbox instructions, there were no keys to enter the unit. The entire process for getting into our unit after arriving was a little over an hour. Once inside, things were great. "
United States
Nick V.
The price is ￥8,191
￥27,117 total
includes taxes & fees
Dec 8 - Dec 9
Historic Loft in the Heart of Downtown • Gym
Interior
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!

Vacation Home in Edgewater

8.8 out of 10, Excellent, (6)
"Thank you for an amazing stay, this was great for families who were staying out of town to travel to Huntington Stadium. "
United States
Kassie M.
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!
Outdoor spa tub
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions

Vacation Home in Ohio City

8.4 out of 10, Very Good, (8)
"Overall process was excellent. Excellent communication. Excellent check in and out!!!"
United States
Alex N.
The price is ￥26,667
￥53,039 total
includes taxes & fees
Dec 7 - Dec 8
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 11

Vacation Home in Downtown Cleveland

10.0 out of 10, Exceptional, (15)
"My family and I stayed there recently for a concert. Great place, clean, good location, excellent communication with the owner! Would definitely stay again!"
United States
Marla A.
The price is ￥7,757
￥26,776 total
includes taxes & fees
Dec 14 - Dec 15
Luxury Downtown Townhome w/ Private Garage Unit 11
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 3

Vacation Home in Downtown Cleveland

9.8 out of 10, Exceptional, (20)
"Nice townhouse, walking distance to downtown. The garage parking is nice to have. Will stay there again."
United States
Sonny C.
The price is ￥6,981
￥25,930 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 3
Smart TV
Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find

Apartment in Downtown Cleveland

10.0 out of 10, Exceptional, (32)
"Great place in a great location!"
United States
David S.
The price is ￥70,584
￥106,264 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find
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
"beautiful room and bar, loved it. was close to everything and easy to park"
Lauren 2-night trip
Posted 2 days ago
Hotel Cleveland, Autograph Collection

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?

Luxury Downtown Townhome w/ Private Garage Unit 13: This vacation home rental near Highland Hills is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.