Highland Hills Vacation Rentals

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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, (116)
"This location was amazing. It was very clean and well organized. They thought of everything you might need in the kitchenette & bathroom. We would highly recommend this location."
United States
SUSAN
Sleek DT Cleveland Apt at City Club
Interior
2125 Superior Living

Aparthotel in Downtown Cleveland

2.0 star property
6.4 out of 10, (51)
"safe parking, the area is a little rough. "
United States
Richard
$159 nightly
The price is $187
Dec 1 - Dec 2
Total with taxes and fees
2125 Superior Living
Microwave, oven, stovetop, dishwasher
Modern Industrial 1BR Loft in Downtown Cleveland NEW

Apartment in Downtown Cleveland

2.0 star property
8.0 out of 10, Very Good, (1)
"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.
$136 nightly
The price is $136
Nov 25 - Nov 26
Total with taxes and fees
Modern Industrial 1BR Loft in Downtown Cleveland NEW
Microwave, oven, stovetop, dishwasher
Luxury Loft Getaway in Downtown Cleveland

Apartment in Downtown Cleveland

2.0 star property
Luxury Loft Getaway in Downtown Cleveland
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.
$113 nightly
The price is $113
Nov 20 - Nov 21
Total with taxes and fees
Charming studio apartment in fantastic Cleveland Tremont area
Interior
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!

Vacation Home in Edgewater

8.4 out of 10, Very Good, (5)
"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.
$430 nightly
The price is $448
Dec 1 - Dec 2
Total with taxes and fees
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!
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
$119 nightly
The price is $119
Nov 20 - Nov 21
Total with taxes and fees
Crown royal presidential suite and fitness center
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, (69)
"Very fun stay!"
United States
Rebecca B.
Ohio City Getaway W/ Hot Tub, Pool Table and more!
TV, offices
HUGE Loft in Heart of Downtown • Pool & Spa • Gym

Apartment in Downtown Cleveland

9.0 out of 10, Wonderful, (4)
"Mom and dad’s night out l! We had the best time! Thank you for this beautiful apartment stay!"
United States
Jessica T.
$177 nightly
The price is $191
Nov 24 - Nov 25
Total with taxes and fees
HUGE Loft in Heart of Downtown • Pool & Spa • Gym
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.
$160 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 11
Fridge, microwave, oven, stovetop
Timeless Tremont-2 Bdrm near Downtown Cle

Apartment in Tremont

2.0 star property
9.4 out of 10, Exceptional, (34)
"Great property, great location!!! Would stay again "
United States
Lea J.
$203 nightly
The price is $203
Nov 20 - Nov 21
Total with taxes and fees
Timeless Tremont-2 Bdrm near Downtown Cle
Smart TV
Quaint 2BR in Historical Little Italy

Apartment in University Circle

2.0 star property
9.0 out of 10, Wonderful, (17)
"Comfortable and clean, short walk to Little Italy "
United States
Thom T.
$155 nightly
The price is $155
Nov 24 - Nov 25
Total with taxes and fees
Quaint 2BR in Historical Little Italy
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 13

Vacation Home in Downtown Cleveland

9.6 out of 10, Exceptional, (81)
"Great location, close to amenities, super clean and very easy to rent ... A+++"
United States
Stacy
$150 nightly
The price is $162
Nov 20 - Nov 21
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 13
Outdoor dining
1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.

Vacation Home in Strongsville

9.8 out of 10, Exceptional, (6)
"Warm and inviting! Like staying at a friends home!"
United States
Katrina C.
$120 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.
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.
$331 nightly
The price is $331
Nov 20 - Nov 21
Total with taxes and fees
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions
Fridge, microwave, oven, stovetop
A Cleveland Modern and Historic Apartment Unit 105

Apartment in Kamm's Corners

10.0 out of 10, Exceptional, (125)
"Wonderful restful stay! "
United States
Claudia H.
$205 nightly
The price is $213
Nov 23 - Nov 24
Total with taxes and fees
A Cleveland Modern and Historic Apartment Unit 105
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 14

Vacation Home in Downtown Cleveland

9.4 out of 10, Exceptional, (36)
"Good location, walkable to sports. "
United States
Michael C.
$160 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 14
Interior
Luxury Apartment | Downtown | Free Parking

Apartment in Downtown Cleveland

10.0 out of 10, Exceptional, (13)
"Awesome place, very convenient and easy to navigate "
United States
Kevin
$211 nightly
The price is $222
Nov 20 - Nov 21
Total with taxes and fees
Luxury Apartment | Downtown | Free Parking
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, (21)
"Location was great for a quick family weekend trip. "
United States
Crystal P.
$155 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 16
Fridge, microwave, oven, stovetop
Modern Swanky Baseball Home, King Beds, Hot Tub, BBQ Grill, 5 min to Cle Clinic

Vacation Home in Hough

Modern Swanky Baseball Home, King Beds, Hot Tub, BBQ Grill, 5 min to Cle Clinic
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

Fidelity Hotel

Fidelity Hotel

10/10 Excellent
"Loved everything about this place. Staff, vibe and location were all wonderful. Would definitely stay again!"
Hallie 3-night trip
Posted 21 hours ago
Fidelity Hotel

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 $113 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.

Explore a world of travel with Expedia

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?

Ohio City Getaway W/ Hot Tub, Pool Table and more!: This vacation home rental near Highland Hills is located in the city center and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.