Search Vacation Homes in Highland Hills

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Highland Hills

Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Buckeye-Shaker
9.8 out of 10, Exceptional, (55)
"We had made a prior request that housekeeping avoid scented cleaning products as much as possible (due to allergies and sensitivities of people in our group). We were very pleased with their efforts, and our stay was allergy-free! Also, the host, Ken Love, was very responsive when I had questions/comments during and after our stay."
United States
Patricia
$156 nightly
The price is $163
Nov 23 - Nov 24
Total with taxes and fees
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Crisp 2 bedroom upstairs apartment in historic duplex

Stockyards
10.0 out of 10, Exceptional, (45)
"Had a great stay here while in Cleveland for a concert. Clean, comfortable, and great location. Would definitely stay again if in the area! "
United States
Ashley F.
$143 nightly
The price is $151
Nov 21 - Nov 22
Total with taxes and fees
Crisp 2 bedroom upstairs apartment in historic duplex

Victorian Studio Steps from Cleveland Clinic

Hough
10.0 out of 10, Exceptional, (1)
$203 nightly
The price is $220
Dec 1 - Dec 2
Total with taxes and fees
Victorian Studio Steps from Cleveland Clinic

Luxury Downtown Townhome w/ Private Garage Unit 16

2.0 star property
Downtown Cleveland
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

Shaker Square|Sleeps 4|Front Porch|Coffee Station

Buckeye-Shaker
10.0 out of 10, Exceptional, (4)
"It is a clean, well maintained property. It was very comfortable & it is in a nice neighborhood."
United States
Julie S.
$287 nightly
The price is $311
Nov 23 - Nov 24
Total with taxes and fees
Shaker Square|Sleeps 4|Front Porch|Coffee Station

Urban Art Escape in Gordon Sq. W/King Size Bed

Detroit - Shoreway
10.0 out of 10, Exceptional, (1)
"The location was great especially because parking was kind of scarce we could walk up the street and everything we could want was right there. The home was clean and practical. We will definitely book when we come to Cleveland "
United States
Cierra H.
$204 nightly
The price is $221
Nov 23 - Nov 24
Total with taxes and fees
Urban Art Escape in Gordon Sq. W/King Size Bed

30-Acre Horse Ranch Luxury Farmhouse Pool, Deck, Pond, River, Trails, Firepit

Hinckley
10.0 out of 10, Exceptional, (51)
"Beautiful property "
United States
lee h.
$292 nightly
The price is $292
Nov 23 - Nov 24
Total with taxes and fees
30-Acre Horse Ranch Luxury Farmhouse Pool, Deck, Pond, River, Trails, Firepit

The Cleveland Haven - Spacious 4-bedroom house in enjoyable Cleveland with AC

Cudell
10.0 out of 10, Exceptional, (3)
"Great place to stay! We had my son’s first birthday party here. The host was great with communication. The place was clean & very spacey for an affordable price. "
United States
Laniah M.
$246 nightly
The price is $246
Nov 24 - Nov 25
Total with taxes and fees
The Cleveland Haven - Spacious 4-bedroom house in enjoyable Cleveland with AC

Stylish Ohio City Retreat - Walk to West Side Market and Breweries

Ohio City
9.8 out of 10, Exceptional, (19)
"I had no complaints about our stay whatsoever. It was a very nice place."
United States
nick f.
$159 nightly
The price is $166
Nov 23 - Nov 24
Total with taxes and fees
Stylish Ohio City Retreat - Walk to West Side Market and Breweries

Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean.

2.0 star property
Parma
10.0 out of 10, Exceptional, (11)
"Great property in a great location. "
United States
Susan K.
$206 nightly
The price is $217
Nov 23 - Nov 24
Total with taxes and fees
Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean.

Lovely Lakewood:November Special 10% Off 3+ Nights

Lakewood
9.2 out of 10, Wonderful, (80)
"It was a nice place. We would stay again. "
United States
Misty F.
$192 nightly
The price is $192
Dec 1 - Dec 2
Total with taxes and fees
Lovely Lakewood:November Special 10% Off 3+ Nights

17,000 Arcade Games + park views at the Game Room!

Berea
9.0 out of 10, Wonderful, (4)
"This place is so neat! I love the themed rooms and board games. House was very clean and comfortable and spacious. Host was amazing and communication was top notch. Will stay again!"
United States
April H.
$219 nightly
The price is $219
Dec 9 - Dec 10
Total with taxes and fees
17,000 Arcade Games + park views at the Game Room!

Luxury Downtown Townhome w/ Private Garage Unit 7

Downtown Cleveland
9.6 out of 10, Exceptional, (17)
"This place was perfect for our stay and the garage made it so nice!"
United States
Amber D.
$155 nightly
The price is $167
Nov 24 - Nov 25
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 7

2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!

2.0 star property
Lakewood
7.6 out of 10, Good, (14)
"Can't beat the location! So many food options are within walking distance, including a late night convenience store. It's also pretty safe with a bank and school down the street. We did experience a significant issue inside (related to cleanliness), but the host promptly responded to correct it so I won't go into details here. Hopefully it was an isolated incident because otherwise the property is great."
United States
Shannon H.
$185 nightly
The price is $192
Nov 22 - Nov 23
Total with taxes and fees
2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!

Lux Ohio City Gem

Ohio City
9.4 out of 10, Exceptional, (3)
"Lovely place in a great neighborhood. Walkable to tons of restaurants and close to all of the downtown attractions. Everything about our stay here was perfect. "
United States
Andrew R.
$279 nightly
The price is $303
Nov 21 - Nov 22
Total with taxes and fees
Lux Ohio City Gem

Walkable Kamm’s Corners | Pet-Friendly | Sleeps 6

Kamm's Corners
10.0 out of 10, Exceptional, (4)
"Great place in a great neighborhood!"
United States
mary ann z.
$282 nightly
The price is $306
Nov 23 - Nov 24
Total with taxes and fees
Walkable Kamm’s Corners | Pet-Friendly | Sleeps 6

Ohio City · 4 Bed/3 TV · Free Parking · Mins to DT

2.0 star property
Detroit - Shoreway
$158 nightly
The price is $158
Nov 24 - Nov 25
Total with taxes and fees
Ohio City · 4 Bed/3 TV · Free Parking · Mins to DT

Fenced & Pet-Friendly! Modern 2BR Retreat! CLE-BW

2.0 star property
Berea
10.0 out of 10, Exceptional, (1)
"Very clean and cozy exactly as advertised. Conveniently located near our family and friends."
United States
Debbie B.
$203 nightly
The price is $203
Dec 11 - Dec 12
Total with taxes and fees
Fenced & Pet-Friendly! Modern 2BR Retreat! CLE-BW

1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.

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.

The House Hotels - Superior Road

Cleveland Heights
9.4 out of 10, Exceptional, (13)
"This lovely small home was perfect for attending our son’s graduation from CWRU. The beds were very comfortable with nice linens and lots of high end pillows. Towels were soft and fresh smelling. The sitting and dining areas had comfortable furniture in good shape. The kitchen was a little dated but had everything we needed to make breakfast ( that’s all we cooked). The street was very quiet for sleeping"
United States
Valerie S.
$222 nightly
The price is $222
Nov 23 - Nov 24
Total with taxes and fees
The House Hotels - Superior Road
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Hills Hotel Reviews

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find out more about Highland Hills

Highland Hills Vacation Homes information

Number of reviews
341
Accommodation
640 Vacation Homes
Lowest Price
$120
Highest Price
$311

Explore a world of travel with Expedia