Highland Hills Vacation Rentals

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Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Highland Hills

Exterior
Pine Lake Trout Club Cabin #1!!!

Cabin in Chagrin Falls

10.0 out of 10, Exceptional, (2)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
The price is ￥27,139
￥31,016 total
includes taxes & fees
Dec 6 - Dec 7
Pine Lake Trout Club Cabin #1!!!
Dining
Country Cottage Farm Stay at Stoneycreek Acres

Cottage in Newbury

10.0 out of 10, Exceptional, (70)
"Loved our stay!! Clean and wonderful! "
United States
Amber S.
The price is ￥29,310
￥51,021 total
includes taxes & fees
Dec 6 - Dec 7
Country Cottage Farm Stay at Stoneycreek Acres
Exterior
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio

Cabin in Akron

10.0 out of 10, Exceptional, (42)
"The cabin was very clean, and was a cozy spot in the woods. We are looking forward to our next visit, and bringing family with us!"
United States
J g.
The price is ￥16,609
￥30,822 total
includes taxes & fees
Dec 8 - Dec 9
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Lovely Lakewood:November Special 15% Off 4+ Nights

Vacation Home in Lakewood

9.2 out of 10, Wonderful, (81)
"It was a nice place. We would stay again. "
United States
Misty F.
The price is ￥13,957
￥29,775 total
includes taxes & fees
Dec 7 - Dec 8
Lovely Lakewood:November Special 15% Off 4+ Nights
Property grounds
Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Apartment in Mantua

9.6 out of 10, Exceptional, (38)
"We stayed for a quick weekend trip. We appreciated how well stocked the kitchen was as we planned to do some cooking. We have not always had that fortune. "
United States
Janine S.
The price is ￥19,385
￥38,150 total
includes taxes & fees
Dec 8 - Dec 9
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Microwave, spices
Modern Loft in Historic Birdtown - Unit 8

Apartment in Lakewood

2.0 star property
10.0 out of 10, Exceptional, (3)
"Clean space in a nice area."
United States
Lauren M.
Modern Loft in Historic Birdtown - Unit 8
Outdoor dining
Crisp 2 bedroom upstairs apartment in historic duplex

Vacation Home in Stockyards

10.0 out of 10, Exceptional, (46)
"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.
The price is ￥15,198
￥23,392 total
includes taxes & fees
Dec 7 - Dec 8
Crisp 2 bedroom upstairs apartment in historic duplex
Smart TV
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Apartment in Burton

10.0 out of 10, Exceptional, (48)
"I have stayed here before and enjoyed it just as much the second time. The place had a lot of charm, was very clean and was very convenient to where I was working. I will stay there again. "
United States
Kathryn
The price is ￥8,793
￥16,547 total
includes taxes & fees
Dec 8 - Dec 9
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Cottage (4 Bedrooms) | Interior
Coastal Lake Erie Cottage w/ Amazing Water Views!

Cottage in Euclid

3.0 star property
The price is ￥13,647
￥28,905 total
includes taxes & fees
Dec 7 - Dec 8
Coastal Lake Erie Cottage w/ Amazing Water Views!
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 ￥14,733
￥31,482 total
includes taxes & fees
Dec 8 - Dec 9
Timeless Tremont- Enjoy 15% off 5+ nights
Fridge, microwave, oven, stovetop
Victorian Studio Steps from Cleveland Clinic

Vacation Home in Hough

10.0 out of 10, Exceptional, (1)
The price is ￥13,898
￥34,068 total
includes taxes & fees
Dec 7 - Dec 8
Victorian Studio Steps from Cleveland Clinic
Exterior detail
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Vacation Home in Buckeye-Shaker

9.8 out of 10, Exceptional, (57)
"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
The price is ￥11,166
￥24,689 total
includes taxes & fees
Dec 7 - Dec 8
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
TV
Nice Apartment next to Christmas Story House

Apartment in Tremont

9.8 out of 10, Exceptional, (24)
"We absolutely loved this place ! "
United States
Celeste K.
The price is ￥7,754
￥20,858 total
includes taxes & fees
Dec 9 - Dec 10
Nice Apartment next to Christmas Story House
Exterior
2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!

Vacation Home in Lakewood

2.0 star property
7.6 out of 10, Good, (14)
"Good communication with the owner. Parking is poor . That area needs cleaned up. Everything about the apartment was nice. Bed was comfortable. "
United States
Shirley M.
The price is ￥13,818
￥29,714 total
includes taxes & fees
Dec 6 - Dec 7
2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!
Fridge, microwave, oven, stovetop
Center of Little Italy #1

Apartment in University Circle

9.6 out of 10, Exceptional, (16)
"Such a convenient spot just off Mayfield Road. "
United States
Erin N.
The price is ￥16,283
￥34,365 total
includes taxes & fees
Dec 24 - Dec 25
Center of Little Italy #1
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, (22)
"Location was great for a quick family weekend trip. "
United States
Crystal P.
The price is ￥6,979
￥25,922 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 16
Property grounds
Tremont! 7 min to downtown Cle

Vacation Home in Tremont

9.4 out of 10, Exceptional, (13)
"Nice clean and comfortable I will definitely book again "
United States
Garnell M.
The price is ￥23,898
￥40,181 total
includes taxes & fees
Dec 7 - Dec 8
Tremont! 7 min to downtown Cle
Property grounds
Cozy Country Apartment in Heart of Geauga County

Apartment in Newbury

9.8 out of 10, Exceptional, (30)
"This property was the best I have stayed in with VRBO! Across the board fabulous! If you need a place to stay in this area of Ohio, definately stay here!"
United States
Katharina F.
The price is ￥20,936
￥41,096 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Country Apartment in Heart of Geauga County
Exterior
Dwntwn Luxe Suite Rock Hall • Casino • Stadiums

Apartment in Downtown Cleveland

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean, comfortable and stunning view!"
United States
Wayne
The price is ￥14,143
￥27,790 total
includes taxes & fees
Dec 14 - Dec 15
Dwntwn Luxe Suite Rock Hall • Casino • Stadiums
Property grounds
Residential Apartment w/Drumkit

Apartment in Willowick

10.0 out of 10, Exceptional, (18)
"Very clean and host was attentive."
United States
Amanda
The price is ￥14,585
￥25,084 total
includes taxes & fees
Dec 7 - Dec 8
Residential Apartment w/Drumkit
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 23 hours 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.