Highland Hills Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Highland Hills vacation rentals

Exterior detail

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, (73 reviews)
"Great location for a Cleveland visit. Host was responsive and helpful. Will definitely stay again."
United States
Kathleen R.
The price is ￥11,475
￥26,329 total
includes taxes & fees
Apr 28 - Apr 29
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Interior

Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
8.8 out of 10, Excellent, (19 reviews)
"Place was nice and meet our expectations. Located in a more rough area, but overall we had a good experience staying here. "
United States
Luke T.
The price is ￥7,889
￥20,480 total
includes taxes & fees
Apr 28 - Apr 29
Charming studio apartment in fantastic Cleveland Tremont area
Exterior detail

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (85 reviews)
"The house is clean the host is always present whenever you needed I enjoyed my stay I can recommend you to book your stay"
United States
TULINAYO T.
The price is ￥11,475
￥25,373 total
includes taxes & fees
May 3 - May 4
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Interior

Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (36 reviews)
"Fantastic communication with the host and the most comfortable beds we have ever slept in! This home is charming and decorated elegantly with plenty of room for visiting. "
United States
Holly G.
Willow Woods Retreat - Farmhouse - Patio & Nature
TV

The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (20 reviews)
"A beautiful, comfortable, well kept apartment in a great location. This was ous second stay here so you know we like it!"
United States
Steve W.
The price is ￥17,572
￥34,307 total
includes taxes & fees
Apr 28 - Apr 29
The House Hotels - Superior Road
Beach nearby, sun loungers, beach towels

Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie

Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie
Mentor
10.0 out of 10, Exceptional, (77 reviews)
"This was our second time staying here and we were again impressed with the details and luxury provided by the host. We will definitely be back!"
United States
Megan And Marty O.
Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie
TV

Nice Apartment next to Christmas Story House

Nice Apartment next to Christmas Story House
Tremont
9.8 out of 10, Exceptional, (27 reviews)
"Location was close to our activities "
United States
Brenda R.
The price is ￥9,403
￥24,594 total
includes taxes & fees
Apr 28 - Apr 29
Nice Apartment next to Christmas Story House
Exterior

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (60 reviews)
"We loved this little place. "
United States
Rolanda R.
The price is ￥16,066
￥24,832 total
includes taxes & fees
Apr 28 - Apr 29
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
1 bedroom, iron/ironing board, free WiFi, bed sheets

Steps to Cleveland Clinic - Bright Studio

Steps to Cleveland Clinic - Bright Studio
Hough
10.0 out of 10, Exceptional, (2 reviews)
"host was very nice and attentive !"
United States
Trinity D.
The price is ￥13,547
￥33,729 total
includes taxes & fees
Apr 29 - Apr 30
Steps to Cleveland Clinic - Bright Studio
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Lovely Lakewood:November Special 15% Off 3+ Nights

Lovely Lakewood:November Special 15% Off 3+ Nights
Lakewood
9.0 out of 10, Wonderful, (88 reviews)
"Perfect location for our needs. "
United States
Tracy S.
The price is ￥11,762
￥27,700 total
includes taxes & fees
Apr 28 - Apr 29
Lovely Lakewood:November Special 15% Off 3+ Nights
Smart TV, fireplace, books

Contemporary Coventry: 10% Off 2+Nights+Late Check Out

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
9.2 out of 10, Wonderful, (47 reviews)
"Good place to stay"
United States
Matthew C.
The price is ￥11,157
￥26,298 total
includes taxes & fees
Apr 28 - Apr 29
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy studio near Cleve Clinic, Case

Cozy studio near Cleve Clinic, Case
Cleveland Heights
9.6 out of 10, Exceptional, (5 reviews)
"Very responsive host, nice and convenient area"
United States
Shannon
The price is ￥8,607
￥25,342 total
includes taxes & fees
May 4 - May 5
Cozy studio near Cleve Clinic, Case
Property grounds

Residential Apartment w/Drumkit

Residential Apartment w/Drumkit
Willowick
10.0 out of 10, Exceptional, (18 reviews)
"Great, quiet place! "
United States
Ranae K.
The price is ￥14,990
￥25,780 total
includes taxes & fees
Apr 28 - Apr 29
Residential Apartment w/Drumkit
Outdoor dining

Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio

Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
Akron
9.8 out of 10, Exceptional, (45 reviews)
"Gorgeous, quiet location and clean, comfy accommodations. "
United States
Michelle M.
The price is ￥17,070
￥31,677 total
includes taxes & fees
May 5 - May 6
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio
Smart TV, books

Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown

Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown
Ohio City
10.0 out of 10, Exceptional, (26 reviews)
"The facilities were immaculate, easy entry, and great parking. Very concise no hassle instructions for cleaning up"
United States
Michael
The price is ￥13,866
￥28,731 total
includes taxes & fees
Apr 28 - Apr 29
Stylish 2BR Ohio City Retreat: Near West Side Market, Breweries, & Downtown
Fridge, microwave, oven, stovetop

Tranquil Tremont-Stay 3 nights & Enjoy 25% off 4th night

Tranquil Tremont-Stay 3 nights & Enjoy 25% off 4th night
Tremont
9.2 out of 10, Wonderful, (18 reviews)
"Very nice place. Easy acces and parking."
Canada
Jessica D.
The price is ￥11,475
￥26,616 total
includes taxes & fees
Apr 28 - Apr 29
Tranquil Tremont-Stay 3 nights & Enjoy 25% off 4th night
Smart TV

Center of Little Italy #1

Center of Little Italy #1
University Circle
9.6 out of 10, Exceptional, (17 reviews)
"Great stay and great location!"
United States
Katlyn A.
The price is ￥13,388
￥30,933 total
includes taxes & fees
Apr 28 - Apr 29
Center of Little Italy #1
Interior

Timeless Tremont- Enjoy 20% off 5+ nights

Timeless Tremont- Enjoy 20% off 5+ nights
Tremont
9.4 out of 10, Exceptional, (44 reviews)
"excellent property in a wonderful neighborhood, close to downtown "
United States
James
The price is ￥12,870
￥29,605 total
includes taxes & fees
Apr 28 - Apr 29
Timeless Tremont- Enjoy 20% off 5+ nights
Dining

Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
8.8 out of 10, Excellent, (12 reviews)
"I always love staying here! "
United States
Jade R.
The price is ￥27,095
￥31,080 total
includes taxes & fees
May 2 - May 3
Pine Lake Trout Club Cabin #8!!!
Dining

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

1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.
Strongsville
9.8 out of 10, Exceptional, (16 reviews)
"Great place with a great host! "
United States
J.P. G.
The price is ￥14,185
￥18,966 total
includes taxes & fees
May 19 - May 20
1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2.
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 Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

10/10 Excellent
"Pretty good "
Hayk 3-night trip
Posted 11 hours ago
Hotel Indigo Cleveland Downtown by IHG

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 11: 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.