Highland Hills Holiday Rentals

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Holiday Rentals in Highland Hills

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Burton
10.0 out of 10, Exceptional, (47)
"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 NZ$180
includes taxes & fees
17 Nov - 18 Nov
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Nice Apartment next to Christmas Story House

Tremont
9.8 out of 10, Exceptional, (24)
"Didn’t spend a ton of time at the property because we were in town to hike at Cuyahoga National Park, but it was very clean and cozy! Spacious, updated, and conveniently located, too. Plenty of places in walking distance, and most popular destinations in the city are within 10-15 min drive! "
United States
Karina W.
The price is NZ$237
includes taxes & fees
20 Nov - 21 Nov
Nice Apartment next to Christmas Story House

Charming studio apartment in fantastic Cleveland Tremont area

2.0 star property
Tremont
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 NZ$199
includes taxes & fees
26 Nov - 27 Nov
Charming studio apartment in fantastic Cleveland Tremont area

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

Buckeye-Shaker
9.8 out of 10, Exceptional, (54)
"We really enjoyed staying here . It was clean and the host was very nice to us . Close to hospital and close to restaurants . We will return . "
United States
Cheryl C.
The price is NZ$280
includes taxes & fees
18 Nov - 19 Nov
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Country Cottage Farm Stay at Stoneycreek Acres

Newbury
10.0 out of 10, Exceptional, (69)
"Second time staying here in two years. The cottage is perfect for some relaxing, slow time with the wife. Molly is probably the best host we have had at a vrbo"
United States
Douglas G.
The price is NZ$579
includes taxes & fees
17 Nov - 18 Nov
Country Cottage Farm Stay at Stoneycreek Acres

Victorian Studio Steps from Cleveland Clinic

Hough
10.0 out of 10, Exceptional, (1)
The price is NZ$383
includes taxes & fees
17 Nov - 18 Nov
Victorian Studio Steps from Cleveland Clinic

Crisp 2 bedroom upstairs apartment in historic duplex

Stockyards
10.0 out of 10, Exceptional, (44)
"We had a wonderful stay. .It was close to all the activities we wanted to do and see. place was very clean and comfortable. If I ever need to come to Cleveland again, I would definitely stay again."
United States
Michelle G.
The price is NZ$265
includes taxes & fees
17 Nov - 18 Nov
Crisp 2 bedroom upstairs apartment in historic duplex

Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Mantua
9.6 out of 10, Exceptional, (38)
"This is our second stay at the farm which is now our new "go-to" when visiting family in the area. Excellent accommodations!"
United States
Nancy D.
The price is NZ$433
includes taxes & fees
17 Nov - 18 Nov
Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Coastal Lake Erie Cottage w/ Amazing Water Views!

3.0 star property
Euclid
The price is NZ$315
includes taxes & fees
17 Nov - 18 Nov
Coastal Lake Erie Cottage w/ Amazing Water Views!

Center of Little Italy #2

University Circle
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay and the apartment was as presented in the listing. Easy walking distance to restaurants and to Cleveland Clinic. "
United States
Dan G.
The price is NZ$321
includes taxes & fees
17 Nov - 18 Nov
Center of Little Italy #2

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

Akron
10.0 out of 10, Exceptional, (42)
"Our 2 bedroom cabin was just perfect. The fire pit area was stunning. Just sitting outside around that pit each night was heaven. Thanks so very much. "
United States
Mildred
The price is NZ$354
includes taxes & fees
17 Nov - 18 Nov
Valley Overlook - Cozy 2BR Cabin near Blossom Music Center - Peninsula, Ohio

Residential Apartment w/Drumkit

Willowick
10.0 out of 10, Exceptional, (18)
"The owner put a lot of thought into ensuring that we were taken care of. We had everything we needed and more. The location was perfect "
United States
Matthew T.
The price is NZ$285
includes taxes & fees
17 Nov - 18 Nov
Residential Apartment w/Drumkit

Trendy in Tremont, Cleveland U

Tremont
9.4 out of 10, Exceptional, (6)
"Kendall was very friendly and accommodating, the place was absolutely adorable. The only downside was that you had to park on the street, and there wasn’t anything available, but Kendall told us that since we were only staying one night, we could park in the driveway, which was very helpful. I would definitely stay here again."
United States
Kimberly
The price is NZ$330
includes taxes & fees
17 Nov - 18 Nov
Trendy in Tremont, Cleveland U

Historic Haven Hideaway California King Bed

Ohio City
9.8 out of 10, Exceptional, (29)
"This was a cute apartment stocked with everything we needed for a great stay. The beds were unsupervised comfy and the main area was spacious. Check in was super easy. We could walk to the coffee shop and cool food options. There was a parking spot behind the apartment and free street parking on the side streets right next to the apartment."
United States
Khloe B.
The price is NZ$368
includes taxes & fees
17 Nov - 18 Nov
Historic Haven Hideaway California King Bed

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.
The price is NZ$292
includes taxes & fees
18 Nov - 19 Nov
Stylish Ohio City Retreat - Walk to West Side Market and Breweries

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.
The price is NZ$334
includes taxes & fees
19 Nov - 20 Nov
Lovely Lakewood:November Special 10% Off 3+ Nights

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.
The price is NZ$389
includes taxes & fees
23 Nov - 24 Nov
Urban Art Escape in Gordon Sq. W/King Size Bed

Casual CLE: Relaxed Stay w/ Late Check Out

Tremont
9.0 out of 10, Wonderful, (9)
"We stayed in town for a show at Rocket Mortgage Fieldhouse - the close proximity made it a seamless process to get Lyft and Uber services ! The place was a cozy spot for the night! Just watch that darn bench at the table, it’s a little off balance!"
United States
Amber D.
The price is NZ$317
includes taxes & fees
20 Nov - 21 Nov
Casual CLE: Relaxed Stay w/ Late Check Out

Pine Lake Trout Club Cabin #1!!!

Chagrin Falls
10.0 out of 10, Exceptional, (2)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
The price is NZ$352
includes taxes & fees
28 Nov - 29 Nov
Pine Lake Trout Club Cabin #1!!!

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

Buckeye-Shaker
9.4 out of 10, Exceptional, (70)
"Lovely in Larchmere was a wonderful place to recouperate from surgery before heading home. Easy walking area, very close to parks, restaurants, etc. Easy to communicate with the host. Beds were comfy."
United States
Michele S.
The price is NZ$303
includes taxes & fees
22 Nov - 23 Nov
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
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

Find out more about Highland Hills

Everything you need to know about Highland Hills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Hills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland Hills holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Hills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Hills holiday rentals we have selected for you start as low as NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland Hills rentals

At Expedia, we put the best Highland Hills holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Highland Hills?

Yes, there are holiday rentals close to the most popular sights in Highland Hills, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Highland Hills has to offer?

Luxury Downtown Townhome w/ Private Garage Unit 13: This holiday home rental outside of 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 wider area, you’ll find Thistledown Racetrack and Pinecrest Plaza Shopping.

What are holiday rentals like in Highland Hills?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Hills. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.