A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Cleveland holiday rentals

Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,057 reviews)
"Great place to stay breakfast was good then room was good. Staff were great as well only issue is the pool is tiny."
United States
Devin
The price is ฿6,190
฿7,026 total
includes taxes & fees
3 Aug - 4 Aug
Grandstay Residential Suites Hotel - Sheboygan
House (2 Bedrooms) | Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is ฿6,089
฿13,918 total
includes taxes & fees
3 Aug - 4 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Apartment (2 Bedrooms) | Front of property

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is ฿6,392
฿13,327 total
includes taxes & fees
23 Jul - 24 Jul
Modern South Pier Condo on Sheboygan River!
Apartment (4 Bedrooms) | Interior

Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
3.5 star property
Elkhart Lake
Home Near Road America & Elkhart Lake
House (5 Bedrooms) | Interior

3 Mi to Road America: Spacious Elkhart Lake Home!

3 Mi to Road America: Spacious Elkhart Lake Home!
3.0 star property
Elkhart Lake
The price is ฿10,691
฿27,112 total
includes taxes & fees
26 Jul - 27 Jul
3 Mi to Road America: Spacious Elkhart Lake Home!
Interior

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
3.0 star property
Two Rivers
The price is ฿6,089
฿16,012 total
includes taxes & fees
27 Jul - 28 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
House (3 Bedrooms) | Interior

Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
United States
Thiago
Updated Plymouth Home ~ 5 Mi to Road America!
Cottage (2 Bedrooms) | Interior

Steps to Beach - Two Rivers Lakeview Cottage

Steps to Beach - Two Rivers Lakeview Cottage
3.0 star property
Two Rivers
Steps to Beach - Two Rivers Lakeview Cottage
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 Cleveland Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Welcoming staff. Clean room. Plenty of parking. Made our stay with a dog convenient."
Kabo 1-night trip
Posted 12 hours ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Cleveland

Search for holiday rentals in Cleveland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cleveland using one of the methods below:

  • View our selection of featured holiday rentals in Cleveland
  • Use the map to find apartments and other holiday homes in the Cleveland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cleveland while they last

Look no further and take a look at our great range of rental properties in Cleveland!

Frequently asked questions

Can I find a holiday rental in Cleveland?

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

How many holiday rentals are there in Cleveland?

Expedia has 12 holiday rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Lake Michigan and Dairyland Park are a couple of lovely local spots to get outside and enjoy nature. While here, Fischer Creek State Recreation Area and Veterans Memorial Park are other places worth a visit.

What are holiday rentals like in Cleveland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cleveland. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.