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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Cleveland holiday rentals

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 4.754.689 ₫
10.867.748 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Large Backyard, Walk to Hospital: Sheboygan Abode!
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,050 reviews)
"Will remember to stay there again."
United States
Sonia
The price is 5.437.683 ₫
6.171.902 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Grandstay Residential Suites Hotel - Sheboygan
Cottage (2 Bedrooms) | Interior

Steps to Beach - Two Rivers Lakeview Cottage

Steps to Beach - Two Rivers Lakeview Cottage
3.0 star property
Two Rivers
The price is 4.754.689 ₫
14.150.322 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Steps to Beach - Two Rivers Lakeview Cottage
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 4.754.689 ₫
12.502.468 ₫ total
includes taxes & fees
26 Jul - 27 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
The price is 5.069.917 ₫
10.434.309 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
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 4.991.110 ₫
10.406.464 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Modern South Pier Condo on Sheboygan River!
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 8.327.273 ₫
21.117.649 ₫ total
includes taxes & fees
26 Jul - 27 Jul
3 Mi to Road America: Spacious Elkhart Lake Home!
Apartment (4 Bedrooms) | Interior

Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
3.5 star property
Elkhart Lake
The price is 24.666.591 ₫
38.595.466 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Home Near Road America & Elkhart Lake
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

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

10/10 Excellent
"The entire place was clean. Wonderful staff."
Quincy 3-night trip
Posted 1 hour ago
Cobblestone Hotel & Suites - Two Rivers

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.