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Cleveland Holiday Rentals

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Our top choices for Cleveland holiday rentals

2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (18 reviews)
"The location was amazing and the place is really nice! Absolutely love that it is dog friendly and the host is really responsive! We will definitely be staying again! "
United States
Emily G.
The price is NZ$396
includes taxes & fees
28 June - 29 June
2nd floor loft near the lake!

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (26 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is NZ$230
includes taxes & fees
6 July - 7 July
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Two Rivers
10.0 out of 10, Exceptional, (41 reviews)
"Nice place for 2 couples for a weekend getaway."
United States
Kimberly K.
The price is NZ$539
includes taxes & fees
19 July - 20 July
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is NZ$722
includes taxes & fees
6 July - 7 July
Large Backyard, Walk to Hospital: Sheboygan Abode!

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,045 reviews)
"Will remember to stay there again."
United States
Sonia
The price is NZ$362
includes taxes & fees
28 June - 29 June
Grandstay Residential Suites Hotel - Sheboygan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
10.0 out of 10, Exceptional, (4 reviews)
"We are moving to Sheboygan and just needed a place for the 3 of to stay while we got the lay off the land. It was a clean and surprisingly roomy place. Thanks again for the hospitality!"
United States
Woomy B.
The price is NZ$363
includes taxes & fees
29 June - 30 June
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Apartment Centrally Located

Apartment Centrally Located
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Very reasonable for the price. Staff was helpful and friendly. Would definitely stay again."
United States
Russ
The price is NZ$337
includes taxes & fees
20 July - 21 July
Apartment Centrally Located

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

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Two Rivers
9.2 out of 10, Wonderful, (7 reviews)
"Great place to stay."
United States
Melissa B.
The price is NZ$790
includes taxes & fees
1 July - 2 July
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

Apartment Centrally Located

Apartment Centrally Located
Plymouth
9.2 out of 10, Wonderful, (5 reviews)
"Great, reasonable priced apartment.. it was quiet and had everything I needed.. very comfortable"
United States
Diana A.
The price is NZ$371
includes taxes & fees
8 July - 9 July
Apartment Centrally Located

Centrally located apartment

Centrally located apartment
Plymouth
7.6 out of 10, Good, (4 reviews)
"Place was clean and near Road America"
United States
Heather P.
The price is NZ$344
includes taxes & fees
1 July - 2 July
Centrally located apartment

Country Guest House

Country Guest House
Plymouth
9.8 out of 10, Exceptional, (17 reviews)
"very nice property, just as described, would definitely stay there again"
United States
Michael
The price is NZ$529
includes taxes & fees
19 July - 20 July
Country Guest House

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (60 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is NZ$478
includes taxes & fees
15 July - 16 July
The Esker Ridge Chalet, Pristine Elkhart Solitude

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 NZ$784
includes taxes & fees
12 July - 13 July
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (17 reviews)
"We came for a girl's weekend and the house was perfect for us. The location is great (walking distance to town), the house was clean and we appreciated having the well stocked kitchen. I would definitely stay again!"
United States
Cinda Z.
The price is NZ$571
includes taxes & fees
30 June - 1 July
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (42 reviews)
"Really nice place, everything was perfect! The shower downstairs doesn’t get very hot, but the one upstairs makes up for it. Great location and neighborhood. The garage was a huge help since it dumped 6” of snow while we were there (the owners offering to shovel). The fireplace was really awesome, and my teenage daughter really enjoyed having the entire upstairs to herself. Overall, very happy with our stay."
United States
Kevin K.
The price is NZ$738
includes taxes & fees
2 July - 3 July
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (175 reviews)
"Great place would go back"
United States
William
The price is NZ$588
includes taxes & fees
6 July - 7 July
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
Brillion
The price is NZ$518
includes taxes & fees
28 June - 29 June
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #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 Cleveland Hotel Reviews

Find out more about Cleveland

Everything you need to know about Cleveland 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 Cleveland 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 Cleveland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cleveland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cleveland. 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 Cleveland 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 Cleveland holiday rentals we have selected for you start as low as NZ$362 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cleveland rentals

At Expedia, we put the best Cleveland 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 Cleveland 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 Cleveland 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 Cleveland. 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

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.

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

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This holiday home rental outside of Cleveland is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

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, Veterans Memorial Park and Hika Bay 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.