Cleveland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Cleveland

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (983)
"Nice hotel and area. Walked less than a block to a wonderful restaurant."
United States
Ericka
The price is AU$202
includes taxes & fees
20 Oct - 21 Oct
Grandstay Residential Suites Hotel - Sheboygan
Victorian Inn Elkhart Lake Wisconsin
4.0 star property
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
First Floor Pet Friendly Queen Suite with Single Pull-out
10.0 out of 10, Exceptional, (2)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is AU$433
includes taxes & fees
20 Oct - 21 Oct
First Floor Pet Friendly Queen Suite with Single Pull-out
Modern Room Near Indoor Pool
9.4 out of 10, Exceptional, (3)
"Center located and great access to pools beach etc….dog also had a blast!"
United States
John M.
The price is AU$433
includes taxes & fees
20 Oct - 21 Oct
Modern Room Near Indoor Pool
2nd floor loft near the lake!
9.8 out of 10, Exceptional, (15)
"It was a great stay, the location is so close to downtown and the place itself was spacious. Would highly recommend "
United States
Ian K.
The price is AU$348
includes taxes & fees
22 Oct - 23 Oct
2nd floor loft near the lake!
Riverfront Sheboygan Townhome w/ Grill!
3.5 star property
10.0 out of 10, Exceptional, (1)
"It was nice to be able to park in the garage. Being there felt like home away from home. Very welcoming and comfortable."
United States
Maureen
The price is AU$375
includes taxes & fees
26 Oct - 27 Oct
Riverfront Sheboygan Townhome w/ Grill!
Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
The price is AU$651
includes taxes & fees
20 Oct - 21 Oct
Large Backyard, Walk to Hospital: Sheboygan Abode!
Upscale Waterfront and Pool View Condo!!
10.0 out of 10, Exceptional, (4)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
United States
Jason A.
The price is AU$686
includes taxes & fees
17 Nov - 18 Nov
Upscale Waterfront and Pool View Condo!!
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
10.0 out of 10, Exceptional, (3)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is AU$309
includes taxes & fees
21 Oct - 22 Oct
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
9.8 out of 10, Exceptional, (20)
"Top notch, close to everything you want in Sheboygan "
United States
Cody
The price is AU$204
includes taxes & fees
21 Oct - 22 Oct
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
9.8 out of 10, Exceptional, (37)
"Loved it. Cute place, good parking, close to everything."
United States
Bernardine B.
The price is AU$406
includes taxes & fees
20 Oct - 21 Oct
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (112)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
United States
Shelby L.
The price is AU$263
includes taxes & fees
3 Nov - 4 Nov
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
The Historic Downtown Suite
10.0 out of 10, Exceptional, (1)
"Absolutely wonderful experiencethis place is darling!!!! We will be staying here again"
United States
Kristin E.
The price is AU$404
includes taxes & fees
26 Oct - 27 Oct
The Historic Downtown Suite
Wyatt's Country Home - King Bed!
10.0 out of 10, Exceptional, (17)
"Beautiful property and perfect location!"
United States
Michael T.
The price is AU$383
includes taxes & fees
26 Oct - 27 Oct
Wyatt's Country Home - King Bed!
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
9.8 out of 10, Exceptional, (9)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is AU$434
includes taxes & fees
27 Oct - 28 Oct
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
10.0 out of 10, Exceptional, (4)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is AU$340
includes taxes & fees
21 Oct - 22 Oct
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Logan Ave Holiday House - Upper
9.4 out of 10, Exceptional, (3)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
The price is AU$517
includes taxes & fees
16 Nov - 17 Nov
Logan Ave Holiday House - Upper
Newly Updated! Downtown & Shore
9.6 out of 10, Exceptional, (4)
"Clean, spacious, and quiet. "
United States
Thomas S.
The price is AU$481
includes taxes & fees
20 Oct - 21 Oct
Newly Updated! Downtown & Shore
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
10.0 out of 10, Exceptional, (1)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is AU$311
includes taxes & fees
2 Nov - 3 Nov
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Surfside Retreat – Walk to Lake
The price is AU$404
includes taxes & fees
16 Nov - 17 Nov
Surfside Retreat – Walk to 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.
Save an average of 15% on thousands of hotels when you're signed in

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 favourite 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 depend 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 AU$202 per night. Entering your travel dates in the search wizard might find you 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?

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: This highly rated holiday home rental in Cleveland is located on the beach, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Cleveland?

Expedia has 8 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.