Holiday Rentals in Cleveland

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Our top choices for Cleveland holiday rentals

Aparthotel in Downtown Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (1,015 reviews)
"Would definitely stay here again!"
United States
Donna
The price is €122
includes taxes & fees
12 Jan - 13 Jan
Grandstay Residential Suites Hotel - Sheboygan
10.0 out of 10, Exceptional, (32 reviews)
"Adorable very clean cottage right on the river. Nice backyard with beautiful views and if you bring your furry friend, plenty of room for your doggie to roam and play out back. Close to beautiful Neshota Beach and lots of dining options. "
United States
Pamela S.
The price is €185
includes taxes & fees
12 Jan - 13 Jan
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
10.0 out of 10, Exceptional, (1 review)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is €150
includes taxes & fees
3 Feb - 4 Feb
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
9.8 out of 10, Exceptional, (9 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is €211
includes taxes & fees
12 Jan - 13 Jan
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
10.0 out of 10, Exceptional, (4 reviews)
"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 €150
includes taxes & fees
15 Jan - 16 Jan
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is €537
includes taxes & fees
13 Jan - 14 Jan
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
9.8 out of 10, Exceptional, (24 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is €116
includes taxes & fees
14 Jan - 15 Jan
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Apartment in Manitowoc

2nd floor loft near the lake!
9.8 out of 10, Exceptional, (15 reviews)
"Very clean, and tastefully decorated…would rent again:)"
United States
Kim B.
The price is €195
includes taxes & fees
12 Jan - 13 Jan
2nd floor loft near the lake!
9.2 out of 10, Wonderful, (10 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
The price is €141
includes taxes & fees
12 Jan - 13 Jan
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
9.8 out of 10, Exceptional, (32 reviews)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is €418
includes taxes & fees
12 Jan - 13 Jan
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
10.0 out of 10, Exceptional, (118 reviews)
"Rooms were clean, kitchen was adequate, laundry set up in one of the bedroom closets. Plenty of bedding and towels."
United States
Hallie R.
The price is €131
includes taxes & fees
12 Jan - 13 Jan
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
3.0 star property
The price is €346
includes taxes & fees
12 Jan - 13 Jan
Large Backyard, Walk to Hospital: Sheboygan Abode!
10.0 out of 10, Exceptional, (21 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is €314
includes taxes & fees
12 Jan - 13 Jan
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
9.8 out of 10, Exceptional, (12 reviews)
"It was an excellent place! Very comfortable, nice neighborhood, clean and exactly as described. We were very surprised and pleased with the welcome items left in the fridge! We Will definitely stay there again! "
United States
Kathy J.
The price is €270
includes taxes & fees
1 Feb - 2 Feb
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Apartment in Brillion

Luxury Suites #3
10.0 out of 10, Exceptional, (1 review)
"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "
United States
Debby
The price is €263
includes taxes & fees
12 Jan - 13 Jan
Luxury Suites #3
10.0 out of 10, Exceptional, (8 reviews)
"Great property - great proximity. Very good communication from host"
United States
Douglas A.
The price is €443
includes taxes & fees
12 Jan - 13 Jan
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
10.0 out of 10, Exceptional, (173 reviews)
"Great place would go back"
United States
William
The price is €296
includes taxes & fees
18 Jan - 19 Jan
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
2.0 star property
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is €136
includes taxes & fees
13 Jan - 14 Jan
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
10.0 out of 10, Exceptional, (7 reviews)
The price is €292
includes taxes & fees
31 Jan - 1 Feb
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
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, apart-hotels, 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 €116 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 9 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.