Cleveland Vacation Rentals

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Check prices for these dates

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Jan 11 - Jan 12
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Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Cleveland vacation rentals

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Grandstay Residential Suites Hotel - Sheboygan

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 ￥19,716
￥22,376 total
includes taxes & fees
Jan 12 - Jan 13
Grandstay Residential Suites Hotel - Sheboygan
Property grounds
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

Vacation Home in Two Rivers

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
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 ￥11,936
￥33,261 total
includes taxes & fees
Jan 12 - Jan 13
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
3 bedrooms, iron/ironing board, travel crib, WiFi
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Apartment in Sheboygan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
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 ￥12,789
￥25,269 total
includes taxes & fees
Jan 12 - Jan 13
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Dining
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Apartment in Downtown Sheboygan

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
9.8 out of 10, Exceptional, (9 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is ￥13,500
￥37,903 total
includes taxes & fees
Jan 12 - Jan 13
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Interior
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Apartment in Sheboygan

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
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 ￥14,210
￥26,881 total
includes taxes & fees
Jan 15 - Jan 16
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Interior
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Vacation Home in Kiel

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is ￥56,840
￥96,279 total
includes taxes & fees
Jan 13 - Jan 14
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
1 bedroom, WiFi
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Apartment in Ellis Historical District

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
9.8 out of 10, Exceptional, (24 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is ￥15,000
￥20,610 total
includes taxes & fees
Jan 14 - Jan 15
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Living area
2nd floor loft near the lake!

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 ￥20,605
￥35,036 total
includes taxes & fees
Jan 12 - Jan 13
2nd floor loft near the lake!
3 bedrooms, desk, iron/ironing board, travel crib
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Apartment in Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
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 ￥12,789
￥25,269 total
includes taxes & fees
Jan 12 - Jan 13
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Exterior detail
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Vacation Home in Reedsville

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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 ￥47,367
￥74,958 total
includes taxes & fees
Jan 12 - Jan 13
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Children's area
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Vacation Home in Oostburg

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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 ￥18,947
￥23,321 total
includes taxes & fees
Jan 12 - Jan 13
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Cottage in Sheboygan

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
The price is ￥23,210
￥63,573 total
includes taxes & fees
Jan 12 - Jan 13
Large Backyard, Walk to Hospital: Sheboygan Abode!
Smart TV
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Vacation Home in Sheboygan

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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 ￥19,894
￥56,270 total
includes taxes & fees
Jan 12 - Jan 13
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Fridge, microwave, oven, stovetop
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Apartment in Sheboygan

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
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 ￥17,999
￥52,149 total
includes taxes & fees
Feb 11 - Feb 12
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Living area
Luxury Suites #3

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 ￥29,841
￥47,026 total
includes taxes & fees
Jan 12 - Jan 13
Luxury Suites #3
Exterior
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

Condo in Elkhart Lake

Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
10.0 out of 10, Exceptional, (8 reviews)
"Great property - great proximity. Very good communication from host"
United States
Douglas A.
The price is ￥38,367
￥79,399 total
includes taxes & fees
Jan 12 - Jan 13
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Exterior detail
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Vacation Home in New Holstein

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
10.0 out of 10, Exceptional, (173 reviews)
"Great place would go back"
United States
William
The price is ￥31,973
￥52,889 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Smart TV, table tennis, books, music library
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.

Vacation Home in Two Rivers

Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
9.8 out of 10, Exceptional, (70 reviews)
"The place worked out perfect for our needs"
United States
Paul S.
The price is ￥29,699
￥38,369 total
includes taxes & fees
Jan 16 - Jan 17
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
Living area
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Vacation Home in Ellis Historical District

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
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 ￥18,157
￥24,193 total
includes taxes & fees
Feb 11 - Feb 12
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Interior
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

Condo in Sheboygan

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
The price is ￥30,789
￥52,330 total
includes taxes & fees
Jan 31 - Feb 1
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

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

10/10 Excellent
"Clean, friendly and comfortable."
Michael 2-night trip
Posted 5 days ago
The Inn on Maritime Bay, an Ascend Collection Hotel

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 vacation rental in Cleveland?

Yes, we give you a choice of vacation rentals close to popular sights in Cleveland, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Cleveland?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This vacation home rental outside of Cleveland is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals are there in Cleveland?

Expedia has 9 vacation 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 vacation rentals like in Cleveland?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Cleveland. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.