Cleveland Vacation Rentals

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Jan 11 - Jan 12
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Jan 16 - Jan 18
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Jan 23 - Jan 25

Our top choices for Cleveland vacation rentals

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Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
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 13 - Jan 14
Grandstay Residential Suites Hotel - Sheboygan
Property grounds
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

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, (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 15 - Jan 16
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

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, (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 13 - Jan 14
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!

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
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
￥37,187 total
includes taxes & fees
Jan 13 - Jan 14
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

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
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

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
2.0 star property
Kiel
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is ￥63,156
￥103,609 total
includes taxes & fees
Feb 10 - Feb 11
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

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, (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!

2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
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 13 - Jan 14
2nd floor loft near the lake!
3 bedrooms, desk, iron/ironing board, travel crib
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
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 13 - Jan 14
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Exterior detail
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Reedsville
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 13 - Jan 14
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.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
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 14 - Jan 15
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is ￥23,210
￥63,573 total
includes taxes & fees
Jan 16 - Jan 17
Large Backyard, Walk to Hospital: Sheboygan Abode!
Smart TV
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
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
￥56,450 total
includes taxes & fees
Jan 13 - Jan 14
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

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (12 reviews)
"We stayed in the upstairs last year and loved it. The downstairs did not disappoint either! Very clean, welcoming, and convenient location. We look forward to staying again next year. "
United States
MELISSA C.
The price is ￥15,789
￥48,565 total
includes taxes & fees
Feb 1 - Feb 2
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Living area
Luxury Suites #3

Luxury Suites #3

Luxury Suites #3
Brillion
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 13 - Jan 14
Luxury Suites #3
Exterior
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Elkhart Lake
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
￥79,576 total
includes taxes & fees
Jan 13 - Jan 14
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Exterior detail
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

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, (173 reviews)
"Great place would go back"
United States
William
The price is ￥31,973
￥52,889 total
includes taxes & fees
Jan 18 - Jan 19
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Living area
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
2.0 star property
Ellis Historical District
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
Jan 13 - Jan 14
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!

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
2.0 star property
Sheboygan
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

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"It's was good"
Adam 7-night trip
Posted 1 day ago
Comfort Inn & Suites Sheboygan I-43

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.