Book Holiday Homes in Cleveland

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Featured Holiday Homes in Cleveland

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sheboygan
Stay at this vacation home in Sheboygan. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions St. Peter Claver Parish and Blue Harbor Resort ...
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN

REMODELED HOME ON LAKE MICHIGAN

Sheboygan
Stay at this vacation home in Sheboygan. Enjoy a water park, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
REMODELED HOME ON LAKE MICHIGAN
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.

Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.

Two Rivers
The price is NZ$550 per night from 17 Apr to 18 Apr
NZ$550
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this family-friendly vacation home in Two Rivers. Enjoy a water park, a garden, and patios. Popular attractions Mariners Trail & Rawley Point ...
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
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NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Waldo
Stay at this vacation home in Waldo. Enjoy a pool table, patios, and an in-room coffeemaker. Popular attractions Evergreen Golf Course and Antoinette are located ...
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Riverfront Getaway

Riverfront Getaway

Two Rivers
Stay at this vacation home in Two Rivers. Enjoy free WiFi, a garden, and patios. Popular attractions Rogers Street Fishing Village and Historic Washington House ...
Riverfront Getaway
Two Rivers ‘Thiede House’ - Walk to Lake Michigan!

Two Rivers ‘Thiede House’ - Walk to Lake Michigan!

Two Rivers
Stay at this vacation home in Two Rivers. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Mariners Trail ...
Two Rivers ‘Thiede House’ - Walk to Lake Michigan!
Charming 3-bedroom dog friendly home on 5 acres in Two Rivers. Lambeau Field

Charming 3-bedroom dog friendly home on 5 acres in Two Rivers. Lambeau Field

2 out of 5
Two Rivers
Stay at this vacation home in Two Rivers. Enjoy in-room fireplaces and air conditioning. Popular attractions Bernard Schwartz House and Rogers Street Fishing ...
Charming 3-bedroom dog friendly home on 5 acres in Two Rivers. Lambeau Field
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
The price is NZ$295 per night from 14 Apr to 15 Apr
NZ$295
includes taxes & fees
14 Apr - 15 Apr
Book a stay at this family-friendly vacation home in Oostburg. Enjoy free WiFi, a water park, and a garden. Popular attractions Kohler-Andrae State Park and ...
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Stunning custom built country home with the ultimate game room!

Stunning custom built country home with the ultimate game room!

Plymouth
Book a stay at this family-friendly vacation home in Plymouth. Enjoy a sauna, a garden, and a pool table. Popular attractions Antoinette and Sheboygan County ...
Stunning custom built country home with the ultimate game room!
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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.

Cleveland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cleveland vacation homes are the perfect way for you to wing it.

Holiday houses in Cleveland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cleveland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cleveland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cleveland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cleveland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cleveland Holiday Homes essential information

Accommodation
256 Holiday Homes
Lowest Price
NZ$217
Highest Price
NZ$550
Popular accommodation
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!, REMODELED HOME ON LAKE MICHIGAN, Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr. , NEW Three bedroom ranch style pet friendly home with a patio & theatre room!, Riverfront Getaway, Two Rivers ‘Thiede House’ - Walk to Lake Michigan!, Charming 3-bedroom dog friendly home on 5 acres in Two Rivers. Lambeau Field , Tranquil Cottage in the Woods with Lake Michigan only 300 feet away., Stunning custom built country home with the ultimate game room!

Top trending hotels in Cleveland

NEW! Shoreline Serenity

NEW! Shoreline Serenity

Cleveland
Stay at this cottage in Cleveland. Enjoy free WiFi, a garden, and patios. Popular attractions Fischer Creek State Recreation Area and Hika Bay are located ...
NEW! Shoreline Serenity
Stunning castle with working vineyard - the ultimate luxury VRBO property!

Stunning castle with working vineyard - the ultimate luxury VRBO property!

Cleveland
Book a stay at this family-friendly castle in Cleveland. Enjoy free WiFi, a sauna, and a garden. Popular attractions Dairyland Park and Fischer Creek State Recreation ...
Stunning castle with working vineyard - the ultimate luxury VRBO property!
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Cleveland
Book a stay at this beach vacation home in Cleveland. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Hika Bay and Fischer Creek State ...
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
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Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 2 Apr to 3 Apr
NZ$217
includes taxes & fees
2 Apr - 3 Apr
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Grandstay Residential Suites Hotel - Sheboygan
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.