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Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Castle in Cleveland
Castle Vineyard –HOT TUB, Theater, Golf Sim, Sauna
As seen on the cover of Haven, a luxury home magazine! This masterpiece was built over the course of seven years and is officially open to the public in 2022! For travelers who want an exclusive taste of Tuscany without the hassle of jetting across an ocean, "The Castle Vineyard" is the place to stay. The dramatic, spellbinding stone castle proudly overlooks over twenty acres of idyllic rolling hills and a gorgeous, working vineyard. Once inside, the interior does nothing to dispel the magic.
$717 per night
Home in Cleveland
Modern Home Just 5 Minutes from Whistling Straits
My home is just minutes from Whistling Straits Golf, Road America, Lake Michigan, Parks, Hiking, Biking, Snowshoeing, and Cross Country Skiing. You’ll love my place as it's newly remodeled, modern & cozy. The kitchen and living areas have high ceilings, sky lights & new furniture. The large outdoor living area is perfect for social time. My favorite is the heated bathroom floors. My place is perfect for golfers, wedding groups, couples, business travelers, and families (with kids & dogs).
$136 per night
Guesthouse in Sheboygan
Carriage House Sheboygan, Lake Mich Beach Access
The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!
$90 per night

Other great vacation rentals in Cleveland

Home in Cleveland
Lake Michigan Views minutes to Whistling Straights
$273 per night
Townhouse in Sheboygan
Waterfront Townhome with HUGE Rec Room - Sleeps 7
$121 per night
Townhouse in Sheboygan
Danz Sheboygan Retreat. Newly Remodeled in 2021.
$85 per night
Home in Manitowoc
Modern 2 Bedroom House, Close to Lake Michigan
$95 per night
Guest suite in Plymouth
Beautiful Luxury Condo Suite w/Large Deck
$66 per night
Villa in Cleveland
Tranquil, private lake view Villa - Hika Bay Haven
$600 per night
Home in Howards Grove
Spacious lower level priv entrance no cleaning fee
$95 per night
Private room in Sheboygan
Room 3:Charming shabby chic bedroom with queen bed
$40 per night
Rental unit in Manitowoc
Lower Apt steps from Downtown and the Lake!
$58 per night
Rental unit in Sheboygan
Sheboygan Surf House "Jetties"
$55 per night
Home in Sheboygan
Dog Friendly Blue Door Cottage - Sleeps 6
$118 per night
Rental unit in Sheboygan
Sheboygan Surf House "The Elbow"
$61 per night
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