Short-Term Rentals in Cleveland, WI: Compare 10+ Sites & Save

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14 Best Short-Term Rentals in Cleveland (Starting from $358)

Lake Michigan Gem Private Beach and Game Room
Lake Michigan Gem Private Beach and Game Room
House
Newton, WI, USA
9.0k from Cleveland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Family

5 Bedrooms10 Guests
New to Booking
$758
Average price / night
Check Availability
3 mins from Ryder
3 mins from Ryder
Apartment
Cleveland, WI, 53015, United States
1.4k from Cleveland center

AC, Barbecue, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$3170
Average price / night
Check Availability
Fun Lake Michigan Beach Home, FREE Golf & Racing Simulator, Private Beach, for 8
Fun Lake Michigan Beach Home, FREE Golf & Racing Simulator, Private Beach, for 8
House
Cleveland, WI, 53015, United States
1.9k from Cleveland center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$446
Average price / night
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Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
House
Cleveland, WI, 53015, United States
2.2k from Cleveland center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

49 reviews

$358
Average price / night
Check Availability
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
House
Cleveland, WI, 53015, United States
2.2k from Cleveland center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms14 Guests
10.0

Exceptional

34 reviews

$979
Average price / night
Check Availability
Stunning Lake Michigan Beach Home for 6: Amazing Views, near Whistling Straits
Stunning Lake Michigan Beach Home for 6: Amazing Views, near Whistling Straits
House
Cleveland, WI, 53015, United States
2.4k from Cleveland center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

77 reviews

$406
Average price / night
Check Availability
Serene Lakeview Retreat on Lake Michigan - Minutes to Whistling Straights
Serene Lakeview Retreat on Lake Michigan - Minutes to Whistling Straights
House
Cleveland, WI, 53015, United States
2.4k from Cleveland center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$8448
Average price / night
Check Availability
Cozy Lake Michigan Beach Home for 6: Kayaks, Games, PS5, Fussball, Volleyball
Cozy Lake Michigan Beach Home for 6: Kayaks, Games, PS5, Fussball, Volleyball
House
Cleveland, WI, 53015, United States
2.4k from Cleveland center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$416
Average price / night
Check Availability
Lakeview Farm | Beach · Hot Tub · Theater · Views
Lakeview Farm | Beach · Hot Tub · Theater · Views
House
Sheboygan, WI, 53083, United States
4.2k from Cleveland center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

6 Bedrooms14 Guests
9.6

Exceptional

5 reviews

$793
Average price / night
Check Availability
Lake Orchard Farm Cottage
Lake Orchard Farm Cottage
Cottage
Sheboygan, WI, 53083, United States
4.5k from Cleveland center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms13 Guests
9.6

Exceptional

9 reviews

$791
Average price / night
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Shoreline Serenity - 2 Private Acres
Shoreline Serenity - 2 Private Acres
Cottage
Cleveland, WI, 53015, United States
4.6k from Cleveland center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

30 reviews

$407
Average price / night
Check Availability
Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan
Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan
House
Newton, WI, 53063, United States
8.2k from Cleveland center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

8 Bedrooms18 Guests
10.0

Exceptional

45 reviews

$3247
Average price / night
Check Availability
Lake Michigan Beachfront - King Suite - Game Room
Lake Michigan Beachfront - King Suite - Game Room
House
Newton, WI, 53063, United States
9.0k from Cleveland center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms18 Guests
9.8

Exceptional

17 reviews

$865
Average price / night
Check Availability
Lake Michigan Gem: Private Beach & Game Room
Lake Michigan Gem: Private Beach & Game Room
House
Newton, WI, 53063, United States
9.0k from Cleveland center

AC, Arcade, Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry

5 Bedrooms10 Guests
9.6

Exceptional

9 reviews

$1242
Average price / night
Check Availability

Other accommodation types in Cleveland:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Cleveland.

Cleveland Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 14 verified short-term rentals in Cleveland, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Cleveland vary depending on location, property size, and travel dates. Rates typically start from around $358 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Cleveland include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Cleveland, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Cleveland often include amenities such as Fireplace/Heating, Child Friendly, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Cleveland are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.