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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Cleveland holiday homes

Smart TV

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay and even better hosts’. The house is conveniently located to everything we wanted to explore and was a great place to unwind after a long day. The host was very helpful and made sure we were settled in and having a good time. Would love to come back soon! "
United States
Riley W.
The price is HK$452
HK$1,035 total
includes taxes & fees
26 Jan - 27 Jan
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
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.
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 HK$897
HK$1,195 total
includes taxes & fees
21 Jan - 22 Jan
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Fridge, microwave, oven, stovetop

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (40 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
United States
Jean S.
The price is HK$858
HK$2,938 total
includes taxes & fees
21 Jan - 22 Jan
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Property grounds

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 HK$589
HK$1,660 total
includes taxes & fees
21 Jan - 22 Jan
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
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
Sheboygan
10.0 out of 10, Exceptional, (23 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is HK$982
HK$2,796 total
includes taxes & fees
21 Jan - 22 Jan
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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.
Oostburg
10.0 out of 10, Exceptional, (119 reviews)
"Lovely place and quiet"
United States
grandma d.
The price is HK$936
HK$1,152 total
includes taxes & fees
21 Jan - 22 Jan
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Dining

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (6 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is HK$800
HK$1,439 total
includes taxes & fees
21 Jan - 22 Jan
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Interior

Beach Walk Home with Hot Tub and Fire Pit

Beach Walk Home with Hot Tub and Fire Pit
2.0 star property
Two Rivers
The price is HK$834
HK$3,349 total
includes taxes & fees
21 Jan - 22 Jan
Beach Walk Home with Hot Tub and Fire Pit
Exterior detail

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 HK$1,579
HK$2,612 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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
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 HK$2,339
HK$3,759 total
includes taxes & fees
27 Jan - 28 Jan
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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
2.0 star property
Kiel
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is HK$2,807
HK$4,746 total
includes taxes & fees
21 Jan - 22 Jan
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Terrace/patio

Beautiful private home hidden in the woods. Can sleep 11 guests

Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and private property! "
United States
sherine m.
The price is HK$6,238
HK$7,518 total
includes taxes & fees
21 Jan - 22 Jan
Beautiful private home hidden in the woods. Can sleep 11 guests
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (58 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is HK$1,552
HK$2,114 total
includes taxes & fees
21 Jan - 22 Jan
The Esker Ridge Chalet, Pristine Elkhart Solitude
Interior

Sheboygan Riverside Condo

Sheboygan Riverside Condo
2.0 star property
Sheboygan
The price is HK$959
HK$1,726 total
includes taxes & fees
21 Jan - 22 Jan
Sheboygan Riverside Condo
Spa

3 Min to Road America, outdoor deck, grill, & fire table

3 Min to Road America, outdoor deck, grill, & fire table
Plymouth
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
United States
Matt W.
The price is HK$2,729
HK$6,062 total
includes taxes & fees
21 Jan - 22 Jan
3 Min to Road America, outdoor deck, grill, & fire table
Dining

Road America, Elkhart Lake!

Road America, Elkhart Lake!
Elkhart Lake
7.0 out of 10, Good, (2 reviews)
The price is HK$1,364
HK$2,871 total
includes taxes & fees
21 Jan - 22 Jan
Road America, Elkhart Lake!
Fridge, microwave, oven, stovetop

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"Everything was clean and spacious. Had a great time and would definitely stay again! "
United States
Brad T.
The price is HK$3,267
HK$6,009 total
includes taxes & fees
21 Jan - 22 Jan
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Property grounds

5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is HK$6,432
HK$9,632 total
includes taxes & fees
1 Feb - 2 Feb
5 min from Road America. Great yard and plenty of parking
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Great start!! Will be back!"
Venir 1-night trip
Posted 3 days ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Cleveland

Cleveland Vacation Homes information

Number of reviews
538
Accommodation
230 Vacation Homes
Lowest Price
HK$1,035
Highest Price
HK$9,632

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