Holiday Homes in Cleveland

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

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, (13 reviews)
"Very nice,had everything you need. Nicely decorated.. close to town and parks"
United States
Dennis B.
The price is AU$235
includes taxes & fees
9 Mar - 10 Mar
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
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, (123 reviews)
"Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)."
United States
Heidi E.
The price is AU$207
includes taxes & fees
9 Mar - 10 Mar
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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, (24 reviews)
"Great location!! Super clean, all we needed "
United States
Kathy P.
The price is AU$589
includes taxes & fees
6 Mar - 7 Mar
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Interior

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.6 out of 10, Exceptional, (10 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is AU$814
includes taxes & fees
8 Mar - 9 Mar
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
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.
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 AU$219
includes taxes & fees
2 Apr - 3 Apr
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 AU$574
includes taxes & fees
8 Mar - 9 Mar
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
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 AU$248
includes taxes & fees
8 Mar - 9 Mar
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (59 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 AU$378
includes taxes & fees
17 Mar - 18 Mar
The Esker Ridge Chalet, Pristine Elkhart Solitude
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, (174 reviews)
"Great place would go back"
United States
William
The price is AU$460
includes taxes & fees
14 Mar - 15 Mar
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 AU$677
includes taxes & fees
6 Mar - 7 Mar
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Exterior

Lake Michigan Beachfront - King Suite - Game Room

Lake Michigan Beachfront - King Suite - Game Room
Newton
9.8 out of 10, Exceptional, (17 reviews)
" Great location! Enjoyed the sunrises. "
United States
Barb S.
The price is AU$1,029
includes taxes & fees
10 Mar - 11 Mar
Lake Michigan Beachfront - King Suite - Game Room
Fridge, microwave, oven, stovetop

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"If I could give it higher than 5 stars I would. Property was spotless, like new, great communication with owner, very easy check in/check out process, website doesn't do it justice. Will definitely rent again on our next trip to the area."
United States
Frank V.
The price is AU$862
includes taxes & fees
8 Mar - 9 Mar
The Links! - Luxury Golf Retreat with Golf Simulator
Interior

Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
The price is AU$329
includes taxes & fees
8 Mar - 9 Mar
Sheboygan Riverside Condo
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
Kiel
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is AU$858
includes taxes & fees
7 Mar - 8 Mar
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
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 AU$1,093
includes taxes & fees
18 Mar - 19 Mar
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
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 AU$1,322
includes taxes & fees
6 Mar - 7 Mar
Beautiful private home hidden in the woods. Can sleep 11 guests
Dining

Road America, Elkhart Lake!

Road America, Elkhart Lake!
Elkhart Lake
7.0 out of 10, Good, (2 reviews)
The price is AU$513
includes taxes & fees
8 Mar - 9 Mar
Road America, Elkhart Lake!
Interior

This house is a 5 bedroom(s), 4.5 bathrooms, located in Elkhart Lake, WI.

This house is a 5 bedroom(s), 4.5 bathrooms, located in Elkhart Lake, WI.
Elkhart Lake
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous house with everything you need and just a block away from RA"
United States
Hiroshi W.
The price is AU$1,632
includes taxes & fees
10 Mar - 11 Mar
This house is a 5 bedroom(s), 4.5 bathrooms, located in Elkhart Lake, WI.
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 AU$1,837
includes taxes & fees
12 Mar - 13 Mar
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

Watershed Hotel

Watershed Hotel

10/10 Excellent
"Yes clean"
Jean 1-night trip
Posted 20 hours ago
Watershed Hotel

Find out more about Cleveland

Cleveland Holiday Homes information

Number of reviews
535
Accommodation
230 Holiday Homes
Lowest Price
AU$207
Highest Price
AU$1,837