Holiday Homes in Cleveland

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 June - 21 June
In three months
17 July - 19 July
In four months
14 Aug - 16 Aug

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, (14 reviews)
"Very nice,had everything you need. Nicely decorated.. close to town and parks"
United States
Dennis B.
The price is AU$231
includes taxes & fees
27 Apr - 28 Apr
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.
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$216
includes taxes & fees
21 Apr - 22 Apr
Cozy 1-bedroom house in Sheboygan walking distance to the lake and 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, (126 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
The price is AU$217
includes taxes & fees
28 Apr - 29 Apr
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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, (34 reviews)
"The property was very nice, clean, and comfortable! The hosts were very kind and available if you needed them. A great place to stay if youre in the area!"
United States
Tara F.
The price is AU$340
includes taxes & fees
24 Apr - 25 Apr
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
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$796
includes taxes & fees
21 Apr - 22 Apr
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
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, (7 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is AU$406
includes taxes & fees
19 May - 20 May
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
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$669
includes taxes & fees
21 Apr - 22 Apr
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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, (41 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$582
includes taxes & fees
19 May - 20 May
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
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$382
includes taxes & fees
21 Apr - 22 Apr
The Esker Ridge Chalet, Pristine Elkhart Solitude
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$847
includes taxes & fees
21 Apr - 22 Apr
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
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$461
includes taxes & fees
26 Apr - 27 Apr
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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
9.8 out of 10, Exceptional, (26 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is AU$836
includes taxes & fees
21 Apr - 22 Apr
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The price is AU$836
includes taxes & fees
4 May - 5 May
The Links! - Luxury Golf Retreat with Golf Simulator
Dining

Beautiful 3BR Home Near Lake MI

Beautiful 3BR Home Near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Very family friendly . Great bike trails"
United States
Thomas D.
The price is AU$616
includes taxes & fees
21 Apr - 22 Apr
Beautiful 3BR Home Near Lake MI
TV

Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan

Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
Sheboygan
7.8 out of 10, Good, (7 reviews)
"great location walkable to downtown and Lake Michigan. Very centrally located."
United States
Laura A.
The price is AU$521
includes taxes & fees
19 May - 20 May
Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
TV, DVD player

Serene Home One Block From Lake Michigan

Serene Home One Block From Lake Michigan
Ellis Historical District
10.0 out of 10, Exceptional, (6 reviews)
"This is in the heart of downtown right near the lake. This was a clean and comfortable stay."
United States
Ra H.
Serene Home One Block From Lake Michigan
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 AU$1,176
includes taxes & fees
11 May - 12 May
3 Min to Road America, outdoor deck, grill, & fire table
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$1,333
includes taxes & fees
21 Apr - 22 Apr
Beautiful private home hidden in the woods. Can sleep 11 guests
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, (4 reviews)
"This is an amazing house, very clean, well appointed, and spacious. Amber is an attentive & wonderful host. We had a great time there!"
United States
Kelly A.
The price is AU$1,667
includes taxes & fees
3 May - 4 May
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$1,806
includes taxes & fees
21 Apr - 22 Apr
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

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Great place to bring kids. "
yufeng 1-night trip
Posted 8 hours ago
Comfort Inn & Suites Sheboygan I-43

Find out more about Cleveland

Cleveland Holiday Homes information

Number of reviews
540
Accommodation
230 Holiday Homes
Lowest Price
AU$216
Highest Price
AU$1,806