Title: Cleveland Vacation Rentals from CA $173: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cleveland vacation rentals

![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/c594ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/7e2e2bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/445efcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grandstay Residential Suites Hotel - Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

Downtown Sheboygan

8.6/10

Excellent

(1,020 reviews)

"Great start!! Will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Venir

CA $152

CA $173 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/8acd103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/34841205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/cef0fcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/f459431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Sheboygan-Hotels-3-Blocks-From-Lake-Walk-To-Lake.h96496747.Hotel-Information)

Sheboygan

10/10

Exceptional

(13 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Riley W.

CA $81

CA $193 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sheboygan-Hotels-3-Blocks-From-Lake-Walk-To-Lake.h96496747.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/112000000/111800000/111795300/111795261/9f040329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111800000/111795300/111795261/8d57337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111800000/111795300/111795261/68ced04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111800000/111795300/111795261/50671791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

[](https://www.expedia.ca/Sheboygan-Hotels-Beachy-3-Bedroom-Upper-With-WiFi-And-AC-Minutes-From-Lake-Michigan.h111795261.Hotel-Information)

Sheboygan

10/10

Exceptional

(1 review)

"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelly E.

CA $111

CA $219 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sheboygan-Hotels-Beachy-3-Bedroom-Upper-With-WiFi-And-AC-Minutes-From-Lake-Michigan.h111795261.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/8e1ad787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/9f317697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/dbcf7f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/48485bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

[](https://www.expedia.ca/Sheboygan-Hotels-Quaint-Blast-From-The-Past-Walk-To-Lake-Michigan.h100537748.Hotel-Information)

Downtown Sheboygan

10/10

Exceptional

(11 reviews)

"The flat is gorgeous and in a fantastic location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah G.

CA $117

CA $328 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sheboygan-Hotels-Quaint-Blast-From-The-Past-Walk-To-Lake-Michigan.h100537748.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114428300/114428264/4390ed4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114430000/114428300/114428264/a4209b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114430000/114428300/114428264/e9e80892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114428300/114428264/3608443e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

[](https://www.expedia.ca/Sheboygan-Hotels-Eclectic-3-BR-Lower-W-King-Bed-Pack-N-Play-Fire-Pit-Near-Lake-MI.h114428264.Hotel-Information)

Sheboygan

10/10

Exceptional

(4 reviews)

"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie K.

CA $123

CA $233 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sheboygan-Hotels-Eclectic-3-BR-Lower-W-King-Bed-Pack-N-Play-Fire-Pit-Near-Lake-MI.h114428264.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/fb8e2e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/9f8d9d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/w1024h774x0y0-683fb8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/75380678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

[](https://www.expedia.ca/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information)

Oostburg

10/10

Exceptional

(121 reviews)

"Lovely place and quiet"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

grandma d.

CA $160

CA $198 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/107000000/106440000/106437700/106437636/47bf10fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106440000/106437700/106437636/cd10ecf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106440000/106437700/106437636/0f13d471_edited_203e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106440000/106437700/106437636/938eb401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Chic-1-Bedroom-Apartment-With-WiFi.h106437636.Hotel-Information)

Ellis Historical District

9.8/10

Exceptional

(24 reviews)

"Great place! Nice location and very comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jana F.

CA $130

CA $179 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Sheboygan-Hotels-Chic-1-Bedroom-Apartment-With-WiFi.h106437636.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89783900/89783810/ef4d9301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/90000000/89790000/89783900/89783810/2c20b920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89790000/89783900/89783810/5136d750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89790000/89783900/89783810/233cbc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Logan Ave Holiday House - Upper

[](https://www.expedia.ca/Sheboygan-Hotels-Logan-Ave-Holiday-House-Upper.h89783810.Hotel-Information)

Sheboygan

9.4/10

Exceptional

(3 reviews)

"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MELISSA C.

CA $142

CA $432 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Sheboygan-Hotels-Logan-Ave-Holiday-House-Upper.h89783810.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/c10617d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/a3004ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/53617650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/c8c315e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Coastal-3-BR-Lower-Near-Lake-MI-And-Downtown-Sheboygan.h114427210.Hotel-Information)

Sheboygan

9.2/10

Wonderful

(10 reviews)

"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim K.

CA $123

CA $233 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Sheboygan-Hotels-Coastal-3-BR-Lower-Near-Lake-MI-And-Downtown-Sheboygan.h114427210.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/7bb2be7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/bae072aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/afb7c9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/8fc2e664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Sheboygan-Hotels-Relax-N-Retreat-Near-Lake-MI-W-Fire-Pit.h93001741.Hotel-Information)

Sheboygan

10/10

Exceptional

(6 reviews)

"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy P.

CA $133

CA $245 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Sheboygan-Hotels-Relax-N-Retreat-Near-Lake-MI-W-Fire-Pit.h93001741.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/104000000/103670000/103661500/103661402/5bdd094d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/104000000/103670000/103661500/103661402/ea1179ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103670000/103661500/103661402/45cac187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/104000000/103670000/103661500/103661402/ef12eda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2nd floor loft near the lake!

[](https://www.expedia.ca/Manitowoc-Hotels-2nd-Floor-Loft-Near-The-Lake.h103661402.Hotel-Information)

Manitowoc

9.8/10

Exceptional

(15 reviews)

"Very clean, and tastefully decorated…would rent again:)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim B.

CA $178

CA $308 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Manitowoc-Hotels-2nd-Floor-Loft-Near-The-Lake.h103661402.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/5a75bc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/c3c88b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/067f05a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/868a17f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

[](https://www.expedia.ca/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information)

Sheboygan

10/10

Exceptional

(24 reviews)

"Wonderfully close to the lake. Sad there was no off street parking."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lucas T.

CA $172

CA $490 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/4b45b7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, video library](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/d7b56df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/bf77ef87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/e64321dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

[](https://www.expedia.ca/Reedsville-Hotels-Behnkes-Country-Center.h36361192.Hotel-Information)

Reedsville

9.8/10

Exceptional

(32 reviews)

"Great place for family to stay for wedding of grandson. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn C.

CA $410

CA $656 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Reedsville-Hotels-Behnkes-Country-Center.h36361192.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96580000/96574600/96574565/d881f460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96580000/96574600/96574565/becae821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96580000/96574600/96574565/8d40c0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96580000/96574600/96574565/dae6e410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 7{SPACIOUS}Pets Welcome!

[](https://www.expedia.ca/Sheboygan-Hotels-Sleeps-7SPACIOUSPets-Welcome.h96574565.Hotel-Information)

Sheboygan

9.4/10

Exceptional

(3 reviews)

"Great location and amenities. Would definitely book again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth S.

CA $164

CA $476 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Sheboygan-Hotels-Sleeps-7SPACIOUSPets-Welcome.h96574565.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/1ad16559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/5f84c54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/440c9886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/f0c96391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Sheboygan-Hotels-Luxury-Lake-House-4Bed-2Bath-NEW-Renovation-2023-Walk-To-Beach.h103741253.Hotel-Information)

Sheboygan

10/10

Exceptional

(12 reviews)

"Everything was clean and spacious. Had a great time and would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad T.

CA $573

CA $1,080 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Sheboygan-Hotels-Luxury-Lake-House-4Bed-2Bath-NEW-Renovation-2023-Walk-To-Beach.h103741253.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/c099779d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/f99a3d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/e6396f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/400683dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Plymouth-Hotels-Spacious.h118167786.Hotel-Information)

Plymouth

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt W.

CA $548

CA $1,149 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Plymouth-Hotels-Spacious.h118167786.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/a4ffea08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/702f5e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/433e29a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/25e22f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information)

Sheboygan

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jean S.

CA $158

CA $523 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119730000/119721200/119721200/b5e266ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119730000/119721200/119721200/d8901d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119730000/119721200/119721200/d2644187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119730000/119721200/119721200/eb70425a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Suites #3

[](https://www.expedia.ca/Brillion-Hotels-Luxury-Suites-3.h119721200.Hotel-Information)

Brillion

10/10

Exceptional

(1 review)

"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debby

CA $258

CA $406 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Brillion-Hotels-Luxury-Suites-3.h119721200.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/099d6992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/1e81d255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/31d8a301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/942ca252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Backyard, Walk to Hospital: Sheboygan Abode!

[](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information)

Sheboygan

CA $209

CA $560 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/ab2027ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/4e292575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/9110bcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/92c1400e_edited_c12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

[](https://www.expedia.ca/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information)

Ellis Historical District

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca S.

CA $157

CA $210 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=3000461538&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cleveland%2C+Wisconsin%2C+United+States+of+America&regionId=3000461538&latLong=43.914993%2C-87.747307&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Apartments

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cleveland%2C+Wisconsin%2C+United+States+of+America&regionId=3000461538&latLong=43.914993%2C-87.747307&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cleveland%2C+Wisconsin%2C+United+States+of+America&regionId=3000461538&latLong=43.914993%2C-87.747307&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cleveland%2C+Wisconsin%2C+United+States+of+America&regionId=3000461538&latLong=43.914993%2C-87.747307&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Cleveland%2C+Wisconsin%2C+United+States+of+America&regionId=3000461538&latLong=43.914993%2C-87.747307&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top Cleveland Hotel Reviews

![Harbor Town Inn, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/7380bf3c_y.jpg)

### Harbor Town Inn, BW Signature Collection

10/10 Excellent

"Clean room, staff was very friendly, fun game room, breakfast was very good and made to order "

[](https://expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.Hotel-Information)

![Holiday Inn Manitowoc by IHG](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c_y.jpg)

### Holiday Inn Manitowoc by IHG

10/10 Excellent

"Loved it hotel and staff were pleasant and relaxing would come again "

[](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information)

![Grandstay Residential Suites Hotel - Sheboygan](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg)

### Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent

"Courteous staff, clear policies, clean and comfortable rooms! "

[](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

![Watershed Hotel](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/521022c3_y.jpg)

### Watershed Hotel

10/10 Excellent

"Room was nice and clean. Breakfast was nice and fast."

[](https://expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.Hotel-Information)

![The Osthoff Resort](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg)

### The Osthoff Resort

10/10 Excellent

"The staff is always wonderful and the resort is very well kept and gorgeous "

[](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.Hotel-Information)

![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg)

### Comfort Inn & Suites Sheboygan I-43

10/10 Excellent

"Location was convenient and easy to find. Check-in staff was friendly and welcoming. I found the room to be extremely clean and smelling fresh. The bed was very comfortable and allowed me a good night’s rest. Appreciate the laminate flooring and lack of carpet - gives it a much more sanitary feel. Will definitely consider this location again in the future."

[](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information)

![AmericInn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg)

### AmericInn by Wyndham Sheboygan

10/10 Excellent

"Couldn’t complain. "

[](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information)

![Lighthouse Inn](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/1671d084_y.jpg)

### Lighthouse Inn

10/10 Excellent

"The service was outstanding, from a very warm greeting upon check-in to welcoming dining room staff to the very friendly breakfast server, Kari. The room was huge! Decor was of an older style but everything was spotless and in good working condition. The exercise room overlooks the lake. Parking was very convenient. Next time I’ll have to check out the pool. On top of all this, the rates were very reasonable. A great value! Will definitely return and would highly recommend."

[](https://expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information)

![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg)

### La Quinta Inn by Wyndham Sheboygan

10/10 Excellent

"It was decent"

[](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information)

## Find out more about Cleveland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cleveland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Cleveland ](https://expedia.ca/Cleveland-Private-Vacation-Homes.d3000461538-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Cleveland ](https://expedia.ca/Cleveland-Apartments.d3000461538-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Cleveland ](https://expedia.ca/Cleveland-Cottages.d3000461538-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Cleveland ](https://expedia.ca/Cleveland-Condos.d3000461538-aaCondos.Travel-Guide-Accommodation)
- [Villas in Cleveland ](https://expedia.ca/Cleveland-Villas.d3000461538-aaVillas.Travel-Guide-Accommodation)
- [Motels in Cleveland ](https://expedia.ca/Cleveland-Motels.d3000461538-aaMotels.Travel-Guide-Accommodation)
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- [Farmstay in Cleveland ](https://expedia.ca/Cleveland-Agritourism.d3000461538-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Cleveland ](https://expedia.ca/Cleveland-Cabins.d3000461538-aaCabins.Travel-Guide-Accommodation)
- [Aparthotels in Cleveland ](https://expedia.ca/Cleveland-Apart-Hotels.d3000461538-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Cleveland ](https://expedia.ca/Cleveland-Guest-Houses.d3000461538-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in Cleveland ](https://expedia.ca/Cleveland-Hostels.d3000461538-aaHostels.Travel-Guide-Accommodation)
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- [B&B in Cleveland ](https://expedia.ca/Cleveland-Bed-And-Breakfast.d3000461538-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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