Title: Cleveland Vacation Rentals from CA $171: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-06-05&endDate=2026-06-07&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)

![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/7d1d214a.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)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/c594ba7e.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)

"Room was very clean and perfect for a downtown stay"

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

Jim

CA $151

CA $171 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.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/120000000/119960000/119957500/119957418/4824e25e.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/120000000/119960000/119957500/119957418/942ca252.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 $207

CA $555 total

includes taxes & fees

Feb 13 - Feb 14

[](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)

![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)

![Private kitchen](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/9110bcf1.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)

### 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 $156

CA $208 total

includes taxes & fees

Feb 13 - Feb 14

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

![Golf](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/8fa82c35.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)

![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

(122 reviews)

"Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)."

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

Heidi E.

CA $159

CA $196 total

includes taxes & fees

Feb 18 - Feb 19

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

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103670000/103661500/103661402/f8f43c12.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)

### 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 $177

CA $305 total

includes taxes & fees

Feb 16 - Feb 17

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

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

![Smart TV](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/f94a44ea.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 $80

CA $191 total

includes taxes & fees

Feb 16 - Feb 17

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

![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)

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

![Smart TV, books, music library](https://images.trvl-media.com/lodging/101000000/100540000/100537800/100537748/5a82f742.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 $116

CA $325 total

includes taxes & fees

Feb 16 - Feb 17

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

![Interior](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/052bb671.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)

![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 $171

CA $486 total

includes taxes & fees

Feb 16 - Feb 17

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

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

![Smart TV](https://images.trvl-media.com/lodging/115000000/114430000/114428300/114428264/1914e426.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)

### 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 $122

CA $231 total

includes taxes & fees

Feb 16 - Feb 17

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106440000/106437700/106437636/d499671a.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)

### 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 $129

CA $177 total

includes taxes & fees

Feb 14 - Feb 15

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

![Exterior detail](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/222dec7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/a0a51f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/acf3c1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/9d8063da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

[](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information)

New Holstein

10/10

Exceptional

(173 reviews)

"Great place would go back"

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

William

CA $275

CA $452 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.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)

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

![Interior](https://images.trvl-media.com/lodging/120000000/119730000/119721200/119721200/14d05050.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)

### 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 $256

CA $402 total

includes taxes & fees

Feb 16 - Feb 17

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

![Smart TV](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/c8c315e4.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)

![Interior](https://images.trvl-media.com/lodging/115000000/114430000/114427300/114427210/b362e963.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 $122

CA $231 total

includes taxes & fees

Mar 2 - Mar 3

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

![Interior](https://images.trvl-media.com/lodging/122000000/121940000/121932300/121932283/2fd6e3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121940000/121932300/121932283/5316c7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121940000/121932300/121932283/983dec65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121940000/121932300/121932283/2feeca19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

[](https://www.expedia.ca/Sheboygan-Hotels-NEW-Riverfront-Loft-FANTASTIC-Location-Wstunning-Views-On-The-Boardwalk.h121932283.Hotel-Information)

Sheboygan

10/10

Exceptional

(7 reviews)

"Amazing place!! Everything was beyond excellent!! We where all very impressed with the place!! Pleanty of room for all of us! The area is the best!! Communication with the host was impressive!! We would definitely stay here again!! "

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

Team T.

CA $226

CA $399 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Sheboygan-Hotels-NEW-Riverfront-Loft-FANTASTIC-Location-Wstunning-Views-On-The-Boardwalk.h121932283.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)

![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)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/4c2abc5a.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 $169

CA $537 total

includes taxes & fees

Mar 3 - Mar 4

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

![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/e9b1b28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/bb134dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/4f8ec037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/a4f5ba25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Esker Ridge Chalet, Pristine Elkhart Solitude

[](https://www.expedia.ca/Elkhart-Lake-Hotels-House.h29486627.Hotel-Information)

Elkhart Lake

10/10

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

Scott G.

CA $270

CA $372 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Elkhart-Lake-Hotels-House.h29486627.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120650000/120646900/120646856/0cb47b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120650000/120646900/120646856/0a11046f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120646900/120646856/0f426a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/121000000/120650000/120646900/120646856/88706b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Beach town bungalow

[](https://www.expedia.ca/Sheboygan-Hotels-The-Beach-Town-Bungalow.h120646856.Hotel-Information)

Sheboygan

CA $138

CA $278 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Sheboygan-Hotels-The-Beach-Town-Bungalow.h120646856.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/37000000/36370000/36361200/36361192/34951186.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)

![Dining](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/bf77ef87.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 $407

CA $651 total

includes taxes & fees

Feb 13 - Feb 14

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

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92600500/92600416/1bfbb46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92600500/92600416/eee964a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92600500/92600416/4c9ec214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/93000000/92610000/92600500/92600416/5b9c0b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*NEW\* Sleeps 8 & Spacious!

[](https://www.expedia.ca/Sheboygan-Hotels-NEW-Sleeps-8-Spacious.h92600416.Hotel-Information)

Sheboygan

10/10

Exceptional

(28 reviews)

"Great location! Roomy, close to everything, very nice inside, clean, always found parking."

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

Beth D.

CA $199

CA $573 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Sheboygan-Hotels-NEW-Sleeps-8-Spacious.h92600416.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)

![Interior](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/4e1662f1.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 $138

CA $249 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Sheboygan-Hotels-Relax-N-Retreat-Near-Lake-MI-W-Fire-Pit.h93001741.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=2026-02-26&endDate=2026-02-27&regionId=3000461538&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

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Cottages

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Apartments

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Villas

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Aparthotels

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Condos

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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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CABIN)

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## Top Cleveland Hotel Reviews

![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

"Room was very clean and perfect for a downtown stay"

[](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

"The room was very spacious, extremely clean, and bed was very comfortable. Convenient location and Bailey (& Dax) were very welcoming and friendly. "

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

![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)

![Best Western Stanton Inn](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/3d361bf0_y.jpg)

### Best Western Stanton Inn

10/10 Excellent

"It was fine"

[](https://expedia.ca/Sheboygan-Hotels-Best-Western-Stanton-Inn.h911819.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)
- [Resorts in Cleveland ](https://expedia.ca/Cleveland-Resort-Hotels.d3000461538-aaResortHotels.Travel-Guide-Accommodation)
- [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)
- [Lodges in Cleveland ](https://expedia.ca/Cleveland-Lodges.d3000461538-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Cleveland ](https://expedia.ca/Cleveland-RV-Parks.d3000461538-aaRVParks.Travel-Guide-Accommodation)
- [Castles in Cleveland ](https://expedia.ca/Cleveland-Castles.d3000461538-aaCastles.Travel-Guide-Accommodation)
- [B&B in Cleveland ](https://expedia.ca/Cleveland-Bed-And-Breakfast.d3000461538-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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