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Featured Cottages in Cleveland

Dog-friendly Sheboygan Home - 1 Mi to Town!

3.0 star property
Dog-friendly Sheboygan Home - 1 Mi to Town!

Family-friendly House: Walk to Lake Michigan!

3.0 star property
10.0 out of 10, Exceptional, (1)
Family-friendly House: Walk to Lake Michigan!

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay. This is a very nice home. BEAUTIFUL home. Would recommend. Only complaint was lack of electrical outlets. I would recommend and electrician come in and upgrade the home just a bit. OTHER WISE THIS PLACE IS AMAZING WITH TONS OF ROOM!"
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

Lakefront Plymouth Cottage w/ Private Hot Tub

3.0 star property
Lakefront Plymouth Cottage w/ Private Hot Tub

'ania's Retreat' w/ Deck: Walk to Lake Michigan!

3.0 star property
'ania's Retreat' w/ Deck: Walk to Lake Michigan!

Riverfront Two Rivers Vacation Rental By Beaches

3.0 star property
8.0 out of 10, Very good, (1)
"Overall, a very nice property. Updated amenities, comfortable space and right on the river, which was great. Two small frustrations - there were no toiletries in the house (body wash, shampoo, etc) which we have come to expect with rental properties like this. We had to go and buy our own. Second, there were quite a few flies in the house when we got there. We were able to get rid of them but it was a bit of a hassle. "
Riverfront Two Rivers Vacation Rental By Beaches

Walkable Lake Elkhart Apt: Dine, Shop, Swim!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This apartment is a block from siebkens and the downtown farmers market. Excellent location. Comfortable beds. There are two apartments so if the space in one is not enough consider both "
Walkable Lake Elkhart Apt: Dine, Shop, Swim!

Spacious Sheboygan Home w/ Grill & Fire Pit!

3.0 star property
Spacious Sheboygan Home w/ Grill & Fire Pit!

Updated Plymouth Home ~ 5 Mi to Road America!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
Updated Plymouth Home ~ 5 Mi to Road America!

Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan

3.0 star property
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan

Steps to Lake Michigan: Manitowoc Home w/ Fire Pit

3.0 star property
Steps to Lake Michigan: Manitowoc Home w/ Fire Pit

Two Rivers Thiede House - Walk to Lake Michigan!

3.0 star property
Two Rivers Thiede House - Walk to Lake Michigan!

Family Home, 1 Block to Lake Michigan Beach!

3.0 star property
Family Home, 1 Block to Lake Michigan Beach!

Updated Sheboygan Home w/ Porch < 1 Mi to Beach

3.0 star property
Updated Sheboygan Home w/ Porch < 1 Mi to Beach

Valders Log Home Near EEA Air Show & Sheboygan!

3.0 star property
Valders Log Home Near EEA Air Show & Sheboygan!

Elkhart Lake Vacation Rental 3 Mi to Road America!

3.0 star property
Elkhart Lake Vacation Rental 3 Mi to Road America!

Wisconsin Vacation Rental: 1 Mi to Road America!

3.0 star property
Wisconsin Vacation Rental: 1 Mi to Road America!

Sheboygan Home w/ Views of Lake & Lighthouse!

3.0 star property
Sheboygan Home w/ Views of Lake & Lighthouse!

Crystal Lake Cottage: Kayaks & Fire Pit!

3.0 star property
Crystal Lake Cottage: Kayaks & Fire Pit!

Sheboygan Vacation Home: Walk to Lake Michigan!

3.0 star property
Sheboygan Vacation Home: Walk to Lake Michigan!
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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Other property types in Cleveland

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (876)
"The 2 separate, private bedrooms with the living room and kitchen worked very well for my family. "
The price is S$145
includes taxes & fees
5 Jan - 6 Jan
Grandstay Residential Suites Hotel - Sheboygan
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.

Frequently asked questions

Why book your cottage in Cleveland with Expedia?
Expedia has some wonderful cottages in Cleveland, so get set for an unforgettable stay on nature’s doorstep. If you’re sticking to a budget, choose how much you’d like to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with a kitchen or a pool. We’ll help you find the right fit whatever your escape looks like.
How can I find cheap cottages in Cleveland?
Expedia can help you track down cheap cottages in Cleveland. To book a superb stay in a matter of clicks, use our convenient filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Cleveland near my cottage?
If you want to fill up your itinerary in Cleveland, don’t miss Fischer Creek State Recreation Area. It’s a winner with locals and tourists alike.