Theme Park Hotels - Vacation Rentals in Downtown

REMODELED HOME ON LAKE MICHIGAN From US $212
         

9.8 (159 Reviews)
House
  • Air Conditioner
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Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $391
         

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10.0 (3 Reviews)
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  • Pet Friendly
  • Balcony/Terrace
Riverfront Sheboygan Townhome w/Grill! From US $244
         

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10.0 (1 Review)
Apartment
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Beach front luxury spacious villa ! From US $314
         

10.0 (75 Reviews)
Villa
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Malibu of the Midwest Condo steps from the Lake From US $249
         

Riverfront Sheboygan Townhome w/Grill! From US $167
         

10.0 (29 Reviews)
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Luxury Places to Stay in Downtown

Over 252+ Luxury Places to Stay in or Near Downtown
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygann From US $1,427
         

10.0 (2 Reviews)
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Pelican Point - Private Retreat From US $1,250
         

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New
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Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX From US $1,168
         

A Glorious Getaway Sheboygan - Blue Harbor Condo From US $1,009
         

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9.5 (4 Reviews)
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Top-Rated Vacation Rentals with a Pool in Downtown

Over 20+ Top-Rated Vacation Rentals with a Pool in or Near Downtown
Fairfield Inn & Suites by Marriott Sheboygan From US $149
         

9.6 (261 Reviews)
Hotel
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Home2 Suites By Hilton Sheboygan From US $126
         

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9.6 (89 Reviews)
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Home2 Suites By Hilton Sheboygan From US $279
         

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9.3 (46 Reviews)
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Holiday Inn Express Sheboygan-Kohler by IHG From US $117
         

8.8 (369 Reviews)
Hotel
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Grandstay Residential Suites Hotel - Sheboygan From US $136
         

8.6 (1010 Reviews)
Apartment
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  • Pet Friendly
AmericInn by Wyndham Sheboygan From US $86
         

8.6 (1003 Reviews)
Hotel
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  • Parking
  • Pool
Comfort Inn & Suites Sheboygan I-43 From US $86
         

8.6 (132 Reviews)
Hotel
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  • Pool
Blue Harbor Resort and Conference Center From US $235
         

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8.4 (445 Reviews)
Resort
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  • Pool
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Pet-Friendly Vacation Rentals in Downtown

Over 58+ Pet-Friendly Vacation Rentals in or Near Downtown
Dog-Friendly Sheboygan Home - 1 Mi to Town! From US $261
         

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10.0 (2 Reviews)
House
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  • Pet Friendly
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La Quinta Inn by Wyndham Sheboygan From US $87
         

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8.2 (1005 Reviews)
Hotel
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  • Pet Friendly
Dog-Friendly Sheboygan Home - 1 Mi to Town! From US $125
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $344
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Links! - Luxury Golf Retreat with Golf Simulator From US $414
         

10.0 (8 Reviews)
House
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  • Pet Friendly
Eclectic Spacious 3 BR Home Near Lake MI w/Fire Pit From US $190
         

10.0 (6 Reviews)
House
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  • Pet Friendly
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI From US $197
         

See More Pet-Friendly Vacation Rentals in Downtown on PetFriendly.io

Large Vacation Homes & Villas in Downtown

Over 57+ Large Vacation Homes & Villas in or Near Downtown
Spacious Sheboygan Home with Grill and Fire Pit! From US $563
         

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9.0 (2 Reviews)
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  • Pet Friendly
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Edgewater Escape: 4 Bedroom, Sleeps 14! From US $627
         

10.0 (1 Review)
Condo
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BEACHVIEW GETAWAY From US $437
         

9.8 (13 Reviews)
House
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  • TV

Wheelchair Accessible Vacation Homes in Downtown

Over 15+ Wheelchair Accessible Vacation Homes in or Near Downtown
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home From US $260
         

Lake Orchard Farm Retreat From US $195
         

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8.9 (43 Reviews)
Bed & Breakfast
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Watershed Hotel From US $136
         

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9.6 (465 Reviews)
Hotel
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Modern South Pier Condo on Sheboygan River! From US $229
         

9.4 (33 Reviews)
Condo
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Corner River Walk Condo with Spectacular Views From US $249
         

10.0 (45 Reviews)
Condo
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

Downtown Varoom and Airbnb Places to Stay Under $200

Over 76+ Downtown Varoom and Airbnb Places to Stay Under $200
BEACHSIDE GETAWAY IN SHEBOYGAN From US $153
         

10.0 (27 Reviews)
Condo
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2 Mi to Dtwn Studio Suite in Sheboygan From US $160
         

10.0 (1 Review)
Apartment
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  • Pet Friendly
  • Security/Safety
Harbor Winds Hotel From US $85
         

8.6 (929 Reviews)
Hotel
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Beachside Condo w/Stunning Lake Views From US $153
         

10.0 (25 Reviews)
Condo
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Beachside Condo Downtown with Lake Michigan Views From US $153
         

Sheboygan Sunrise Beach Stay From US $182
         

10.0 (6 Reviews)
Condo
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Sunset Vista – 2BR Central Elkhart Lake Retreat From US $162
         

Instantly Bookable Vacation Homes in Downtown

Over 115+ Instantly Bookable Vacation Homes in or Near Downtown
Family Home, 1 Block to Lake Michigan Beach! From US $375
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown. From US $131
         

9.6 (11 Reviews)
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  • Security/Safety
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LUXE Manor with Modern, Elegant Vibes From US $428
         

10.0 (12 Reviews)
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Beachside, Chefs Kitchen, High-End Everything From US $297
         

10.0 (9 Reviews)
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State Park w/Orchard Style Yard & Pavilion From US $271
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Downtown Vacation Rentals

With more than 261 Downtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Themeparkhotels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Downtown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Themeparkhotels Downtown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Downtown. Places to stay near Downtown are 733.17 ft² on average, with prices averaging $376 a night.

Themeparkhotels makes it easy and safe to find and compare vacation rentals in Downtown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Downtown

Type Count
Vacation Homes 121
Holiday Apartments 41
Hotels with Suites 23
Villas 13
Cottages 4
B&B 2
Cabin Rentals 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Downtown

Pro Tip: Themeparkhotels makes it easy to compare the best listings on Themeparkhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Themeparkhotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Downtown.

Weather in Downtown

View the weather forecast for Downtown before booking your Downtown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Downtown, WI