Airport Express Hotel - Vacation Rentals in Downtown

Home2 Suites By Hilton Sheboygan From US $279
         

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9.3 (46 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Watershed Hotel From US $136
         

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9.8 (461 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Fairfield Inn & Suites Sheboygan From US $245
         

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9.2 (48 Reviews)
Hotel
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Fairfield Inn & Suites by Marriott Sheboygan From US $149
         

9.6 (261 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
GrandStay Hotel & Suites Downtown Sheboygan From US $213
         

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8.4 (186 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Home2 Suites By Hilton Sheboygan From US $126
         

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9.6 (89 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Harbor Winds Hotel From US $186
         

8.3 (209 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express Sheboygan-Kohler by IHG From US $117
         

8.8 (369 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

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)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX From US $1,252
         

Pelican Point - Private Retreat From US $1,250
         

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New
House
  • Air Conditioner
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  • View
A Glorious Getaway Sheboygan - Blue Harbor Condo From US $1,009
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • View

Top-Rated Vacation Rentals with a Pool in Downtown

Over 14+ Top-Rated Vacation Rentals with a Pool in or Near Downtown
Grandstay Residential Suites Hotel - Sheboygan From US $136
         

8.6 (1010 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Inn & Suites Sheboygan I-43 From US $86
         

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

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8.4 (445 Reviews)
Resort
  • Air Conditioner
  • Pool
  • TV
Holiday Inn Express Sheboygan-Kohler/I-43 by IHG From US $188
         

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8.3 (79 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Quality Inn Sheboygan North I-43 From US $81
         

8.2 (739 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Sheboygan I-43 From US $151
         

8.2 (126 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
AmericInn by Wyndham Sheboygan From US $87
         

8.1 (139 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Downtown, Uniquely Designed, Near the Beach From US $128
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Downtown

Over 59+ Pet-Friendly Vacation Rentals in or Near Downtown
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $391
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
La Quinta Inn by Wyndham Sheboygan From US $87
         

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8.2 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
*NEW* Sleeps 8 & Spacious! From US $385
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • 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 $412
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Downtown on PetFriendly.io

Large Vacation Homes & Villas in Downtown

Over 60+ 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)
House
  • Parking
  • Pet Friendly
  • Accessibility
Beach front luxury spacious villa ! From US $314
         

10.0 (75 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Edgewater Escape: 4 Bedroom, Sleeps 14! From US $627
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Downtown

Over 12+ Wheelchair Accessible Vacation Homes in or Near Downtown
Malibu of the Midwest Condo steps from the Lake From US $249
         

Lake Orchard Farm Retreat From US $195
         

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8.9 (43 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Wingate by Wyndham Sheboygan From US $77
         

7.0 (146 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home From US $260
         

Modern South Pier Condo on Sheboygan River! From US $229
         

9.4 (33 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
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 71+ Downtown Varoom and Airbnb Places to Stay Under $200
Riverfront Sheboygan Townhome w/Grill! From US $167
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
2 Mi to Dtwn Studio Suite in Sheboygan From US $160
         

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

8.6 (929 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
BEACHSIDE GETAWAY IN SHEBOYGAN From US $153
         

10.0 (27 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Beachside Condo w/Stunning Lake Views From US $153
         

10.0 (25 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Beachside Condo Downtown with Lake Michigan Views From US $153
         

Sheboygan Sunrise Beach Stay From US $199
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Downtown

Over 121+ Instantly Bookable Vacation Homes in or Near Downtown
REMODELED HOME ON LAKE MICHIGAN From US $212
         

9.8 (159 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)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Family Home, 1 Block to Lake Michigan Beach! From US $375
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
LUXE Manor with Modern, Elegant Vibes From US $428
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beachside, Chefs Kitchen, High-End Everything From US $297
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
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 23 Downtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel 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 Airportexpresshotel 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 344.91 ft² on average, with prices averaging $130 a night.

Airportexpresshotel 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
Hotels with Suites 23

Use these Quick Filters to Find a Vacation Rental in Downtown

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel 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