Michigan Lakes Cabins - Vacation Rentals in Downtown

REMODELED HOME ON LAKE MICHIGAN From US $378
         

9.8 (160 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $374
         

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

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home From US $274
         

10.0 (112 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Beach front luxury spacious villa ! From US $420
         

10.0 (81 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Malibu of the Midwest Condo steps from the Lake From US $272
         

Luxury Places to Stay in Downtown

Over 249+ Luxury Places to Stay in or Near Downtown
Baronwood Oasis | Pool + Arcade Mega Estate From US $1,928
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygann From US $1,589
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Pelican Point - Private Retreat From US $1,250
         

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New
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Top-Rated Vacation Rentals with a Pool in Downtown

Over 19+ Top-Rated Vacation Rentals with a Pool in or Near Downtown
Home2 Suites By Hilton Sheboygan From US $130
         

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9.6 (110 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites by Marriott Sheboygan From US $121
         

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9.4 (270 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites By Hilton Sheboygan From US $165
         

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9.3 (56 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Sheboygan-Kohler by IHG From US $128
         

8.8 (382 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Grandstay Residential Suites Hotel - Sheboygan From US $172
         

8.6 (1027 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
AmericInn by Wyndham Sheboygan From US $76
         

8.6 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Sheboygan I-43 From US $92
         

8.6 (172 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Sheboygan-Kohler/I-43 by IHG From US $335
         

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8.5 (82 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Downtown

Over 60+ Pet-Friendly Vacation Rentals in or Near Downtown
*NEW* Sleeps 8 & Spacious! From US $381
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog-Friendly Sheboygan Home - 1 Mi to Town! From US $181
         

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9.7 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
La Quinta Inn by Wyndham Sheboygan From US $87
         

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8.2 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog-Friendly Sheboygan Home - 1 Mi to Town! From US $141
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $348
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Links! - Luxury Golf Retreat with Golf Simulator From US $616
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Eclectic Spacious 3 BR Home Near Lake MI w/Fire Pit From US $172
         

10.0 (6 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 59+ Large Vacation Homes & Villas in or Near Downtown
Lake Orchard Farm Retreat From US $203
         

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9.2 (39 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Wandering Waves - Beachfront Lake Michigan Stay! From US $345
         

Walk to Beach & Pier | Fully-Loaded Kitchen From US $730
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Downtown

Over 14+ Wheelchair Accessible Vacation Homes in or Near Downtown
Modern South Pier Condo on Sheboygan River! From US $246
         

9.6 (34 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Fairfield Inn & Suites Sheboygan From US $245
         

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8.8 (49 Reviews)
Hotel
  • Parking
  • Designated Smoking Area
  • Wheelchair Accessible
Waterfront Sheboygan Condo From US $435
         

GrandStay Hotel & Suites Downtown Sheboygan From US $216
         

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8.2 (232 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Watershed Hotel From US $136
         

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9.6 (496 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck! From US $150
         

10.0 (60 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Corner River Walk Condo with Spectacular Views From US $249
         

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

Downtown Vacation Rentals and Airbnb Places to Stay Under $200

Over 52+ Downtown Vacation Rentals and Airbnb Places to Stay Under $200
Harbor Winds Hotel From US $82
         

8.6 (944 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI From US $170
         

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan From US $160
         

2 Mi to Dtwn: Studio Suite in Sheboygan From US $121
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Lake Breeze on 11th From US $139
         

9.6 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan From US $192
         

9.4 (11 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Instantly Bookable Vacation Homes in Downtown

Over 115+ Instantly Bookable Vacation Homes in or Near Downtown
BEACHSIDE GETAWAY IN SHEBOYGAN From US $268
         

10.0 (29 Reviews)
Condo
  • 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
Beachside Condo w/Stunning Lake Views From US $315
         

10.0 (27 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Family Home, 1 Block to Lake Michigan Beach! From US $396
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beachside Condo Downtown with Lake Michigan Views From US $345
         

The Cottage - Newly Renovated Beachfront Condo on Lake Michigan From US $277
         

10.0 (20 Reviews)
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
LUXE Manor with Modern, Elegant Vibes From US $495
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Downtown Vacation Rentals

With more than 258 Downtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Lakemichigancabins 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 Lakemichigancabins 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 762.83 ft² on average, with prices averaging $404 a night.

Lakemichigancabins 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 117
Holiday Apartments 43
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: Lakemichigancabins makes it easy to compare the best listings on Lakemichigancabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakemichigancabins 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


Downtown Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Downtown?
How many vacation rentals are available in Downtown?

Currently, the total number of properties listed in 2026 is over 258 in the Downtown area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Downtown.