1+ Vacation Rentals Near Downtown |
  1. USA
  2. Wisconsin
  3. Sheboygan
  4. Downtown

Wyknot Cabin - Vacation Rentals in Downtown

Natural Setting Cabin close to Sheboygan/Kohler From US $209
         

8.8 (5 Reviews)
Cabin
Natural Setting Cabin close to Sheboygan/Kohler
  • Pet Friendly
  • Child Friendly
  • Kitchen

View Availability
See More Downtown Vacation Rentals

Luxury Places to Stay in Downtown

Over 261+ Luxury Places to Stay in or Near Downtown
Celebrating Thanksgiving with family? Book your summer reunion now! From US $1,950
         

9.8 (84 Reviews)
House
Celebrating Thanksgiving with family? Book your summer reunion now!
  • Air Conditioner
  • Parking
  • TV

View Availability
Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery! From US $1,879
         

New
House
Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery!
  • Air Conditioner
  • Parking
  • TV

View Availability
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygann From US $1,397
         

10.0 (2 Reviews)
House
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygann
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Quiet and spacious home, close to downtown, the beach, and fantastic golfing. From US $1,283
         

New
House
Quiet and spacious home, close to downtown, the beach, and fantastic golfing.
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX From US $1,252
         

10.0 (4 Reviews)
House
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
  • Air Conditioner
  • Parking
  • Pool

View Availability
Pelican Point - Private Retreat From US $1,250
         

|
New
House
Pelican Point - Private Retreat
  • Air Conditioner
  • Parking
  • View

View Availability
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room! From US $1,233
         

10.0 (7 Reviews)
House
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!
  • Air Conditioner
  • TV
  • Balcony/Terrace

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

|
9.5 (4 Reviews)
House
A Glorious Getaway Sheboygan - Blue Harbor Condo
  • Air Conditioner
  • Parking
  • View

View Availability
See More Downtown Luxury Vacation Rentals
Find More Downtown Villas, Resorts, & Rentals on BedroomVillas

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
Fairfield Inn & Suites by Marriott Sheboygan
  • Air Conditioner
  • Parking
  • Pool

View Availability
Home2 Suites By Hilton Sheboygan From US $126
         

|
9.6 (87 Reviews)
Hotel
Home2 Suites By Hilton Sheboygan
  • Parking
  • Pool
  • Business Services

View Availability
Home2 Suites By Hilton Sheboygan From US $279
         

|
9.2 (43 Reviews)
Hotel
Home2 Suites By Hilton Sheboygan
  • Air Conditioner
  • Parking
  • Pool

View Availability
Holiday Inn Express Sheboygan-Kohler by IHG From US $117
         

8.8 (369 Reviews)
Hotel
Holiday Inn Express Sheboygan-Kohler by IHG
  • Air Conditioner
  • Parking
  • Pool

View Availability
Grandstay Residential Suites Hotel - Sheboygan From US $136
         

8.6 (1010 Reviews)
Apartment
Grandstay Residential Suites Hotel - Sheboygan
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
AmericInn by Wyndham Sheboygan From US $86
         

8.6 (1003 Reviews)
Hotel
AmericInn by Wyndham Sheboygan
  • Air Conditioner
  • Parking
  • Pool

View Availability
Comfort Inn & Suites Sheboygan I-43 From US $86
         

8.6 (132 Reviews)
Hotel
Comfort Inn & Suites Sheboygan I-43
  • Air Conditioner
  • Parking
  • Pool

View Availability
Blue Harbor Resort and Conference Center From US $235
         

|
8.4 (445 Reviews)
Resort
Blue Harbor Resort and Conference Center
  • Air Conditioner
  • Pool
  • TV

View Availability
See More Downtown Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Downtown

Over 60+ Pet-Friendly Vacation Rentals in or Near Downtown
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $391
         

|
10.0 (3 Reviews)
House
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
  • Parking
  • Pet Friendly
  • Balcony/Terrace

View Availability
La Quinta Inn by Wyndham Sheboygan From US $87
         

|
8.2 (1005 Reviews)
Hotel
La Quinta Inn by Wyndham Sheboygan
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub From US $251
         

10.0 (188 Reviews)
House
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
*NEW* Sleeps 8 & Spacious! From US $385
         

10.0 (28 Reviews)
Apartment
*NEW* Sleeps 8 & Spacious!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city From US $399
         

10.0 (21 Reviews)
House
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Dog-Friendly Sheboygan Home - 1 Mi to Town! From US $125
         

10.0 (20 Reviews)
House
Dog-Friendly Sheboygan Home - 1 Mi to Town!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan From US $344
         

10.0 (14 Reviews)
House
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Links! - Luxury Golf Retreat with Golf Simulator From US $412
         

10.0 (8 Reviews)
House
The Links! - Luxury Golf Retreat with Golf Simulator
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
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
         

|
9.0 (2 Reviews)
House
Spacious Sheboygan Home with Grill and Fire Pit!
  • Parking
  • Pet Friendly
  • Accessibility

View Availability
Lake Michigan Home with gorgeous views, great spot for family or golf retreat From US $683
         

10.0 (120 Reviews)
House
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
  • Air Conditioner
  • Parking
  • TV

View Availability
Beach front luxury spacious villa ! From US $327
         

10.0 (75 Reviews)
Villa
Beach front luxury spacious villa !
  • Air Conditioner
  • Parking
  • View

View Availability
Perfect Paradise - Lakeview Condo w/7 Beds, Jacuzzi, and Balcony From US $305
         

10.0 (22 Reviews)
Condo
Perfect Paradise - Lakeview Condo w/7 Beds, Jacuzzi, and Balcony
  • Air Conditioner
  • Parking
  • TV

View Availability
New King Park Beach Lookout Deluxe! 3BR Right at Lake! From US $274
         

10.0 (13 Reviews)
House
New King Park Beach Lookout Deluxe! 3BR Right at Lake!
  • Air Conditioner
  • Parking
  • TV

View Availability
Central located. Seconds from the highway to get to kohler, and Elkhart lake From US $827
         

10.0 (3 Reviews)
House
Central located. Seconds from the highway to get to kohler, and Elkhart lake
  • Air Conditioner
  • Parking
  • TV

View Availability
Lakeview Farm | Beach · Hot Tub · Theater · Views From US $642
         

10.0 (1 Review)
House
Lakeview Farm | Beach · Hot Tub · Theater · Views
  • Air Conditioner
  • Parking
  • TV

View Availability
Edgewater Escape: 4 Bedroom, Sleeps 14! From US $627
         

10.0 (1 Review)
Condo
Edgewater Escape: 4 Bedroom, Sleeps 14!
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Family Vacation Rentals in Downtown on FVR

Wheelchair Accessible Vacation Homes in Downtown

Over 16+ Wheelchair Accessible Vacation Homes in or Near Downtown
Lake Orchard Farm Retreat From US $195
         

|
8.9 (43 Reviews)
Bed & Breakfast
Lake Orchard Farm Retreat
  • Air Conditioner
  • Parking
  • View

View Availability
Watershed Hotel From US $136
         

|
9.6 (457 Reviews)
Hotel
Watershed Hotel
  • Air Conditioner
  • Parking
  • TV

View Availability
Malibu of the Midwest Condo steps from the Lake From US $249
         

10.0 (69 Reviews)
Condo
Malibu of the Midwest Condo steps from the Lake
  • Air Conditioner
  • Parking
  • TV

View Availability
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home From US $260
         

9.8 (110 Reviews)
Condo
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
  • Air Conditioner
  • Parking
  • TV

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

9.4 (33 Reviews)
Condo
Modern South Pier Condo on Sheboygan River!
  • Air Conditioner
  • Parking
  • TV

View Availability
Lighthouse Lookout - 3BR/Steps to Lake Michigan & Views From US $176
         

10.0 (25 Reviews)
Condo
Lighthouse Lookout - 3BR/Steps to Lake Michigan & Views
  • Air Conditioner
  • Parking
  • TV

View Availability
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck! From US $150
         

10.0 (60 Reviews)
Condo
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck!
  • Air Conditioner
  • Pet Friendly
  • View

View Availability
Corner River Walk Condo with Spectacular Views From US $249
         

10.0 (45 Reviews)
Condo
Corner River Walk Condo with Spectacular Views
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

View Availability
See More Properties

Downtown Varoom and Airbnb Places to Stay Under $200

Over 78+ Downtown Varoom and Airbnb Places to Stay Under $200
Private Guest Bedroom - 2E East Room - Close to Lake Michigan From US $37
         

10.0 (5 Reviews)
House
Private Guest Bedroom - 2E East Room - Close to Lake Michigan
  • Air Conditioner
  • Parking
  • TV

View Availability
Harbor Winds Hotel From US $85
         

8.6 (929 Reviews)
Hotel
Harbor Winds Hotel
  • Air Conditioner
  • Parking
  • TV

View Availability
Riverfront Sheboygan Townhome w/Grill! From US $167
         

10.0 (29 Reviews)
House
Riverfront Sheboygan Townhome w/Grill!
  • Air Conditioner
  • Parking
  • TV

View Availability
BEACHSIDE GETAWAY IN SHEBOYGAN From US $150
         

10.0 (27 Reviews)
Condo
BEACHSIDE GETAWAY IN SHEBOYGAN
  • Air Conditioner
  • Parking
  • TV

View Availability
Beachside Condo w/Stunning Lake Views From US $153
         

10.0 (25 Reviews)
Condo
Beachside Condo w/Stunning Lake Views
  • Air Conditioner
  • Parking
  • TV

View Availability
Beachside Condo Downtown with Lake Michigan Views From US $153
         

10.0 (22 Reviews)
Condo
Beachside Condo Downtown with Lake Michigan Views
  • Air Conditioner
  • Parking
  • TV

View Availability
Urban Lake Condo in Sheboygan's Historic Ellis District From US $105
         

10.0 (7 Reviews)
Condo
Urban Lake Condo in Sheboygan's Historic Ellis District
  • Air Conditioner
  • Parking
  • TV

View Availability
Sheboygan Sunrise Beach Stay From US $199
         

10.0 (6 Reviews)
Condo
Sheboygan Sunrise Beach Stay
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Downtown Vacation Rental Deals

Instantly Bookable Vacation Homes in Downtown

Over 121+ Instantly Bookable Vacation Homes in or Near Downtown
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown. From US $131
         

9.6 (11 Reviews)
House
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
REMODELED HOME ON LAKE MICHIGAN From US $212
         

9.8 (159 Reviews)
House
REMODELED HOME ON LAKE MICHIGAN
  • Air Conditioner
  • Parking
  • TV

View Availability
Large Backyard, Walk to Hospital: Sheboygan Abode! From US $382
         

New
House
Large Backyard, Walk to Hospital: Sheboygan Abode!
  • Air Conditioner
  • Parking
  • TV

View Availability
Family Home, 1 Block to Lake Michigan Beach! From US $383
         

10.0 (26 Reviews)
House
Family Home, 1 Block to Lake Michigan Beach!
  • Air Conditioner
  • Parking
  • TV

View Availability
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More. From US $907
         

10.0 (12 Reviews)
House
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
  • Air Conditioner
  • Parking
  • TV

View Availability
LUXE Manor with Modern, Elegant Vibes From US $445
         

10.0 (12 Reviews)
House
LUXE Manor with Modern, Elegant Vibes
  • Air Conditioner
  • Parking
  • TV

View Availability
Beachside, Chefs Kitchen, High-End Everything From US $297
         

10.0 (9 Reviews)
House
Beachside, Chefs Kitchen, High-End Everything
  • Air Conditioner
  • Parking
  • TV

View Availability
State Park w/Orchard Style Yard & Pavilion From US $312
         

10.0 (8 Reviews)
House
State Park w/Orchard Style Yard & Pavilion
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Downtown Short-Term Vacation Rentals

About Downtown Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wyknotcabin 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 with prices averaging $209 a night.

Wyknotcabin 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
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Downtown

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

Other Places to Stay Near Downtown, WI


Sheboygan 729 Properties Children's Museum 201 Properties John Michael Kohler Arts Center 201 Properties Stefanie H. Weill Center for the Performing Arts 200 Properties

Complexes around Downtown, WI


Quality Inn Sheboygan 3 Properties