Family-Friendly Vacation Rentals in Sea Dog Sportfishing Charters of Sheboygan, WI: Compare 10+ Sites & Save

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69 Best Family Vacation Rentals in Sea Dog Sportfishing Charters of Sheboygan (Starting from $88)

Modern South Pier Condo on Sheboygan River!
Modern South Pier Condo on Sheboygan River!
Apartment
Sheboygan, WI, USA
0.2k from Sea Dog Sportfishing Charters of Sheboygan center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay, Condos

2 Bedrooms7 Guests
New to Booking
$366
Average price / night
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Beautiful Day Getaway - Lake Michigan Views
Beautiful Day Getaway - Lake Michigan Views
Apartment
Sheboygan, WI, USA
0.3k from Sea Dog Sportfishing Charters of Sheboygan center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

4 Bedrooms10 Guests
New to Booking
$718
Average price / night
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Condo
Sheboygan, WI, 53081, United States
0.2k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Balcony, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms7 Guests
10.0

Exceptional

112 reviews

$274
Average price / night
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A Glorious Getaway Sheboygan - Blue Harbor Condo
A Glorious Getaway Sheboygan - Blue Harbor Condo
House
Sheboygan, WI, USA
0.4k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

4 Bedrooms12 Guests
9.5

Superb

4 reviews

$1008
Average price / night
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Malibu of the Midwest Condo steps from the Lake
Malibu of the Midwest Condo steps from the Lake
Condo
Sheboygan, WI, 53081, United States
0.2k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Balcony, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

72 reviews

$268
Average price / night
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Harbor Hideaway - Walk to Beach, Dining & Downtown condo
Harbor Hideaway - Walk to Beach, Dining & Downtown condo
Apartment
Sheboygan, WI, USA
0.8k from Sea Dog Sportfishing Charters of Sheboygan center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Condos

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$433
Average price / night
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Family-Friendly House Walk to Lake Michigan!
Family-Friendly House Walk to Lake Michigan!
House
Sheboygan, WI, USA
0.8k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
9.5

Superb

4 reviews

$396
Average price / night
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Shoreline Sanctuary - Family Beach Villa with Deck and Sunsets
Shoreline Sanctuary - Family Beach Villa with Deck and Sunsets
Condo
Sheboygan, WI, 53081, United States
0.5k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
New to Booking
$490
Average price / night
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Serene Home One Block From Lake Michigan
Serene Home One Block From Lake Michigan
House
Sheboygan, WI, USA
1.0k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$638
Average price / night
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Urban Lake Condo in Sheboygan's Historic Ellis District
Urban Lake Condo in Sheboygan's Historic Ellis District
Condo
Sheboygan, WI, 53081, United States
0.6k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Toys, TV

2 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$146
Average price / night
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Dog-Friendly Sheboygan Home - 1 Mi to Town!
Dog-Friendly Sheboygan Home - 1 Mi to Town!
House
Sheboygan, WI, USA
1.2k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$261
Average price / night
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Fully renovated, updated, and high-end finished 5 bedroom facing the marina!
Fully renovated, updated, and high-end finished 5 bedroom facing the marina!
House
Sheboygan, WI, 53081, United States
0.7k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$398
Average price / night
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Updated Sheboygan Home with Porch Less Than 1 Mi to Beach
Updated Sheboygan Home with Porch Less Than 1 Mi to Beach
House
Sheboygan, WI, USA
1.3k from Sea Dog Sportfishing Charters of Sheboygan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms7 Guests
New to Booking
$358
Average price / night
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Sheboygan Sunrise Beach Stay
Sheboygan Sunrise Beach Stay
Condo
Sheboygan, WI, 53081, United States
0.8k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$192
Average price / night
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Riverfront Sheboygan Townhome with Grill!
Riverfront Sheboygan Townhome with Grill!
House
Sheboygan, WI, USA
1.3k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms8 Guests
9.6

Exceptional

12 reviews

$499
Average price / night
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Spacious & Peaceful Home in the heart of Sheboygan
Spacious & Peaceful Home in the heart of Sheboygan
House
Sheboygan, WI, USA
1.5k from Sea Dog Sportfishing Charters of Sheboygan center

Fireplace/Heating, Security/Safety, View, Guest Services, Air Conditioner, Internet, Parking

3 Bedrooms5 Guests
8.8

Fabulous

5 reviews

$226
Average price / night
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Storybook 2-bedroom apartment 1mi from Lake Michigan
Storybook 2-bedroom apartment 1mi from Lake Michigan
Apartment
Sheboygan, WI, 53081, United States
1.1k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$204
Average price / night
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Dtwn Sheboygan Apt Above Local Bar!
Dtwn Sheboygan Apt Above Local Bar!
Apartment
Sheboygan, WI, USA
1.5k from Sea Dog Sportfishing Charters of Sheboygan center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms8 Guests
5.5

Review score

2 reviews

$276
Average price / night
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Beach and Golf House
Beach and Golf House
House
Sheboygan, WI, 53081, United States
1.1k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

70 reviews

$388
Average price / night
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Spacious Home Near Lake MI w Fire Pit
Spacious Home Near Lake MI w Fire Pit
House
Sheboygan, WI, USA
1.6k from Sea Dog Sportfishing Charters of Sheboygan center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$151
Average price / night
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Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA
Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA
House
Sheboygan, WI, 53081, United States
1.1k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.2

Superb

9 reviews

$535
Average price / night
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King Bed Near Lake w Fire Pit and Pack N Play
King Bed Near Lake w Fire Pit and Pack N Play
Apartment
Sheboygan, WI, USA
1.6k from Sea Dog Sportfishing Charters of Sheboygan center

View, Security/Safety, Sports/Activities, Laundry, Barbecue/Outdoor Cooking, Parking, Balcony/Terrace

3 Bedrooms5 Guests
New to Booking
$88
Average price / night
Check Availability
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
House
Sheboygan, WI, 53081, United States
1.1k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

14 reviews

$163
Average price / night
Check Availability
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
House
Sheboygan, WI, USA
1.8k from Sea Dog Sportfishing Charters of Sheboygan center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$391
Average price / night
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\n\nLuxury Downtown Sheboygan 4BR - 3 Bath - 3 min walk to beach - Lakeside Legacy
\n\nLuxury Downtown Sheboygan 4BR - 3 Bath - 3 min walk to beach - Lakeside Legacy
House
Sheboygan, WI, 53081, United States
1.4k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms9 Guests
9.8

Exceptional

37 reviews

$985
Average price / night
Check Availability
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Apartment
Sheboygan, WI, 53081, United States
1.4k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Barbecue, Crib, Dryer, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$184
Average price / night
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5 Bedroom Modern House
5 Bedroom Modern House
House
Sheboygan, WI, 53081, United States
1.5k from Sea Dog Sportfishing Charters of Sheboygan center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.6

Exceptional

13 reviews

$432
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Sea Dog Sportfishing Charters of Sheboygan.

Sea Dog Sportfishing Charters of Sheboygan Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 69 verified family-friendly vacation rentals in Sea Dog Sportfishing Charters of Sheboygan. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Sea Dog Sportfishing Charters of Sheboygan vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $88 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Sea Dog Sportfishing Charters of Sheboygan offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Sea Dog Sportfishing Charters of Sheboygan are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Sea Dog Sportfishing Charters of Sheboygan often include amenities such as Child Friendly, Fireplace/Heating, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.