Family-Friendly Vacation Rentals in The Wine Guyz, WI: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Wisconsin

  5.  La Crosse
  6.  The Wine Guyz

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27 Best Family Vacation Rentals in The Wine Guyz (Starting from $55)

2 BR Central 2 Blocks to La Crosse Center
2 BR Central 2 Blocks to La Crosse Center
Apartment
La Crosse, WI, USA
0.4k from The Wine Guyz center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$169
Average price / night
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8th Street Blues!  3 Bed, 2 Bath near downtown LaCrosse
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
House
La Crosse, WI, 54601, United States
1.3k from The Wine Guyz center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms7 Guests
10.0

Exceptional

167 reviews

$202
Average price / night
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Gorgeous apartment across from La Crosse Center
Gorgeous apartment across from La Crosse Center
Apartment
La Crosse, WI, USA
0.4k from The Wine Guyz center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$343
Average price / night
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Morris House Apartment
Morris House Apartment
Apartment
LA CROSSE, WI, 54601, United States
1.5k from The Wine Guyz center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
10.0

Exceptional

30 reviews

$151
Average price / night
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4br Ideal For Groups 4 Blocks To La Crosse Cntr
4br Ideal For Groups 4 Blocks To La Crosse Cntr
Apartment
La Crosse, WI, USA
0.5k from The Wine Guyz center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

1 Bedroom10 Guests
10.0

Exceptional

1 reviews

$505
Average price / night
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Cobblestone Cottage, 4 Bedroom, centrally located
Cobblestone Cottage, 4 Bedroom, centrally located
House
La Crosse, WI, 54601, United States
2.3k from The Wine Guyz center

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

4 Bedrooms8 Guests
9.0

Fabulous

21 reviews

$523
Average price / night
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Central Downtown Stay
Central Downtown Stay
Apartment
La Crosse, WI, USA
0.5k from The Wine Guyz center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$194
Average price / night
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Clean & Cozy
Clean & Cozy
Apartment
La Crosse, WI, 54603, United States
2.8k from The Wine Guyz center

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

2 Bedrooms6 Guests
8.4

Very Good

31 reviews

$146
Average price / night
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Eagles Landing
Eagles Landing
House
La Crosse, WI, USA
2.2k from The Wine Guyz center

Parking, Air Conditioner, Security/Safety, Guest Services, Balcony/Terrace, Laundry, Internet

4 Bedrooms8 Guests
New to Booking
$376
Average price / night
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4BR Blooms Near Downtown
4BR Blooms Near Downtown
House
La Crosse, WI, 54601, United States
3.2k from The Wine Guyz center

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

4 Bedrooms10 Guests
9.4

Superb

34 reviews

$418
Average price / night
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Downtown Boho Home wOffice Yoga StudioKing Bed
Downtown Boho Home wOffice Yoga StudioKing Bed
House
La Crosse, WI, USA
2.3k from The Wine Guyz center

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

1 Bedroom8 Guests
New to Booking
$253
Average price / night
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Newly remodeled home in quiet neighborhood
Newly remodeled home in quiet neighborhood
House
La Crosse, WI, 54601, United States
3.9k from The Wine Guyz center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms7 Guests
9.6

Exceptional

25 reviews

$252
Average price / night
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Heart of La Crosse
Heart of La Crosse
Apartment
La Crosse, WI, USA
2.5k from The Wine Guyz center

Internet, Balcony/Terrace, Air Conditioner, Parking, Wheelchair Accessible, Kitchen, Pet Friendly

2 Bedrooms6 Guests
7.0

Good

4 reviews

$105
Average price / night
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The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
House
La Crosse, WI, 54603, United States
4.5k from The Wine Guyz center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.6

Exceptional

86 reviews

$178
Average price / night
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Centrally located residence near hospitals and shops
Centrally located residence near hospitals and shops
House
La Crosse, WI, USA
3.3k from The Wine Guyz center

Air Conditioner, Guest Services, Parking, Internet, Balcony/Terrace, Fireplace/Heating, Sports/Activities

2 Bedrooms3 Guests
New to Booking
$108
Average price / night
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Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
House
La Crosse, WI, 54601, United States
5.1k from The Wine Guyz center

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

3 Bedrooms10 Guests
10.0

Exceptional

22 reviews

$448
Average price / night
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Econo Lodge
Econo Lodge
Cabin
La Crosse, WI, USA
4.5k from The Wine Guyz center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Jacuzzis, Places to stay, Accessible hotels

74 Bedrooms14 Guests
6.8

Good

252 reviews

$55
Average price / night
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Secluded luxury House in the Hills w/king bed
Secluded luxury House in the Hills w/king bed
House
La Crosse, WI, 54601, United States
5.2k from The Wine Guyz center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$472
Average price / night
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RiverSong Waterfront La Crosse Home with Dock
RiverSong Waterfront La Crosse Home with Dock
House
La Crosse, WI, USA
6.1k from The Wine Guyz center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$161
Average price / night
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'RiverSong' Waterfront La Crosse Home w/ Dock
'RiverSong' Waterfront La Crosse Home w/ Dock
House
La Crosse, WI, 54601., United States
6.1k from The Wine Guyz center

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

3 Bedrooms6 Guests
10.0

Exceptional

88 reviews

$393
Average price / night
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French Island Whot Tub, Kayak, Lake View, Ev
French Island Whot Tub, Kayak, Lake View, Ev
House
La Crosse, WI, USA
7.0k from The Wine Guyz center

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

2 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$401
Average price / night
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Private Country Retreat Near Downtown La Crosse
Private Country Retreat Near Downtown La Crosse
House
La Crescent, MN, 55947, United States
6.7k from The Wine Guyz center

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

3 Bedrooms10 Guests
10.0

Exceptional

49 reviews

$382
Average price / night
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Luxury Bluff Retreat • 10 Minutes to Downtown
Luxury Bluff Retreat • 10 Minutes to Downtown
House
La Crosse, WI, 54601, United States
6.9k from The Wine Guyz center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

123 reviews

$607
Average price / night
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Premium 3BR 3BA with Hot Tub & Pool, near all of LaCrosse's Top Rated Activities
Premium 3BR 3BA with Hot Tub & Pool, near all of LaCrosse's Top Rated Activities
House
La Crosse, WI, 54601, United States
7.6k from The Wine Guyz center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms11 Guests
9.8

Exceptional

48 reviews

$290
Average price / night
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Wilson Schoolhouse Inn-----\nIdeal For Family Gatherings Or 2-3 Couples
Wilson Schoolhouse Inn-----\nIdeal For Family Gatherings Or 2-3 Couples
House
La Crosse, WI, 54601, United States
7.8k from The Wine Guyz center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms8 Guests
10.0

Exceptional

115 reviews

$212
Average price / night
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Hokah Ohana House: Historic charm, Modern updates
Hokah Ohana House: Historic charm, Modern updates
Apartment
Hokah, MN, 55941, United States
8.8k from The Wine Guyz center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$184
Average price / night
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Large Secluded Country Home Minutes from Town
Large Secluded Country Home Minutes from Town
House
La Crosse, WI, 54601, United States
9.7k from The Wine Guyz center

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

5 Bedrooms12 Guests
10.0

Exceptional

79 reviews

$235
Average price / night
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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 The Wine Guyz.

The Wine Guyz Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 27 verified family-friendly vacation rentals in The Wine Guyz. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in The Wine Guyz vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $55 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in The Wine Guyz 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 The Wine Guyz 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 The Wine Guyz 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.