Family-Friendly Vacation Rentals in Whyte Horse Winery, IN: Compare 10+ Sites & Save

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24 Best Family Vacation Rentals in Whyte Horse Winery (Starting from $160)

Lakeside Bliss Wonderful Lake Views and Access
Lakeside Bliss Wonderful Lake Views and Access
House
Monticello, IN, USA
1.4k from Whyte Horse Winery center

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

2 Bedrooms6 Guests
New to Booking
$315
Average price / night
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Glass Porch Cottage Lake Freeman
Glass Porch Cottage Lake Freeman
House
Monticello, IN, 47960, United States
1.1k from Whyte Horse Winery center

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

3 Bedrooms10 Guests
9.8

Exceptional

23 reviews

$494
Average price / night
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Lazy Lake Life Awaits!
Lazy Lake Life Awaits!
House
Monticello, IN, USA
2.1k from Whyte Horse Winery center

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

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$225
Average price / night
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Charming 3-bed cottage with AC, WiFi in Monticello. Lake access and boat lift.
Charming 3-bed cottage with AC, WiFi in Monticello. Lake access and boat lift.
Cottage
Monticello, IN, 47960, United States
1.2k from Whyte Horse Winery center

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

3 Bedrooms8 Guests
9.0

Fabulous

6 reviews

$235
Average price / night
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Charming Riverfront Retreat in Monticello!
Charming Riverfront Retreat in Monticello!
House
Monticello, IN, USA
5.5k from Whyte Horse Winery center

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

3 Bedrooms7 Guests
9.5

Superb

4 reviews

$349
Average price / night
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The Main Lake House - Lake Front - Lake Freeman - Patio, Fire Pit , Dock, Grill
The Main Lake House - Lake Front - Lake Freeman - Patio, Fire Pit , Dock, Grill
House
Monticello, IN, 47960, United States
1.5k from Whyte Horse Winery center

AC, Arcade, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
6.0

Review score

2 reviews

$484
Average price / night
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Monticello Vacation Rental with Private Boat Dock!
Monticello Vacation Rental with Private Boat Dock!
House
Monticello, IN, USA
7.0k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$333
Average price / night
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Lakeside Bliss: Spectacular Lake Views and Access!
Lakeside Bliss: Spectacular Lake Views and Access!
House
Monticello, IN, 47960, United States
1.5k from Whyte Horse Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$422
Average price / night
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Alexander's Landing
Alexander's Landing
Apartment
Whyte Horse Winery, Monticello, Indiana, USA
7.7k from Whyte Horse Winery center

Private Pool, Internet, Guest Services, Sports/Activities, Pool, Security/Safety, Hot Tub

16 Bedrooms58 Guests
8.1

Very Good

49 reviews

$529
Average price / night
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Lake Life Cabin on Freeman Lake
Lake Life Cabin on Freeman Lake
Cabin
Monticello, IN, 47960, United States
1.6k from Whyte Horse Winery center

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

2 Bedrooms6 Guests
9.8

Exceptional

39 reviews

$160
Average price / night
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Dave's Last Resort-House on the Lake home
Dave's Last Resort-House on the Lake home
House
Monticello, IN, USA
7.8k from Whyte Horse Winery center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms4 Guests
New to Booking
$244
Average price / night
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Serene Lake-Level Retreat with Picture Windows & 65” TV for Ultimate Relaxation
Serene Lake-Level Retreat with Picture Windows & 65” TV for Ultimate Relaxation
Cottage
Monticello, IN, 47960, United States
2.0k from Whyte Horse Winery center

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

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$301
Average price / night
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Lake Freeman house w/boat dock... Minutes from Indiana Beach/Lake Shafer
Lake Freeman house w/boat dock... Minutes from Indiana Beach/Lake Shafer
House
Monticello, IN, 47960, United States
4.3k from Whyte Horse Winery center

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

3 Bedrooms12 Guests
10.0

Exceptional

60 reviews

$286
Average price / night
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Lakeside Paradise
Lakeside Paradise
House
Monticello, IN, 47960, United States
6.3k from Whyte Horse Winery center

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

4 Bedrooms16 Guests
10.0

Exceptional

17 reviews

$782
Average price / night
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NEW boat slip and wave runner ramps. Great home next to IN Beach and Golf Course
NEW boat slip and wave runner ramps. Great home next to IN Beach and Golf Course
House
Monticello, IN, 47960, United States
7.0k from Whyte Horse Winery center

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

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$656
Average price / night
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Waterfront Lake Shafer - Hot Tub + Fireplace
Waterfront Lake Shafer - Hot Tub + Fireplace
House
Monticello, IN, 47960, United States
7.7k from Whyte Horse Winery center

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

5 Bedrooms15 Guests
10.0

Exceptional

72 reviews

$720
Average price / night
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Hot Tub + Bonfires on main Lake Shafer Waterfront
Hot Tub + Bonfires on main Lake Shafer Waterfront
House
Monticello, IN, 47960, United States
7.7k from Whyte Horse Winery center

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

4 Bedrooms10 Guests
9.8

Exceptional

14 reviews

$518
Average price / night
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Cabin 1 at Dockside Lake Resort
Cabin 1 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
Check Availability
Cabin 6 at Dockside Lake Resort
Cabin 6 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

1 Bedroom4 Guests
New to Booking
$223
Average price / night
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Cabin 5 at Dockside Lake Resort
Cabin 5 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
Check Availability
Cabin 2 at Dockside Lake Resort
Cabin 2 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
Check Availability
Cabin 4 at Dockside Lake Resort
Cabin 4 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
Check Availability
Cabin 3 at Dockside Lake Resort
Cabin 3 at Dockside Lake Resort
Cabin
Monticello, IN, 47960, United States
7.9k from Whyte Horse Winery center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
Check Availability

Other accommodation types in Whyte Horse Winery:

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 Whyte Horse Winery.

Whyte Horse Winery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 24 verified family-friendly vacation rentals in Whyte Horse Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Whyte Horse Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $160 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Whyte Horse Winery 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 Whyte Horse Winery 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 Whyte Horse Winery often include amenities such as Child Friendly, Barbecue/Outdoor Cooking, and Bedding/Linens. 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.