Vacation Rentals in Winnetonka, MO: Compare 10+ Sites & Save

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129 Best Vacation Rentals in Winnetonka (Starting from $55)

The Central Crib
The Central Crib
Apartment
Kansas City, MO, USA
0.8k from Winnetonka center

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

1 Bedroom4 Guests
9.6

Exceptional

14 reviews

$94
Average price / night
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Charming 2-bedroom house with AC in Kansas City
Charming 2-bedroom house with AC in Kansas City
House
Kansas City, MO, 64117, United States
0.6k from Winnetonka center

AC, Heater, Internet

2 Bedrooms6 Guests
New to Booking
$370
Average price / night
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Cozy Kansas City Home - 3 Mi to Worlds of Fun!
Cozy Kansas City Home - 3 Mi to Worlds of Fun!
House
Kansas City, MO, USA
1.4k from Winnetonka center

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

2 Bedrooms5 Guests
New to Booking
$102
Average price / night
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Great for a staycation, or work-from-home alternative
Great for a staycation, or work-from-home alternative
House
Kansas City, MO, 64119, United States
1.1k from Winnetonka center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$570
Average price / night
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Cozy Kansas City Home with Yard - 9 Mi to Dtwn!
Cozy Kansas City Home with Yard - 9 Mi to Dtwn!
House
Kansas City, MO, USA
5.3k from Winnetonka center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$176
Average price / night
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Mid-Term Stay, Fun House Lodge
Mid-Term Stay, Fun House Lodge
House
Kansas City, MO, 64119, United States
1.2k from Winnetonka center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, TV

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$55
Average price / night
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Econo Lodge Kansas City Downtown North
Econo Lodge Kansas City Downtown North
Cabin
MO, USA
5.7k from Winnetonka center

Wheelchair Accessible, Air Conditioner, Balcony/Terrace, Smoking, Laundry, Guest Services, Internet

5 Bedrooms12 Guests
5.3

Review score

716 reviews

$75
Average price / night
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3-bedroom townhome in adorable Kansas City with AC
3-bedroom townhome in adorable Kansas City with AC
House
Kansas City, MO, 64119, United States
1.4k from Winnetonka center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

3 Bedrooms12 Guests
New to Booking
$111
Average price / night
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Room in a house
Room in a house
House
MO, USA
7.1k from Winnetonka center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay, Self-catering

3 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$83
Average price / night
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The 420 House
The 420 House
House
Kansas City, MO, USA
7.1k from Winnetonka center

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

1 Bedroom6 Guests
New to Booking
$108
Average price / night
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Cozy in KC! Laundry, Kitchen, Deck, Parking, near downtown and the Northland
Cozy in KC! Laundry, Kitchen, Deck, Parking, near downtown and the Northland
Cottage
Kansas City, MO, 64119, United States
1.7k from Winnetonka center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$86
Average price / night
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Kansas City Apt, Walk to KC MuseumandMed School
Kansas City Apt, Walk to KC MuseumandMed School
Apartment
Kansas City, USA
7.4k from Winnetonka center

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

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$83
Average price / night
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Luxury Home with Entertainment Room & Pool Table
Luxury Home with Entertainment Room & Pool Table
House
Kansas City, MO, 64119, United States
1.7k from Winnetonka center

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

4 Bedrooms8 Guests
10.0

Exceptional

84 reviews

$2090
Average price / night
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14 Mi to Kansas City Group Getaway in Liberty!
14 Mi to Kansas City Group Getaway in Liberty!
House
Liberty, MO, USA
8.1k from Winnetonka center

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

6 Bedrooms16 Guests
New to Booking
$513
Average price / night
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Charming 3-bedroom/2 Bath Ranch Style Home minutes to everything in Kansas City
Charming 3-bedroom/2 Bath Ranch Style Home minutes to everything in Kansas City
House
Kansas City, MO, 64119, United States
2.8k from Winnetonka center

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

3 Bedrooms6 Guests
9.4

Superb

6 reviews

$386
Average price / night
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Cottage West: A Cozy Bungalow in a Convenient, Central Locale
Cottage West: A Cozy Bungalow in a Convenient, Central Locale
House
Winnetonka, Kansas City, Missouri, USA
8.9k from Winnetonka center

Air Conditioner, Internet, Pet Friendly, Child Friendly

2 Bedrooms5 Guests
New to Booking
$75
Average price / night
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10 Mi to Dtwn Kansas City: Cozy Studio w/ Grill!
10 Mi to Dtwn Kansas City: Cozy Studio w/ Grill!
Apartment
Kansas City, MO, 64119, United States
2.9k from Winnetonka center

AC, Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
4.0

Review score

1 reviews

$71
Average price / night
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Beautiful Townhome, 11 minutes to Downtown, KCMO.
Beautiful Townhome, 11 minutes to Downtown, KCMO.
House
Kansas City, MO, USA
8.9k from Winnetonka center

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

3 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$230
Average price / night
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Kansas City Vacation Rental - 10 Mi to Dtwn!
Kansas City Vacation Rental - 10 Mi to Dtwn!
House
Kansas City, MO, 64119-2473, United States
2.9k from Winnetonka center

AC, Fireplace, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$165
Average price / night
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Columbus
Columbus
House
Kansas City, MO, USA
9.2k from Winnetonka center

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

7 Bedrooms15 Guests
New to Booking
$1080
Average price / night
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Sleeps 8_Near Arrowhead_4BR_Pets Ok
Sleeps 8_Near Arrowhead_4BR_Pets Ok
House
Kansas City, MO, 64119, United States
3.1k from Winnetonka center

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

4 Bedrooms8 Guests
9.6

Exceptional

12 reviews

$481
Average price / night
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Quiet & Cozy 2BR House Big Yard
Quiet & Cozy 2BR House Big Yard
House
Gladstone, MO, 64119, United States
3.6k from Winnetonka center

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

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$791
Average price / night
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Superb 4BR-Suite NKC Near KC Chiefs, World Cup, Airport & Downtown Fun
Superb 4BR-Suite NKC Near KC Chiefs, World Cup, Airport & Downtown Fun
House
Gladstone, MO, 64119, United States
4.2k from Winnetonka center

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

4 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$711
Average price / night
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Modern, Family-Friendly Space, Quick KC Downtown, Driveway, Quiet Road & Nature!
Modern, Family-Friendly Space, Quick KC Downtown, Driveway, Quiet Road & Nature!
House
Kansas City, MO, 64116, United States
4.3k from Winnetonka center

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

3 Bedrooms8 Guests
10.0

Exceptional

41 reviews

$573
Average price / night
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Flexible Stay-Close to Downtown
Flexible Stay-Close to Downtown
House
Kansas City, MO, 64118, United States
4.8k from Winnetonka center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, TV, Washer

4 Bedrooms6 Guests
New to Booking
$559
Average price / night
Check Availability
Welcome Scantlin's Glamping Camper.
Welcome Scantlin's Glamping Camper.
House
Kansas City, MO, 64116, United States
4.9k from Winnetonka center

1 Bedroom2 Guests
New to Booking
$80
Average price / night
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World Cup Stay  4BR Home  20 Min to Arrowhead
World Cup Stay 4BR Home 20 Min to Arrowhead
House
Kansas City, MO, 64116, United States
5.0k from Winnetonka center

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

4 Bedrooms7 Guests
New to Booking
$1162
Average price / night
Check Availability

Other accommodation types in Winnetonka:

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 Vacation Rentals in Winnetonka.

Winnetonka Vacation Rentals on the Map

Frequently Asked Questions

You can explore 129 verified vacation rentals in Winnetonka. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Winnetonka vary depending on the season, property size, and location. Rates typically start from around $55 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Winnetonka include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Winnetonka welcome pets. Currently, 28 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Winnetonka often include amenities such as Fireplace/Heating, Internet, and Guest Services. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.