Ready for a sun-soaked trip to Winnetka? Explore our index of beach house rentals and sunny coastal apartments. Owner Direct helps you filter through verified seaside options to find your next relaxing shore retreat.
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen
Fabulous
17 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings
Exceptional
4 reviews
AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Good
1 reviews
Apartments, Luxury, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals
Fabulous
48 reviews
AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
13 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs
AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
10 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Good
1 reviews
AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs
Exceptional
1 reviews
AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals
Review score
4 reviews
AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach
Review score
1 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub
Exceptional
9 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals
Fabulous
10 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Exceptional
1 reviews
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking
Exceptional
9 reviews
Pro Tip:
OwnerDirectVacationRental 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 Beach Rentals in Winnetka.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our beach rentals stand out?
Every beach rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best beach rentals in Winnetka are:
There are a lot of options in Winnetka. If you plan on staying in the Winnetka area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Rentals in Winnetka
You can explore 100 verified beach rentals in Winnetka. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.
Beach rental prices in Winnetka vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $170 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.
Many beach rentals in Winnetka offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.
Yes, many beach rentals in Winnetka welcome pets. Currently, 41 listings allow pets, although policies may vary by property. It's also a good idea to check local beach regulations for any restrictions on pets during your stay.
For peak travel periods such as summer holidays or spring break, it's recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.
Beach rentals in Winnetka often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.
Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It's best to review the amenities section of each listing to confirm what is included and plan accordingly.