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Discover Your Ideal Maple Street Beach Rental by Owner for a Relaxing Winnetka Getaway
Discover Your Perfect Maple Street Beach Rentals by Owner
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Maple Street Beach Rentals by Owner
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Pet Friendly
- TV
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
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- View
- Accessibility
- Air Conditioner
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- TV
Why Choose Rent By Owner for your Maple Street Beach vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Maple Street Beach Rentals by Owner
Where are the best neighborhoods to stay in Maple Street Beach?
When selecting the perfect place to stay in Maple Street Beach, Winnetka, Illinois, you’ll find a variety of inviting neighborhoods that offer a peaceful retreat close to Lake Michigan. This charming area is ideal for those seeking a serene environment combined with convenient access to local amenities. Whether you're exploring rental options by owner or searching for a comfortable home base, Winnetka’s neighborhoods provide a trustworthy and dependable setting for your visit, ensuring a seamless booking experience through Rent By Owner. Discover the tranquility and convenience that make this part of Illinois an excellent choice for your next getaway.
Lincoln Park
Located within easy reach of this area, Lincoln Park offers a vibrant neighborhood with scenic views and local charm, making it an ideal choice for travelers seeking a lively and accessible stay.
View 185+ Rentals in Lincoln ParkO'Hare
Just a short drive away, O'Hare provides convenient access to transportation options, perfect for visitors who prioritize easy journeys to and from their vacation rental here.
View 81+ Rentals in O'HareLakeview
This neighborhood is known for its energetic atmosphere and diverse entertainment options, providing a dynamic setting for your stay while remaining close to the region's key attractions.
View 305+ Rentals in LakeviewWrigleyville
Famous for its spirited sports culture, Wrigleyville offers an engaging experience just moments from here, making it a great spot for those wanting to enjoy Chicago’s vibrant nightlife.
View 53+ Rentals in WrigleyvilleBoystown
Recognized for its welcoming community and lively social scene, Boystown is an excellent neighborhood to explore during your visit, all within easy reach of your accommodation.
View 26+ Rentals in BoystownRogers Park
Known for its relaxed vibe and coastal views, Rogers Park offers a peaceful retreat close to the city’s amenities, ideal for a comfortable and laid-back stay.
View 82+ Rentals in Rogers ParkLogan Square
With its trendy cafes and historic architecture, Logan Square presents a charming environment for your visit, conveniently situated near the region’s key points of interest.
View 86+ Rentals in Logan SquareEdgewater
Offering scenic lakefront views and a tranquil atmosphere, Edgewater is a perfect neighborhood for those seeking a serene yet accessible base here.
View 70+ Rentals in EdgewaterBest Times to Visit Maple Street Beach
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, allowing you to enjoy the serene surroundings and ideal weather conditions of this scenic destination in Winnetka, Illinois, while making the most of your rental by owner booking through Rent By Owner.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll enjoy warm weather and ideal conditions for outdoor activities along the shoreline. This is when the area is lively with visitors seeking sun and sand, making it perfect for booking a rental by owner in this destination.
Early Fall (September to October)
Early fall offers pleasant temperatures and vibrant scenery, attracting visitors who prefer a quieter experience while still enjoying the region’s natural beauty. It’s an excellent time to secure a rental during these months before the winter season begins.
Off-Season Highlights
Winter (November to February)
The colder months see fewer visitors, providing a peaceful retreat for those looking to enjoy the area without the crowds. Booking a rental by owner in this off-peak season can offer more flexibility and better rates.
Late Spring (April to May)
As the region transitions into warmer weather, the late spring months offer a quieter atmosphere with blossoming surroundings. It's an ideal period to explore the area at a relaxed pace while enjoying competitive rental prices.
Weekly Weather Forecast for Maple Street Beach
How to Book Your Maple Street Beach vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Maple Street Beach
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to a private or shared outdoor patio or deck for relaxing and dining outdoors.
- Well-maintained gardens or landscaped yards that enhance the outdoor experience.
- Outdoor seating areas, such as chairs or loungers, perfect for enjoying the region’s pleasant weather.
- Grill or barbecue facilities to prepare meals while taking in the scenic surroundings.
- Proximity to a beachfront or lakeside access for water-based activities and views of the area’s natural beauty.
- Parking spaces designated for outdoor convenience and easy access to your vacation rental.
- Outdoor lighting to ensure safety and ambiance during evening hours in this welcoming destination.
Top Attractions Around Maple Street Beach
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities such as walking along scenic paths, relaxing by the water, or taking part in community events, making this area an ideal spot for leisure and exploration during your stay.

Family Activities
- Beach Activities: Spend your day enjoying swimming, sandcastle building, and picnicking along the pristine shoreline that makes this area ideal for family fun.
- Nature Walks: Explore scenic walking trails nearby where your family can discover local flora and fauna in a relaxed outdoor setting.
- Community Events: Participate in seasonal family-friendly events often held at the nearby parks and community centers, perfect for creating lasting memories.
- Picnic Areas: Take advantage of well-maintained picnic spots on the beachfront, offering a convenient and enjoyable way to dine together outdoors.
Adult Activities
- Beach Volleyball: Engage in a friendly game of volleyball on the soft sands, perfect for staying active while enjoying the scenic views of the water.
- Sunbathing and Relaxation: Lounge on the pristine beaches with a good book or simply soak up the sun for a rejuvenating experience by the water's edge.
- Picnicking by the Shore: Pack a picnic to savor delicious meals amidst the tranquil surroundings, making the most of your day on this lakeside destination.
- Walking and Jogging Trails: Explore the scenic shoreline paths, ideal for a leisurely walk or invigorating jog along the picturesque lakeside area.
Maple Street Beach Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for the Local Climate: Check the weather forecast to pack appropriately and enjoy your time by the water regardless of the season in this scenic area.
- Explore Nearby Dining Options: Take advantage of the region's local eateries to experience authentic flavors just minutes from your rental property.
- Utilize Local Transportation: Make use of available transportation services or walk to nearby attractions to maximize your sightseeing without hassle.
- Respect the Natural Environment: Follow guidelines to preserve the pristine beauty of the beach and surrounding natural areas during your stay.
Transportation Options
- Personal Vehicle Rental: Renting a car in the area offers you flexibility to explore Maple Street Beach and nearby attractions at your own pace.
- Local Taxi Services: Taxis provide convenient point-to-point transportation, making it easy to reach your rental by owner and other destinations around Winnetka.
- Public Transit Options: The region is served by commuter trains and buses that connect you efficiently to Chicago and surrounding neighborhoods.
- Bike Rentals: Biking is an eco-friendly way to enjoy the scenic surroundings and access the beach and local amenities with ease.
Local Customs Options
- Sunrise Greetings: It is customary here to greet neighbors with a warm smile or a friendly nod during early mornings by the beach.
- Beach Attire Etiquette: Casual and modest clothing is preferred when enjoying the scenic shoreline, reflecting the relaxed atmosphere of the region.
- Quiet Hours: Respect for quiet hours in residential areas ensures a peaceful environment valued by locals and visitors alike.
- Local Celebrations: Participating in community events or holiday celebrations offers insight into the area's rich local traditions and culture.
Frequently Asked Questions About Maple Street Beach Rentals by Owner
1. What are the top vacation rentals in Maple Street Beach?
There are a lot of options in Maple Street Beach. If you plan on staying in the Maple Street Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Maple Street Beach:
- The NICEST place in Evanston for Families 1500Main
- Pet-Friendly Family Apartment - Near NU Campus!
- "Unity of Evanston" 3 BDR+2BA ModernLuxe High Rise
- Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
- Family Apartment w/Deck + Yard Near Northwestern
- Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
- Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
- "Bliss of Evanston" 180°view, 2BDR +2Bath UrbanLux
- "Hope of Evanston" 180°view, 2BDR +2Bath Urban luxury
- "Faith of Evanston" 180°view, 2BDR +2Bath Urban luxury
2. How many Rentbyowner vacation rentals are available in Maple Street Beach?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 207 in the Maple Street Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Maple Street Beach.
3. What is the cancellation policy for a rental by owner near Maple Street Beach?
4. Are there any additional fees I should be aware of when booking a rental by owner in this area?
5. Is the property suitable for families or groups planning a vacation by Lake Michigan?
6. How do I ensure my booking is secure when reserving a rental by owner in the region?
7. What amenities are typically included in rentals near Maple Street Beach?
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