Discover Your Ideal Bayside, Milwaukee Wisconsin Vacation Rentals for a Memorable Stay
Discover Your Perfect Bayside Vacation Homes
Best Vacation Homes in Bayside
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Wheelchair Accessible
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Bayside Luxury Rentals
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Bayside Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- Child Friendly
Bayside Large Vacation Homes
- Air Conditioner
- Pool
- Wheelchair Accessible
- Air Conditioner
- Pool
- TV
Why Choose Rent By Owner for your Bayside Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Bayside
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, as the region offers different attractions and amenities that shine during specific seasons, ensuring you find the perfect moment to enjoy your stay in this scenic destination.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll experience warm weather ideal for outdoor activities and enjoying the region's natural beauty.
Spring (March to May)
Springtime brings pleasant temperatures and blooming landscapes, making it a perfect period for exploring this destination's scenic spots.
Off-Season Highlights
Fall (September to November)
Autumn offers cooler temperatures and vibrant fall foliage, providing a tranquil setting for your stay here.
Winter (December to February)
Winter months bring cold weather and a peaceful atmosphere, ideal if you're seeking a quiet retreat away from the crowds.
Weekly Weather Forecast for Bayside
How to Book Your Bayside Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Bayside
Common Vacation Rentals 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
- Enjoy outdoor dining areas perfect for relaxing meals amid scenic views in the area.
- Benefit from private patios or decks that offer a tranquil space to unwind outdoors.
- Take advantage of well-maintained gardens or landscaped yards to enhance your stay.
- Make use of outdoor grilling facilities to host memorable barbecues during your visit here.
- Revel in access to nearby walking or biking trails ideal for exploring the region’s natural beauty.
- Relax by outdoor fire pits, perfect for gathering with friends or family during cool evenings.
- Utilize amenities like outdoor swimming pools or hot tubs to maximize relaxation while on a getaway here.
Top Attractions Around Bayside
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and scenic spots nearby, perfect for exploring the natural beauty and local culture of Milwaukee's waterfront region.

Family Activities
- Milwaukee County Zoo: Spend a fun-filled day exploring diverse animal exhibits and engaging in family-friendly activities at this well-loved Milwaukee attraction.
- Bayside Park: Enjoy outdoor adventures with picnicking, playgrounds, and scenic views along the waterfront, perfect for relaxing with your family here.
- Discovery World Museum: Discover interactive exhibits and maritime displays that captivate children and adults alike, offering an educational experience in this regional hub.
- Estabrook Park & Riverwalk: Take a leisurely stroll or bike ride along the scenic riverwalk, providing beautiful vistas and open spaces for outdoor recreation with your loved ones.
Adult Activities
- Golfing at Milwaukee County Golf Course: Enjoy a relaxing day on the links at this nearby golf course, renowned for its scenic views and well-maintained fairways, perfect for golf enthusiasts staying in local vacation rentals.
- Cruising Lake Michigan: Experience the stunning waterfront from a boat tour or rent a kayak to explore the serene waters of Lake Michigan, just minutes from here, offering a refreshing outdoor activity for adults.
- Dining at Local Restaurants: Savor diverse culinary experiences at the region’s top restaurants, where you can indulge in regional flavors and enjoy a memorable meal within easy reach of your vacation rental.
- Visit to Boerner Botanical Gardens: Wander through beautifully landscaped grounds and themed gardens that showcase native and exotic plant collections, providing a peaceful retreat within the area.
Other Places to Stay in Bayside, WI
Bayside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Take advantage of the area's scenic parks and waterfront views by scheduling outdoor activities during the early morning or late afternoon for the best experience.
- Explore Local Eateries: Discover the region's culinary scene by visiting nearby restaurants that showcase Wisconsin's local flavors and fresh ingredients.
- Utilize Public Transportation: Make use of local transit options to easily access popular spots around here without the hassle of parking or navigation.
- Choose Smart Accommodation Locations: Select vacation rentals situated close to key attractions or scenic spots to maximize your relaxation and exploration time in this destination.
Transportation Options
- Milwaukee County Transit System (MCTS): You can rely on the local bus system for convenient transportation around this area and the greater Milwaukee region.
- Amtrak Train Service: For longer trips, Amtrak provides rail connections that make exploring beyond the immediate vicinity simple and comfortable.
- Local Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft offer flexible door-to-door transportation throughout this part of Wisconsin.
- Biking and Walking Options: The area is equipped with bike paths and pedestrian-friendly streets, perfect for exploring at a leisurely pace nearby your vacation rental.
Local Customs Options
- Lakefront Celebrations: You’ll notice that local gatherings often revolve around the nearby waters, with community events celebrating Milwaukee's scenic lakeside environment.
- Casual Hospitality: Visitors and residents alike embrace a friendly attitude, making your stay in this area feel welcoming and relaxed.
- Seasonal Festivals: The region hosts numerous seasonal festivals, reflecting the area's rich cultural traditions and festive spirit throughout the year.
- Community Cleanups: Participating in neighborhood cleanups and environmental initiatives is a common custom here, showcasing residents' pride in maintaining the area's natural beauty.
Frequently Asked Questions About Bayside?
1. What are the top vacation rentals in Bayside?
There are a lot of options in Bayside. If you plan on staying in the Bayside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bayside:
- Quaint coach house apartment located minutes from downtown Milwaukee
- Spacious 4+2 bedroom 9 beds house with dedicated office, loft, and jacuzzi
- The Glass House - 2.5 acre River Hills Estate 13mi. from Milwaukee, WI.
- Exceptional North Shore Home
- Beautiful riverside yard, hot tub, game room, large dining table! n
- Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
- "Five Bedroom Luxury by the River "
- Mid Century Milwaulkee Ryder Cup 2021
- Mid Century Modern House - National Republican Convention RNC
- Amazing 3 bedroom home, perfect for families!
2. Which vacation homes in Bayside are best for families?
If you are looking for a family-friendly vacation home in Bayside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bayside:
3. How many Rentbyowner vacation rentals are available in Bayside?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Bayside 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 Bayside.
4. What is the cancellation policy for vacation rentals in Bayside, Milwaukee?
5. How do I secure my reservation in a vacation rental here?
6. Are there any house rules I should be aware of when staying in this destination?
7. What amenities are usually available in vacation rentals around this area?
8. How can I get assistance if I encounter issues during my stay?
Bayside Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool