Photo by Milestone Travels

Wind Point holiday rentals

We found 108 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Wind Point to find one that's perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, such as Wi-Fi and cable TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Wind Point

Showing deals for:25 Dec - 1 Jan

Private kitchen
Living area
Room
Dining
Exceptional
(18 reviews)

Beautiful home with amazing Lake Michigan views

Racine

8% off
AU$5,970
for 7 nights, 1 home
AU$853 per night
includes taxes & fees
Beautiful home with amazing Lake Michigan views
Interior
Terrace/patio
Interior
Living area
Exceptional
(22 reviews)

Scenic Waterfront Lake Michigan Escape

Racine

8% off
AU$5,753
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Scenic Waterfront Lake Michigan Escape
Interior
Terrace/patio
Living area
Interior
Exceptional
(94 reviews)

Enjoy Beachfront Living With family!

Racine

8% off
AU$6,243
for 7 nights, 1 home
AU$892 per night
includes taxes & fees
Enjoy Beachfront Living With family!
Room
Interior
Dining
Private kitchen
Exceptional
(20 reviews)

The Brickmason’s House

Racine

8% off
AU$3,444
for 7 nights, 1 home
AU$492 per night
includes taxes & fees
The Brickmason’s House
Exterior detail
Dining
Exterior
Enjoy the fire pit in the evening
Exceptional
(15 reviews)

Family Retreat Near Lake Michigan | Extended Work Stay

Racine

12% off
AU$3,796
for 7 nights, 1 home
AU$542 per night
includes taxes & fees
Family Retreat Near Lake Michigan | Extended Work Stay
NEW!! 7 person hot tub
Twilight!!
Dining Area
Grand Entrance!!
Exceptional
(233 reviews)

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Caledonia

7% off
AU$3,777
for 7 nights, 1 home
AU$540 per night
includes taxes & fees
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The historical city of Wind Point awaits you

The area's history and monuments are just some of the reasons to come on holiday to Wind Point. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Wind Point

Do you want to find attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Wind Point a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Racine Zoological Gardens (2.5 mi / 4.1 km)
  • Apple Holler (12.1 mi / 19.5 km)
  • Milwaukee County Sports Complex (12.9 mi / 20.8 km)
  • Crystal Ridge (15.5 mi / 25 km)
  • Alpaca Art (14.2 mi / 22.8 km)
  • Just 4 Ewe (8.7 mi / 13.9 km)

Exploring the natural landscape of Wind Point

Whether you're an adventurous traveller or just want to appreciate the scenery, Wind Point is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • North Beach Park (3.2 mi / 5.1 km)
  • Franksville Park (7.2 mi / 11.6 km)
  • Simmons Island Beach (13.7 mi / 22 km)
  • Whitnall Park (16.6 mi / 26.6 km)
  • Quarry Lake Park (3.8 mi / 6.1 km)
  • Horlick Park (4.2 mi / 6.8 km)

How to get to and around Wind Point

Fly into Milwaukee, WI (MKE-General Mitchell Intl.), the closest airport, located 13.3 mi (21.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Kenosha, WI (ENW-Kenosha Regional), which is 15.5 mi (24.9 km) away.

Frequently asked questions

When is the best time to visit Wind Point for a holiday rental?
The best time to visit Wind Point for a holiday rental is during the summer months, particularly in July, when the area comes alive with vibrant activity and warm weather. This peak season, running from June to August, is superb for travellers seeking outdoor adventures, with plenty of opportunities for kayaking, biking, and enjoying the scenic beauty of Lake Michigan.In July, you can expect pleasant temperatures, typically ranging from 20 to 30 degrees Celsius, making it ideal for leisurely strolls along the shore or picnicking in the local parks. The inviting climate encourages visitors to explore Wind Point's stunning lighthouse and the picturesque nature trails that wind through the area.If you are looking for a more budget-friendly option, consider planning your visit in December. While this month may be quieter, it offers a unique charm with winter activities such as ice skating and the beauty of snow-covered landscapes. The holiday season also brings festive decorations, creating a cosy atmosphere superb for a winter escape.Ultimately, the best time to visit Wind Point hinges on your preferences for lively summer activities or a serene winter retreat.
What are the top attractions in Wind Point?
In Wind Point, visitors can enjoy a serene escape with a range of attractions that highlight the area's natural beauty and local charm. The Wind Point Lighthouse, an iconic landmark, offers picturesque views of Lake Michigan and is a popular spot for photography and leisurely walks along the shoreline. The surrounding Wind Point Park features walking trails and picnic areas, great for a relaxing day outdoors.Nearby, the Racine Zoo provides family-friendly entertainment with a variety of animal exhibits and scenic views of the lake. For those interested in history, the nearby city of Racine boasts several museums and cultural sites, including the Racine Art Museum, which showcases contemporary craft and design.Outdoor enthusiasts may also appreciate the proximity to the scenic trails of the nearby Root River, which offer opportunities for hiking, biking, and birdwatching.
Are all fees included in the Wind Point holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Wind Point holiday homes with parking?
Stayz offers a wide selection of holiday homes in Wind Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Wind Point holiday homes?
You can find great discounts on holiday homes in Wind Point on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Wind Point holiday home booking on Stayz?
To find Wind Point holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wind Point?
A long-stay holiday home in Wind Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Wind Point holiday home?
Book your Wind Point holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wind Point?
Prices for holiday homes in Wind Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wind Point to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.