Wind Point Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Wind Point

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1103)
"Beautiful renovated hotel in quiet neighborhood. Will stay again. "
The price is CA $267
CA $314 total
includes taxes & fees
Jul 20 - Jul 21
The Plaza Hotel

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (207)
"Great place to stay! "
The price is CA $803
CA $1,381 total
includes taxes & fees
Jul 27 - Jul 28
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

9.4 out of 10, Exceptional, (9)
"The boat was super clean, the bed was comfy, the host was communicative, and all the instructions were clear. We enjoyed the onsite hot tub and restaurant, and there’s plenty to do within walking distance as well."
The price is CA $185
CA $305 total
includes taxes & fees
Jul 17 - Jul 18
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (240)
"This house is located on a beautiful cliff over the lake! Our team really enjoyed the openness of the property and everything it comes with. Would recommend!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Beach Lake Michigan King Bed Pet Friendly

8.8 out of 10, Excellent, (6)
"Judy's townhouse was a perfect spot for us to visit our family in Kenosha. We were all able to gather here to visit and enjoy the beautiful lakefront setting! "
The price is CA $189
CA $514 total
includes taxes & fees
Aug 11 - Aug 12
Beach Lake Michigan King Bed Pet Friendly

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (23)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is CA $178
CA $355 total
includes taxes & fees
Aug 11 - Aug 12
3-bedroom vacation home just a short walk to Lake Michigan

Modern Lakeside Villa

10.0 out of 10, Exceptional, (17)
"A truly amazing, beautiful, and peaceful place to vacation! Would highly recommend; great experience for the price. "
Modern Lakeside Villa

Rustic Riverside A-Frame Retreat: Secluded Charm.

10.0 out of 10, Exceptional, (12)
"Happy Place, immaculate, well designed, nice mattress, fun easy place with friends"
Rustic Riverside A-Frame Retreat: Secluded Charm.

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (8)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape

LESS THAN 1 MILE OFF FREEWAY

9.4 out of 10, Exceptional, (3)
"If you’re looking for a quiet apartment in a safe area of Pleasant Prairie…this is it! While the entrance to the stairway leading to the apartment is in the hosts’ home, the apartment is truly separate and private with a full kitchen!"
LESS THAN 1 MILE OFF FREEWAY

Enjoy Beachfront Living With family!

9.8 out of 10, Exceptional, (78)
"Lots of room, great views, and cozy environment! Right across tge street from Lake Michigan!"
Enjoy Beachfront Living With family!

Cozy 1-bedroom apartment in the heart of Downtown Milwaukee! 4 min from Fiserv!

2.0 star property
2.0 out of 10, (1)
"Don’t book with this host. No communication, inaccurate messaging around check in and no communication on the day of check-in. Took 2 hours to get in contact, thanks to Vrbo Customer Support. Host tells me he’s double booked, wants to call me directly and set me up with one of his other properties. I declined his bait & switch, he got hostile and hung up on myself and support. Thankfully, I got my refund."
The price is CA $327
CA $532 total
includes taxes & fees
Jul 17 - Jul 18
Cozy 1-bedroom apartment in the heart of Downtown Milwaukee! 4 min from Fiserv!

Enjoy Lakefront living with family!

9.8 out of 10, Exceptional, (69)
"Hot water not very hot and took forever to shower...no baking sheets for pizzas...very dusty. The bathrooms were very clean. The two tables and sitting area was great."
Enjoy Lakefront living with family!

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (13)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is CA $197
CA $543 total
includes taxes & fees
Jul 22 - Jul 23
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit

9.8 out of 10, Exceptional, (14)
"The BARN was perfect for our group! The beds were comfortable, the game room top notch, plenty of comfortable spots to relax! Plus the double oven was an unexpected perk! We highly recommend this place!"
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit

Renovated 2-bed flat w/patio in heart of Bay View

9.8 out of 10, Exceptional, (12)
"Great location and within walking distance of everything in Bayview. "
Renovated 2-bed flat w/patio in heart of Bay View

Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv

9.8 out of 10, Exceptional, (17)
"The place was a perfect location for food and sporting events at Fiserv. "
The price is CA $396
CA $651 total
includes taxes & fees
Aug 15 - Aug 16
Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv

Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

2.0 star property
9.6 out of 10, Exceptional, (5)
"Caleb and family were so welcoming and easy to get a hold of if needed. Location was great for Kenosha and Pleasant Prairie. The apartment was perfect size and with all basic amenities needed. Thanks for a great stay! "
Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

10.0 out of 10, Exceptional, (2)
"Great place!"
The price is CA $384
CA $714 total
includes taxes & fees
Aug 6 - Aug 7
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there vacation rentals in Wind Point?

Yes, you can find vacation rentals close to well known attractions in Wind Point, or you can choose a more secluded option if you want a relaxing place to stay. Wind Point is known for its monuments.

What are some of the best vacation rentals in Wind Point?

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool: This vacation home rental outside of Wind Point is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Wind Point?

While exploring the area, visit family-friendly sights like Racine Zoological Gardens, or get outside and enjoy nature at Lake Michigan. Wind Point Lighthouse and Wingspread are other places to visit while you're in town.

What’s a vacation rental in Wind Point like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Wind Point. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family gatherings.