Photo by NC Tourism - Bill Russ

Wind Point Vacation Rentals

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Vacation Rentals in Wind Point

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
$157 nightly
The price is $186
Dec 29 - Dec 30
Total with taxes and fees
The Plaza Hotel

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia
9.8 out of 10, Exceptional, (213)
"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"
United States
Caleb B.
$657 nightly
The price is $693
Dec 21 - Dec 22
Total with taxes and fees
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

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

Kenosha
10.0 out of 10, Exceptional, (248)
"The house was a great place for our family of nine to relax and spacious enough for us to have our own rooms. "
United States
Linda M.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

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

Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
$393 nightly
The price is $463
Dec 7 - Dec 8
Total with taxes and fees
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Kenosha
9.6 out of 10, Exceptional, (87)
"Our room was perfect for our weekend visit with friends who lived nearby. The room had everything we needed and was very close to the lake, which has a lovely walking path. Our hosts were kind and helpful."
United States
Julia H.
$97 nightly
The price is $110
Dec 1 - Dec 2
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

MKE Mansion - Both Wings

Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
$1,484 nightly
The price is $1,673
Dec 21 - Dec 22
Total with taxes and fees
MKE Mansion - Both Wings

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

Burnham Park
9.6 out of 10, Exceptional, (252)
"Easy access, enjoyed the history, had everything we needed"
United States
Derrick G.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Wisconsin Treehouse Getaway!

Racine
9.6 out of 10, Exceptional, (25)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
$218 nightly
The price is $247
Dec 1 - Dec 2
Total with taxes and fees
Wisconsin Treehouse Getaway!

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

2.0 star property
Bay View
10.0 out of 10, Exceptional, (25)
"Very comfortable and convenient to everything downtown."
United States
Reddemann R.
$336 nightly
The price is $396
Dec 1 - Dec 2
Total with taxes and fees
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
$225 nightly
The price is $265
Dec 1 - Dec 2
Total with taxes and fees
Remodeled Home - Steps from Brady Street!

Charming Vintage Farmhouse 1 bedroom Garden Oasis

Bay View
9.2 out of 10, Wonderful, (41)
"Staying with Lindsey was a pleasure. The location was perfect, the home was cozy and clean, and Lindsey was always available to answer our questions we had prior to arriving ! Check in/out was super easy ! No issues occurred during our stay !! Highly recommended!"
United States
Emily K.
Charming Vintage Farmhouse 1 bedroom Garden Oasis

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

Racine
9.2 out of 10, Wonderful, (33)
"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"
United States
Donald N.
$224 nightly
The price is $254
Dec 2 - Dec 3
Total with taxes and fees
3-bedroom vacation home just a short walk to Lake Michigan

Whole House in Bay View + Fenced-in Yard + Parking

Bay View
10.0 out of 10, Exceptional, (11)
"Loved fenced in backyard for dogs!"
United States
Mary E.
$325 nightly
The price is $383
Dec 3 - Dec 4
Total with taxes and fees
Whole House in Bay View + Fenced-in Yard + Parking

Deer District Studio Apt - One Block from Fiserv and Baird

Westown
9.2 out of 10, Wonderful, (5)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
$135 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird

Rustic Riverside A-Frame Retreat: Secluded Charm.

Racine
9.8 out of 10, Exceptional, (27)
"Such a cute place to stay at! Perfect location for visiting Racine. Kitchen was a great size and WiFi worked well too! Highly recommend staying here "
United States
Meghan S.
Rustic Riverside A-Frame Retreat: Secluded Charm.

201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

Westown
10.0 out of 10, Exceptional, (1)
"Location is perfect. Units very clean. Some small repairs needed, but not anything that would prevent us from staying again. Pizza place downstairs is excellent. Walking distance to many things."
United States
Lisa B.
$354 nightly
The price is $381
Dec 1 - Dec 2
Total with taxes and fees
201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

Welcome To My Loft!

Racine
10.0 out of 10, Exceptional, (16)
"Great place to stay!"
United States
kathleen
$105 nightly
The price is $111
Dec 1 - Dec 2
Total with taxes and fees
Welcome To My Loft!

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

Mount Pleasant
9.8 out of 10, Exceptional, (16)
"this place was absolutely perfect for our group of guys for my bachelor party. so many things to do at the property that we barely left!the space is also great both indoors and outdoorswe will be back!!thanks!"
United States
Leonard M.
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Downtown Milwaukee
10.0 out of 10, Exceptional, (18)
"Great neighborhood to stay. "
United States
Alex N.
$576 nightly
The price is $589
Dec 5 - Dec 6
Total with taxes and fees
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

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

Westown
9.8 out of 10, Exceptional, (20)
"Great spacious unit in fun and accessible area of the city. We look forward to coming back!"
United States
Chadd
$343 nightly
The price is $375
Dec 12 - Dec 13
Total with taxes and fees
Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv
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.

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Top Wind Point Hotel Reviews

Find out more about Wind Point

Everything you need to know about Wind Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wind Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wind Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wind Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wind Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wind Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wind Point rentals

At Expedia, we put the best Wind Point vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wind Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wind Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wind Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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, Fish Pond, Events! Weddings, MSG Owner for discounts!!!: 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 Franksville Park, 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.