Vacation rentals in Wind Point

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Top-rated vacation rentals in Wind Point

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Guest favourite

Home in Racine

4.91 out of 5 average rating, 218 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

Jun. 6 – 13

$228 CAD per night

Guest favourite

Condo in Kenosha

4.93 out of 5 average rating, 175 reviews

Inviting, spacious apt! Ideal for stay & work

This brand new basement apartment is an amazingly pleasant, spacious and private unit (over 950 sq. ft). Whatever the motive of your trip is —work from home, business, family function, wedding, graduation, friends, or simply a vacation escapade — you will enjoy the freedom this space provides. This residential, private neighborhood apartment is carefully designed. The full kitchen, classy bathroom, plush and extra-comfortable king size bed, the TV and all the amenities will fulfill your needs.

Sep. 1 – 8

$158 CAD per night

Guest favourite

Condo in Racine

4.97 out of 5 average rating, 209 reviews

Gorgeous Main Street Apt with Lake Views (APT2)

Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

Mar. 17 – 24

$168 CAD per night

Guest favourite

Home in Racine

4.9 out of 5 average rating, 99 reviews

Historic Racine - Lovely Retreat Home - 3B/1.5B

Amazing, authentic, TRUE historic home, built all the way back in 1858! Meticulously maintained and updated over the years while taking care to stay faithful to the original character, this house is a feature on the City of Racine's "Tour of Historic Places". The home features original brick and woodwork, a two story sunroom addition from the 1920's, and a fully fenced backyard with grill, patio, garden and seating. Privacy for the adults to chat; space for the kids and/or dog to roam free!

Dec. 31 – Jan. 7

$280 CAD per night

Guest favourite

Boat in Racine

4.98 out of 5 average rating, 230 reviews

Charming Sailboat Stay

Welcome aboard our cozy 29' sailboat "Clementine." You will love falling asleep to the gentle rocking of a boat and waking up to the sounds of seagulls while you sip your coffee on the deck. She is setup as a full time Airbnb in a slip at Reefpoint Marina which has amenities like a heated pool with two hot tubs, a ships store, laundry facilities, the delicious Reefpoint Brewhouse restaurant, and top notch shower facilities. Its a quick walk into town for shopping and even more restaurants.

Sep. 28 – Oct. 5

$267 CAD per night

Guest favourite

Guest suite in Racine

4.91 out of 5 average rating, 239 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short walk to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Jun. 13 – 20

$216 CAD per night

Superhost

Place to stay in Racine

4.86 out of 5 average rating, 622 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Aug. 2 – 9

$416 CAD per night

Guest favourite

Condo in Racine

4.92 out of 5 average rating, 38 reviews

Artist loft in Racine

Historic loft on the west side of downtown Racine in a secure building with designated outdoor parking spot. Beautiful 1 bedroom, 1 bathroom loft has high ceilings & exposed brick. East facing windows with a view of downtown Racine & a peak at Lake Michigan. Within walking distance of many locally owned restaurants, shops & coffee. If you are looking to stay in, the unit also has a fully stocked kitchen. A coffee maker & local coffee are included for you to enjoy during your stay.

Jul. 29 – Aug. 5

$169 CAD per night

Guest favourite

Guesthouse in Racine

4.91 out of 5 average rating, 192 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Jul. 21 – 28

$161 CAD per night

Guest favourite

Home in Kenosha

4.97 out of 5 average rating, 197 reviews

Lovely home near the beach in a safe neighborhood

Our simple, yet welcoming property is minutes away from beaches, downtown, minor league baseball, the farmers market, and many delicious restaurants, as well as having close proximity to Carthage College, 6 Flags, and a quiet 30 min drive to Great Lakes Naval Base. We are located in the Allendale neighborhood boasting a family-friendly atmosphere on a quiet street. Whether you are here to relax, have fun, or attend special events, our house can provide.

Nov. 27 – Dec. 4

$250 CAD per night

Guest favourite

Apartment in Racine

4.91 out of 5 average rating, 242 reviews

WAVES : Steps to the Harbor ~ Crash Here!

Welcome to "Waves Apartment," your ideal retreat by the harbor. This cozy apartment offers three queen-sized beds, two baths, and conveniences like onsite parking and a private deck. Enjoy the comfort of three bedrooms, two baths alongside an open living/dining area with scenic lake and harbor views. The fully equipped kitchen and laundry facilities ensure a hassle-free stay. Experience a blend of comfort and convenience, designed for your enjoyment.

Nov. 25 – Dec. 2

$241 CAD per night

Guest favourite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 229 reviews

Love my guests! Homey Elegant & Lake Michigan!

Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

May 26 – Jun. 2

$131 CAD per night