
House vacation rentals in Wind Point
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Top-rated house rentals in Wind Point
Guests agree: these houses are highly rated for location, cleanliness, and more.

“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!
LocationFamilyKitchen
4.9 out of 5 average rating, 280 reviews
The Farmer's Retreat
Enjoy a stay in this cozy home that boasts the perfect balance of city and country. Many conveniences all within 10 minutes include Starbucks, Walmart, Grocery, dining and shopping. The home itself is nicely updated with a full kitchen, dining room and a large living area. Not to be left out is my favorite feature - The Spacious backyard and outdoor patio. This is a great place to run and play or just enjoy some fresh air. Great stay for whatever brings you to the Kenosha/Racine area
LocationFamilyComfort
4.91 out of 5 average rating, 113 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!
ValueLocationSolo travel
4.9 out of 5 average rating, 344 reviews
Farm House Retreat w/ Private Backyard & Garage
Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.
ValueFamilyLaundry
4.98 out of 5 average rating, 118 reviews
Spacious Ranch Home Oak Creek close to Airport
Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.
ValueFamilyCheck-in
4.87 out of 5 average rating, 113 reviews
TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !
FamilyLocationHospitality
4.96 out of 5 average rating, 249 reviews
Fabulous Walkers Point Mansion w/ Bar andFireplace
This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!
FamilyValueIndoor spaces
5.0 out of 5 average rating, 172 reviews
Lago Amore - Channel house, pier, kayaks
A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.
LocationFamilyComfort
4.95 out of 5 average rating, 105 reviews
Beautiful home with amazing Lake Michigan views
Historic home with modern upgrades that has gorgeous views of Lake Michigan. The home was recently upgraded with amazing features including two gas fireplaces, high end kitchen finishes, and a spa style primary bathroom with heated floors. The house is located in the Southside Historic District, steps from the lake, and a short walk to downtown Racine. You can enjoy the local restaurants and shopping, explore the lakefront, or stay in and relax in the peaceful home.
ValueFamilyCondition
4.99 out of 5 average rating, 129 reviews
Michigan Blvd Custom Home with Lake Michigan Views
New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!
ValueLocationQuiet
4.93 out of 5 average rating, 138 reviews
6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!
FamilyLocationAccuracy
4.99 out of 5 average rating, 143 reviews
Modern! Pro Cleaned, Self Check In - Sleeps 10
Enjoy your time together in this modern three bedroom one and a half bath ranch. The newly updated interior will make you feel like you have arrived. Stately hardwood floors accent the new decor. Kitchen is stocked for your inner gourmet cook. You will love all the stainless steel appliances. With our all new queen double plush beds, you will enjoy the ultimate sleep experience.
ValueLocationNearby
4.92 out of 5 average rating, 174 reviewsPopular amenities for Wind Point house rentals
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade
ValueFamilyCondition
4.88 out of 5 average rating, 145 reviews
Brewers Hill Gem w/hot tub & seasonal shared pool
LocationFamilyQuiet
4.93 out of 5 average rating, 201 reviews
Rosie’s Eastside Garden Bungalow
LocationFamilyPool
4.97 out of 5 average rating, 123 reviews
Close to Lake with Great Ammenities & Breakfast!
LocationFamilyBreakfast
4.78 out of 5 average rating, 171 reviews
Private Pool/ Private Backyard Oasis!
ValueFamilyCondition
4.92 out of 5 average rating, 53 reviews
7 1/2 Acre Private Estate w/inground pool, hot tub
LocationFamilyParking
4.85 out of 5 average rating, 82 reviews
Kalo House | Mid-Century Modern Retreat
LocationFamilyLaundry
5.0 out of 5 average rating, 21 reviews
Paradiso Vacation
LocationValueOutdoor spaces
5.0 out of 5 average rating, 62 reviewsWeekly house rentals

Estate on 1 Acre. Fall getaway w/Hot Tub-Sleeps 16
FamilyLocationAccuracy
4.92 out of 5 average rating, 309 reviews
Center Lake View Cottage, near Camp&Silver Lakes
ValueFamilyOutdoor spaces
4.94 out of 5 average rating, 136 reviews
The Little Gray House
ValueFamilyLayout
5.0 out of 5 average rating, 321 reviews
Mid-Century Inspired Upper Duplex in Bay View
FamilyLocationLayout
4.95 out of 5 average rating, 262 reviews
Lake Michigan Romantic Getaway
FamilyValueNearby
4.72 out of 5 average rating, 43 reviews
Cozy historic Cream City Brick Workers Cottage
LocationValueBackyard
4.89 out of 5 average rating, 94 reviews
Family, Business Travel Ready-North Beach Bungalow
FamilyLocationCleanliness
5.0 out of 5 average rating, 22 reviews
Gorgeous Historical Mansion on Lake Michigan
FamilyValueSleep quality
4.89 out of 5 average rating, 35 reviewsPrivate house rentals

Perfect Getaway- Fire Pit, Game room, Near Lake
LocationFamilyBathroom
4.91 out of 5 average rating, 94 reviews
Lakefront Oasis- 7 Beds, Spa & Sauna, BBQ/ Firepit
LocationFamilyKitchen
5.0 out of 5 average rating, 21 reviews
The Beach house! Enjoy Beachfront Living!
FamilyLocationWalkability
5.0 out of 5 average rating, 43 reviews
Mid-Century Modern Dream Getaway
LocationFamilyDecor
4.97 out of 5 average rating, 71 reviews
Lake Michigan Views • Private Cedar Sauna
FamilyValueDecor
5.0 out of 5 average rating, 66 reviews
Family fun entertainment with cinematic experience
ValueLocationHospitality
5.0 out of 5 average rating, 28 reviews
Kenosha Hideaway
LocationQuietSolo travel
5.0 out of 5 average rating, 9 reviews
Breathtaking view @lakefront
FamilyLocationCleanliness
5.0 out of 5 average rating, 28 reviewsDestinations to explore
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