
House holiday rentals in Wind Point
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Top-rated house rentals in Wind Point
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2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

The July House: Steps From the Lake
You’re invited to come enjoy amazing lake views from this adorable 1920s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths. Some interesting original features still remain, such as exposed Cream City brick and a wood burning fireplace. Lake view from living/sitting room and all bedrooms, within walking distance to historic downtown's awesome restaurants and shops.

“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!

Lake Home w/View, Private Pier, + Indoor Hot Tub
Wake up to stunning lake views, then spend your days exactly how you want - fishing off your private pier, paddling out in one of the six provided kayaks, or floating in the indoor hot tub while watching the sunrise over the water. Our 3BR/2BA lakefront ranch sits on 200 feet of shoreline with a four-season room that doubles as a game room (pool table included), so there's never a bad weather day. The dock is steps from the back door and ready for swimming, fishing, or bringing your own boat.

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.

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 !

Lake Michigan Paradise Apartment
Private, top floor unit in a duplex on Lake Michigan w/ 900 square feet, 2 bedrooms, 1 large bathroom with shower and soaker tub, open concept living perfect for an amazing getaway. Unobstructed views of Lake Michigan. Relax on your enormous 500 square foot private deck overlooking the lake. Great for fishing. Backyard available for your furry family members. Beach is around the corner. Downtown is a 3 minute walk and has beautiful boutiques, shops, eateries, museums and more!

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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.

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!

Upgraded! 4BR in Milwaukee near Airport & Downtown
Bring the whole family to this upgraded home with lots of room for fun. Located directly across the street from Warnimont Golf Course & Lake Michigan, this home has plenty to do and see. The large, fenced in yard is perfect for your pets to run around. It's the perfect place to stay in Milwaukee! 12 mins to General Mitchell Airport, 14 mins to downtown, 16 mins to American Family Field and Fiserv Forum, 13 mins to Henry Maier Festival Park.

Lake house Monica Steps from the lake! 4BD 3bath
4BR/ 2.5Ba 3000ft2 Fun Lake house Monica at Duck Lake Lake front house, back your great for fire pit. Large Porch whit barbecue. Fire place, 75inch TV, internet, 4 great bedrooms additional bathroom in the basement, 2,5 bath, laundry room, games room: pool table, pingpong table, darts, soccer game, full kitchen, 6 parking space + 2 garage space, 2 bikes, 6 kayaks, private lot . Romantic and Family friendly. Brand new steam sauna.
Popular amenities for house rentals in Wind Point
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Kalo House | Mid-Century Modern Retreat with Pool

Paradiso Vacation

Family Getaway w/ LARGE POOL near Lake Geneva

7 1/2 Acre Private Estate w/inground pool, hot tub

Bridgerton Themed House/Very Spacious/4bd 3bath
Weekly house rentals

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK

Long Lake Retreat - Cottage in Burlington, WI

Family & Business Traveler Ready

The Lake House! Enjoy Lakefront Living!

The Main Destination

Gorgeous Historical Mansion on Lake Michigan

Kenosha Gateway Getaway

Mid-Century Modern Dream Getaway
Private house rentals

Harbor Haven/Near Base/Great America/Game Room/Gym

Beach House Retreat with Firepit and Game Room

Relaxing Lakefront Stay w/ Deck and great views

Stylish Home w/ Bar | Coffee Room | 4 King Beds

Little House by the BIG LAKE

Muskego Getaway, walk to beach

Bekahs Boho House

The Harbor House - Amazing!
Destinations to explore
- Chicago Holiday rentals
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- Milwaukee Holiday rentals
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Discovery World
- Riverside Theater
- Marquette University
- American Family Field
- Gurnee Mills
- Fiserv Forum
- Pabst Mansion
- Lake Geneva Public Library
- Betty Brinn Children's Museum
- American Family Insurance Amphitheater
- South Shore Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Atwater Park
- Wisconsin State Fair Park





