Vacation rentals in Wind Lake

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Top-rated vacation rentals in Wind Lake

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Top guest favorite

A historic home features a multi-gabled roof and intricate architectural details. The exterior showcases a blend of light and dark hues, complemented by well-maintained landscaping and a spacious lawn. A charming porch wraps around the front, providing an inviting entrance with rocking chairs nestled on one side.

Home in Wales

4.94 out of 5 average rating, 186 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Guest favorite

A paved driveway winds through a lush wooded area, bordered by greenery and tall trees. The home can be seen nestled in the distance, blending harmoniously with the natural surroundings.

Home in Muskego

4.88 out of 5 average rating, 129 reviews

Muskego Hideaway on 2 Acre Lot

Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

Guest favorite

A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.

Apartment in Bay View

4.95 out of 5 average rating, 830 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Guest favorite

A modern great room features a leather sofa paired with a plush recliner, both accented by decorative pillows. A wooden coffee table sits on a patterned rug, while a bar area with two stools and wall-mounted artwork enhances the space. Natural light is provided by recessed lighting.

Guest suite in Wind Lake

4.89 out of 5 average rating, 27 reviews

Secret Garden Getaway

Take it easy at this unique and tranquil getaway in the lower level private garden apartment of our family home! Includes full kitchen; large great room with big screen TV, sleeper sofa, air hockey, and foosball table; large patio outside surrounded by beautiful gardens; 2 bedrooms with king size beds and private wooded views; generously sized bathroom with full bath. A mere 30-40 minute drive from Lake Geneva, downtown Milwaukee, and more! Come enjoy your stay at our garden cottage space!

Top guest favorite

A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.

Townhouse in Bay View

4.95 out of 5 average rating, 434 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Top guest favorite

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

4.98 out of 5 average rating, 117 reviews

Lakeside Getaway

Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

Guest favorite

A large window frames a tranquil view of the lake, allowing natural light to brighten the space. The colorful wall adds a vibrant backdrop, while a cozy seating area invites relaxation. A circular table is positioned nearby, complementing the inviting atmosphere.

Home in Waterford

4.97 out of 5 average rating, 58 reviews

Wow! Beautiful Lake Cottage Pontoon Boat&Fire Pit

Welcome to our newly renovated cottage with a breathtaking view! As you walk into our house, you'll immediately be taken away by the stunning vista and how close we are to the lake. The decor is meticulously designed, and we have plenty of seating for up to a family of six. With three bedrooms and two baths, you can enjoy your vacation or getaway in utmost comfort and peace. Get ready to unwind, relax, and be captivated by the beauty of the lake. Come and experience it for yourself!

Top guest favorite

A cozy bedroom features a spacious bed adorned with crisp white linens and a green accent pillow. Forest murals create a serene backdrop, while natural light enters through a window. A wooden bench is positioned at the foot of the bed, enhancing the rustic decor.

Cabin in Waterford

4.98 out of 5 average rating, 61 reviews

Cabin, Waterfront, Firepit, Dog Friendly

Welcome to the Cozy Canal Cabin! Escape to tranquility in our newly renovated 2-bedroom, 1-bathroom cabin nestled on the serene shores of Tichigan Lake in Waterford, Wisconsin. This charming cabin offers a perfect blend of rustic cabin decor and modern amenities, providing you with a peaceful haven for your getaway. Whether you're seeking a relaxing retreat or an adventure-packed vacation, our cabin is the ideal destination. 35 min drive to Milwaukee 35 min drive to Lake Geneva

Superhost

The image captures a serene lakefront view with a wooden dock extending into the calm water. Beside the dock, two chairs are positioned for relaxation. Sunlight filters through the trees, creating a warm atmosphere over the grassy yard, with a winding path leading down to the lake.

Cabin in Wind Lake

4.69 out of 5 average rating, 36 reviews

A Place in the Sun 2 on Wind Lake

Come hang out with the family or some friends on this full Recreation lake. Here you have a 2 bedroom with (6 beds)/ 2 full bathroom house with a large backyard and an amazing 70 foot of Beautiful lake Frontage. Sit by the fire to roast some marshmallows after soaking in the sun playing yard games and enjoying all the lake has to offer. You can take the kayaks out for a spin around the lake. Good fishing of the pier for Pan fish,Largemouth Bass, Pike, and Walleye

Guest favorite

The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.

Apartment in Walker's Point

4.98 out of 5 average rating, 194 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Guest favorite

A peaceful lake view is captured, featuring calm waters reflecting the sky filled with soft clouds. Several boat docks are seen with boats moored, while lush greenery and a storage shed enhance the serene lakeside setting.

Home in Waterford

4.92 out of 5 average rating, 49 reviews

Modern Family Lake Home: Sunflower House

Wish you had access to the quintessential WI family lake home? You do! Beautiful views. Kayaks. Fishing. Games. Firepit. BBQ. Ideal for 2-4 couples and multi-generation families. Offers old-school fun with comfortable, upgraded finishes. 3rd party BOAT RENTALS available May-Oct. Dock deposit required. HIGH SEASON MAY 15 - SEP 15: 4-7 night minimums may be required.

Top guest favorite

A two-story house features a vibrant green exterior with wood shingle accents on the lower level. A white front porch with railings is complemented by window boxes filled with pink flowers. Large windows allow natural light to fill the interior spaces.

Apartment in Waterford

4.98 out of 5 average rating, 47 reviews

Charming Retro Apartment

Relax and unwind in this calm, retro styled apartment above a popular gift boutique in the middle of historic downtown Waterford. Enjoy premium bath products from our gift shops, cook a romantic dinner in our full kitchen, stroll Main Street and experience all that the charming Village of Waterford has to offer. Perfect for couples.