Holiday rentals in Lauderdale Lakes

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Top-rated holiday rentals in Lauderdale Lakes

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Top guest favourite
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, 194 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

Top guest favourite
The welcoming entrance of the cabin is illuminated under a dusky sky, showcasing a broad front porch supported by intricately designed wooden beams. Stone accents frame the entryway, while landscaped paths lead to the steps, inviting guests into a cozy retreat.
Cabin in Delavan
4.96 out of 5 average rating, 112 reviews

The Hideaway: 8 Acre Resort

Welcome to The Hideaway, an 8-acre luxury log cabin, located near Whitewater Lake & Kettle Moraine State Park with year-around hiking & parks available. Outside Hideaway amenities include a hot tub, firepit with oversized Adirondack chairs, and lighted pickleball & beach volleyball courts. Inside amenities include a 16’ shuffleboard table, foosball, air hockey, ping pong and in-home theater. Enjoy all this plus the comfort of 6 bedrooms including a master suite equipped with a jacuzzi bath.

Top guest favourite
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.
Flat in Bay View
4.95 out of 5 average rating, 855 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.

Top guest favourite
A charming two-story house is framed by lush greenery, featuring a welcoming front porch with large windows. An American flag is displayed near the entrance, and decorative house number signs are positioned by the pathway leading to the door.
Flat in Lake Geneva
4.98 out of 5 average rating, 1,018 reviews

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

Guest favourite
The exterior of the home is showcased, featuring a welcoming red facade and a spacious wooden deck. Large windows allow for ample natural light, while lush greenery surrounds the property, enhancing the serene, natural environment.
Home in Delavan
4.9 out of 5 average rating, 143 reviews

Newly Remodeled Rustic Lakehouse Cabin

We are lovers of "Lake Life" and want to share our experiences of Turtle Lake with others who love tranquility and time to reflect, but also want to hike at the Kettle Morraine State Forest, enjoy camp fires, tour local historic towns such as Lake Geneva and other sites, fish (including the best ice fishing in the area!), canoeing, paddle boarding, swimming, reading, and simply enjoying conversations with friends and family. We recently remodeled the kitchen, bathroom and 2 lower bedrooms.

Guest favourite
An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.
Home in Lake Geneva
4.81 out of 5 average rating, 210 reviews

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

Top guest favourite
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, 129 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

Top guest favourite
An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.
Home in Elkhorn
4.98 out of 5 average rating, 172 reviews

Red Lodge-Game Room, Hot Tub, Ski Nearby!

Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, hot tub, fire 🔥 pit, BBQ area, and more! Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping-a quick 20-25 min drive. Alpine Valley is minutes away!

Top guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 180 reviews

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!

Top guest favourite
A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.
Apartment in Lake Geneva
4.97 out of 5 average rating, 189 reviews

Lakefront condo with magnificent view & fireplace

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

Top guest favourite
A cozy living area features a dark sofa set against a textured wall, with a small decorative pillow. An open kitchen bar with four modern black stools invites gatherings, while greenery enhances the room's decor. Natural light is filtered through large windows.
Apartment in Lake Geneva
4.97 out of 5 average rating, 221 reviews

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!

Top guest favourite
The front view of a rustic stone cabin is framed by lush green trees. The structure features a wooden overhang supported by sturdy columns, with large windows allowing natural light to fill the interior. A neatly stacked pile of firewood is visible at the base.
Cabin in Whitewater
4.95 out of 5 average rating, 358 reviews

Glamping Cabin on Cold SpringTree Farm

Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.

Popular amenities for Lauderdale Lakes holiday rentals