Cabin holiday rentals in Milwaukee

Large Lake Cabin – EV Charger, Peloton, Ski Nearby

Welcome to The Cabin at Browns Lake! This cozy retreat offers year-round relaxation, with backyard lake access, private community beach, water toys, and a fire pit. In winter, hit the slopes at Wilmot Mountain Ski Hill, just 25 minutes away, then unwind by the fire. Newly renovated and beautifully designed, the cabin includes an EV charger, Peloton, fishing, and space for large families or groups of friends. Whether for summer fun or a snowy escape, your perfect getaway awaits in Burlington!

Glacier Hills Rustic Cabin #8

Come stay in our charming lakefront cabins nestled in the beautiful Glacier Hills County Park, just a stone's throw away from Holy Hill and Friess Lake! Our cozy log cabins were recently renovated in 2019, providing a comfortable and rustic retreat. Each cabin is equipped with electricity and all your basic necessities. Restrooms and showers are conveniently located on site, just a short walk from your cabin. Enjoy the peaceful surroundings and unwind in nature during your stay with us!

Charming A-Frame - Dog Friendly!

FEATURED IN Madison Magazine's, December 2021 issue, "Wisconsin Winter Cabin Getaway"....The River Birch Cabin is a 900 sq ft A-Frame nestled in a partially wooded lot and is the perfect couples retreat or family escape from the city. Just 2 blocks from Lake Como, there are many activities & restaurants nearby including kayak & boat rentals. It is also located within minutes of downtown Lake Geneva, plus fishing, hunting, hiking, zip lining, snow skiing, boating & much more.

Amazing cottage Big Cedar Lake

Welcome to our amazing cottage on Big Cedar Lake! This cottage has a view of the lake and is about a 30 second walk to the water. 3 bedrooms: Master bedroom (queen size bed). Second bedroom (full and a set of queen bunkbeds). Third bedroom (twin and another set of queen bunk beds). Sleeps 7. 1 full bath on second floor with shower. ½ bath off the kitchen on main floor. 2 gas grills, bag chairs, a fire pit and a beautiful deck with a lake view and 6-person hot tub.

Pewaukee Serenity Cottage: Whimisical by the Lake

Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

A-Frame Retreat w/ Hot Tub, Sauna & Cold Plunge

Tucked in the woods near Lake Geneva, The Cozy Cardinal is a dreamy A-frame retreat with a hot tub, panoramic sauna, cold plunge, fire pit, and private forest trail. Watch birds and wildlife from the deck—this is a Certified Wildlife Habitat! Cozy up by the fireplace, sway in hammock swings, or enjoy s’mores under the stars. Dog-friendly and sleeps 4. Just minutes from downtown, hiking, and the lake—yet it feels a world away. Perfect for fall color and snowy escapes.

Modern Cabin in Port Washington!

Newly constructed in 2023, this "up north" style cabin is within walking distance of charming downtown Port Washington and its beautiful Lake Michigan frontage! It offers incredible privacy, abundant natural light, a covered patio, and screened-in back porch! This is the perfect space for peaceful relaxation with family and friends as well as a great fit for remote workers. Complimentary firewood supplies a cozy wood stove as well as a backyard fire pit!

Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8

The Lincoln Log Cabin has a Wisconsin vibe from the walls to the yard. Open concept kitchen shared with the living room that is complementary with a fireplace and a TV. There are three bedrooms: one with a queen bed, one with two queen beds and one with a queen bed. When you make your way to the basement, there is a couch with a TV and another full bathroom; everything set up for you to enjoy!

Kettle 2BR Cabin on 15 lush acres w pool and lake

2BR 2 Bath Cabin in the heart of Kettle Moraine on 15 luscious acres with gorgeous pool and private lake. Queen beds in ea BR, 2 sleeper sofas in LR/DR + upstairs loft-attic for kids. Fully stocked kitchen. Stunning fall colors, gazebo, great fishing, disc golf course on property, hiking and mountain bike/ xc ski trails all around. Surrounded by Nature Conservancy land.