
Holiday rentals in Big Bend
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Top-rated holiday rentals in Big Bend
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The Crows Nest Cottage 1
Welcome to our charming 1-bedroom cottage by a serene pond. This cozy retreat features a unique basketball/pickleball court, multiple outdoor patios, and a delightful treehouse lounge area. Perfect for relaxation ! Just 5 minutes away is The Rock Sports Complex, offering top-tier activities like Topgolf, minor league baseball, an umbrella bar, hiking trails,ski hills.Whether you’re seeking tranquility or adventure, our cottage provides the ideal getaway for both.washer,dryer BOAT TOURS AVAILABLE

Peaceful Woodland Escape with Hot Tub & Lake Path
Escape to this serene 2-bedroom, 3-bathroom home nestled in the woods, just 25 minutes from downtown Milwaukee. Each bedroom has its own bathroom with jet tubs and wardrobes with full-length mirrors. The spacious living room features three sofa sets, a sofa bed, and a dining table. Enjoy the open-concept kitchen, gas BBQ, fire pit, and hot tub in the private backyard. Conveniently located near Walmart, Aldi, Costco, and dining options, this home is perfect for relaxation or adventure. Book now!

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.

The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

Private House on 5 acres - Walk to Alpine Valley
Valley Oasis is a private 3 bedroom 2 bath home located on 5 acres next to the entrance of Alpine Valley Resort. Far enough off the road to enjoy the quiet beauty of nature. Woods located behind the house and a field next to it. Enjoy the outdoors on the deck, have dinner in the screened in porch, enjoy a fire in the fire pit, or warm up by the fireplace. You will have access to the entire house and immediate yard. The garage is not accessible. No smoking in the home. No parties allowed.

Tiny House on Century Farmstead
Stay comfortably in Muskego at this 1-bedroom tiny house on a century farm. The delightful space features a cozy full bed, kitchenette, bathroom, porch, and fire pit. Guests enjoy a pleasant indoor climate thanks to heating and AC and a screened in porch when the weather is pleasant. Whether you’re relaxing after a day of exploring or simply unwinding, this tiny house offers a fantastic retreat. Experience our farm with chickens, ducks and turkeys right outside your 125 sqft tiny home.

Tichigan Lakefront Getaway
Welcome to your perfect lakeside getaway! This beautiful lake house offers a serene escape with breathtaking views. Step out to a private pier to fish, swim, ski, launch your kayak, or explore all the lake has to offer. The newly remodeled interior and open-concept floor plan is perfect for entertaining and enjoying time with your family and friends. Enjoy evenings on the patio, taking in the water view, or cozying up by the firepit on cooler nights. Close to sandbar and DNR launch.

The Secret Garden
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, 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!

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Historic Downtown Gem| Walk to Dining, Shops, Lake
✨ 1870s Elegance Meets Modern Luxury ✨ Welcome to Downtown Delafield’s most sought-after Airbnb stay! This beautifully restored historic apartment offers a 5-star luxury experience with original 19th-century charm and modern amenities—all within walking distance to the best dining, shopping, and nature spots in the area. Bonus perk: this cozy gem is perched just above one of downtown’s favorite restaurants—so you’re literally steps away from an unforgettable meal.

Modern Convenient 3BR W/ 2 King beds and Hot Tub
Welcome to your Waukesha Retreat! Convenient location, welcoming clean space, relaxing backyard, and numerous amenities; this is the Airbnb for you. Here you will be minutes away from; American Family Field for your summer baseball games & concerts, downtown Milwaukee & the airport, diverse event halls, and the State Fairgrounds. Enjoy the luxury double shower and master suite as well as an outdoor private hot tub ready for guest use. Your home away from home!
Popular amenities for Big Bend holiday rentals
Other great holiday rentals in Big Bend

Cozy 3BR Ranch Home Away From Home

Beautifully Restored Historic Victorian

Freedom Island: Private 3 Acre Island Escape!

Simply Maple Farm Tipi

Charming Retro Apartment

Willow Springs Loft @ Wern Valley

Brand New Studio w. Private Entry + Garden Patio

2-acre retreat steps from Nagawicka Lake
Destinations to explore
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- Naval Station Great Lakes
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- American Family Field
- Illinois Beach State Park
- Baird Center
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Pabst Mansion
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- Discovery World
- South Shore Park
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Cruise Line





