Holiday rentals in Brodhead

Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home

Enjoy time with your loved ones at our luxury lake front oasis. Breathtaking views combined with the ideal Middleton location & extensive updating make our home the perfect vacation destination. Huge windows maximize gorgeous views of 60+ feet of lake frontage. A fully updated kitchen boasts custom everything. Our home features: 4 bedrooms, 3 bathrooms, lofted office, open kitchen with an island & dining table. A short drive (5-7 mi) to UW Campus, Camp Randall, Kohl Center & Wi State Capitol

Family · Location · Grill

Secluded Log Cabin w/ Private Lake & Hiking Trails

Escape to a secluded 50-acre nature retreat featuring a private 3-acre lake, a winding creek, and miles of peaceful forest, prairie, and wetland trails. This cozy log cabin offers comfort, privacy, and space for up to six guests—perfect for families, couples, and nature-lovers alike. Each stay includes full access to our HappyGuest digital guide, featuring aerial maps, trail routes, local highlights, and everything you need to make the most of the house, property, and surrounding community.

Family · Location · Check-in

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Location · Value · Back garden

The Fishbowl

Welcome to this cozy one bedroom, one- bath retreat just steps from downtown Monroe and the historical square. Perfect for couples, small families, or business travelers, this space blends comfort, style, and convenience. The living room includes a spacious sectional sofa, providing extra sleeping space for children or additional guest while still offering plenty room to relax. The main bedroom is complete with a king size bed, fireplace, large screen TV, and a dedicated workspace.

Location · Value · Comfort

Firefly Wood Lodge

Welcome to our hidden gem – a charming log home nestled on 15 acres of wooded land. Located just 30 minutes south of Madison, perfect for larger groups looking for winter or summer retreat and secluded location. The hosue can accommodate up to 13 guests with 3 bedrooms on the first floor and 5 additional beds in the loft area, has a wood burning fire place and bon fire outside. This serene retreat is surrounded by lush trees and the scenic rural landscape of Green County.

Family · Location · Amenities

Idlewild on the Rock

Peaceful riverfront escape on a quiet road—perfect for unwinding and reconnecting with nature. Watch cranes, turtles, and jumping carp, fish off the dock, or relax in the screened or 3-season porch. Bring your canoe/kayak and launch directly from the backyard for a trip down (or up!) the Rock River. Evenings by the fire pit with plenty of wood make for unforgettable nights. A nearby park offers trails, a boat launch, and a playground. Serene, simple, and soul-soothing.

Location · Family · Accuracy

KC HOUSE Beautiful ranch in the country!

Relax with the whole family or friends at our peaceful ranch in the country. We have so much to offer. Whether you just need time with friends or a family vacation, we have you covered. You can seclude yourself to the unique ranch themed house or head in any direction and find yourself at a country bar or restaurant. We have stables for you to even bring your horse if you wished! In the winter, the snowmobile trail goes right through by our land. Come check us out!

Location · Family · Nearby

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Family · Value · Getting around

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

Location · Family · Hiking

Guest House

Take a step away from the everyday hustle and bustle and surround yourself with the sights, sounds, and smells of the country. Our guest house sits amid our family dairy goat farm and will offer you the opportunity to visit animals from goats and horses to chickens, dogs, and cats. We milk around 100 goats with baby goats born February through June. In the summer months you'll find homegrown, fresh produce on our roadside stand.

Family · Location · Heating

The Dairy at the Wegmueller Farm

Welcome! You are about to experience life on an active 4th-generation farm nestled in the rolling hills of Green County. Meet the cows, feed the pigs, befriend a horse, or just enjoy the relaxing and peaceful serenity of rural Wisconsin farm life. Located less than five miles from Monroe, this home away from home is close enough to all that Monroe & the surrounding community has to offer, but still has room to stretch your legs.

Value · Location · Breakfast

Historic Square Loft | Walk to Restaurants & Shops

Stay on Monroe’s Historic Square—park once and walk everywhere. This bright, quiet downtown loft is steps from coffee, restaurants, shops, brewery tours, and local events. Ideal for couples, professionals, and weekend getaways, with easy self-check-in, reliable Wi-Fi, a dedicated workspace, and a full kitchen. Perfect for Cheese Days, courthouse visits, and downtown weekends. Quiet hours ensure a peaceful night’s sleep.

Family · Value · Access