
Holiday rentals in Brodhead
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Top-rated holiday rentals in Brodhead
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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.
5.0 out of 5 average rating, 43 reviews
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.
4.98 out of 5 average rating, 242 reviews
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.
5.0 out of 5 average rating, 27 reviews
The Allen Creek Apt. Historic Downtown Evansville
Experience stylish comfort in this centrally located apartment in Historic Downtown Evansville! Situated above a trendy coffeehouse with a welcoming atmosphere! This upper-unit apartment sits next to Allen Creek, making it easy to explore the outdoors—bring your bike and ride the Ice Age Trail, which runs through town! You’ll be within walking distance of charming shops and restaurants, and just a 25-minute drive to downtown Madison, or Alliant Energy Center, hope you enjoy your stay!
4.97 out of 5 average rating, 38 reviews
Sunset Loft on Historic Square
Enjoy all the charm of Monroe’s Historic Square from this bright and spacious one-bedroom loft! With vaulted ceilings, large windows, and a cozy living space, it’s the perfect blend of comfort and character. 🛏 Cozy Bedroom – Queen bed with soft linens 🍽 Fully Equipped Kitchen – Stocked for your stay 🚿 Modern Bathroom – Clean & fresh 📍 Prime Location – Walk to restaurants, cafés & shops Steps from the best of Monroe, this loft is perfect for a weekend getaway or business trip.
5.0 out of 5 average rating, 48 reviews
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.
4.93 out of 5 average rating, 27 reviews
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.
5.0 out of 5 average rating, 19 reviews
Janesville Repose -Hot Tub, Sauna, Gym, and Games
Welcome to your home away from home, where relaxation and fun both get their own wing. Unwind: ○ Private Hot Tub ○ Sauna ○ Private Gym ○ Outdoor fire table ○ Outdoor fire pit Entertain: ○ Surround sound home theater (lower level) ○ Perfect setup for cheering on your team, drink in hand ○ Room to gather, celebrate, and make noise ○ Plenty of outdoor games and activities for the kiddos ○ Self-playing piano Perfect for a private retreat or for larger family gatherings!
5.0 out of 5 average rating, 23 reviews
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.
5.0 out of 5 average rating, 304 reviews
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!
4.87 out of 5 average rating, 185 reviews
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.
4.97 out of 5 average rating, 136 reviews
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.
4.99 out of 5 average rating, 175 reviewsPopular amenities for Brodhead holiday rentals
Other great holiday rentals in Brodhead

Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home
5.0 out of 5 average rating, 20 reviews
KC HOUSE Beautiful ranch in the country!
5.0 out of 5 average rating, 15 reviews
McG Resorts Chic Chalet
4.94 out of 5 average rating, 52 reviews
On the Square House
4.96 out of 5 average rating, 53 reviews
Enchanted Retreat Pool hot tub kayaking parties!
4.93 out of 5 average rating, 58 reviews
On Monroe’s Historic Square-2 bedroom das Baumhaus
4.94 out of 5 average rating, 82 reviews
Little Vintage Charmer
4.84 out of 5 average rating, 126 reviews
Cozy Bungalow
4.94 out of 5 average rating, 290 reviewsDestinations to explore
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- Alpine Valley Resort
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Wollersheim Winery & Distillery
- University of Wisconsin
- Governor Dodge State Park
- Lake Geneva Public Library
- Henry Vilas Zoo
- Camp Randall Stadium
- Lake Geneva Cruise Line
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Monona Terrace Community And Convention Center
- Dane County Farmers' Market
- Madison Childrens Museum
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre
- Cave Of The Mounds Lowest Point
- Galena Cellars Vineyard
- Rock Cut State Park
- Big Foot Beach State Park
- Discovery Center Museum





