Vacation rentals in Juda

The exterior of a cottage-style residence is shown, featuring a sloped roof with red accents. Black shutters frame a large window, while a covered porch provides seating. Lush greenery is present in a planter, and a charcoal grill is visible nearby.

4.94 out of 5 average rating, 52 reviews

McG Resorts Chic Chalet

Enjoy a stylish experience at this centrally-located place. This historic bike/gun shop turned chic chalet-styled cottage is literally steps from a brewery/distillery, stellar restaurants, unique shops & Monroe's historic Square. This cute residence has everything you need whether traveling alone, as a couple, with your friends or family. Professionally designed, this property features all those little extra details to make your stay memorable & shares in the richness of our community's history.

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4.94 out of 5 average rating, 82 reviews

Located on Monroe’s Historic Downtown Square

DAS BAUMHAUS 2 bedroom, located in the oldest existing building on Monroe’s Historic Downtown Square.A perfect spot to relax and create lasting memories.The picturesque Green County Courthouse,in the heart of the city square, is surrounded by charming boutiques,specialty shops,restaurants and bars.Take a short walk to the Bullquarian Brew Pub on your way to tour the Minhas Brewery,(2nd oldest in the USA) Distillery and Winery.Eat cheese,dine, shop,and enjoy all the amenities Monroe has to offer.

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4.95 out of 5 average rating, 212 reviews

A renovated farmhouse is set on a spacious green lawn, featuring a large wrap-around porch with wooden pillars. Surrounding trees provide a serene backdrop. The structure includes a sloped roof and multiple stairs leading to the porch, inviting relaxation in a countryside setting.

Home in Blanchardville

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms

A COUNTRY GEM ! Sawmill Creek Farm is our beautifully renovated 5 bedroom farmhouse that is nestled in the countryside of Blanchardville in Green County, Wisconsin. It's the perfect stay for your family and friends to make special memories and start traditions. Our farmhouse property is in a unique and lovely location for family gatherings, small wedding, reunions, retreat or celebration and just a great place to get away to rest and recharge. With many return guests to enjoy the tradition!

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4.92 out of 5 average rating, 39 reviews

A charming farmhouse highlights its historic character, surrounded by vibrant flower gardens along a picket fence. Lush greenery and tall trees add to the serene country setting, while a gravel driveway leads up to the entrance, showcasing the home's inviting exterior.

Home in Monroe

Historic Country Farmhouse for Any Season!

Welcome to a step back in time! You are invited to enjoy our 100 year old farm that I grew up on. All rooms have been updated. We have 2 full baths, 5 bedrooms, a living room with TV , game area and video library of VHS and DVD's, Wifi, a patio with a gas grill and a fire pit! There are flower gardens around 500' of picket fence and we have a barn quilt! We are close to a UTV/Snowmobile trail. Great place for a ladies DIY crafting weekend. We'd love to share the history of our farm!

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5.0 out of 5 average rating, 43 reviews

Cabin in Brodhead

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.

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4.92 out of 5 average rating, 64 reviews

A spacious area features a light-colored sofa positioned adjacent to a decorative area rug. A large dining table with multiple chairs is seen in the background, complemented by a pendant light overhead. A small plant adds a touch of greenery next to the sofa.

Home in Monroe

The Other House

Located in the heart of historic downtown Monroe, just a block off of the Square, you are close to all of the best local dining, shopping, and entertainment! Three bedrooms and a full bath with a soaking tub on the second floor, and on the first floor a full kitchen, dining room, living room, family room with a sofa bed and desk, and a full bath with a walk-in shower. Washer and dryer in the basement, 1 off-street parking stall behind the house, and a cozy front porch on the street side!

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Place to stay in Brodhead

The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.

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.

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4.98 out of 5 average rating, 243 reviews

5.0 out of 5 average rating, 27 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.

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A spacious living area is visible, featuring a cozy seating arrangement with a blue sofa and a wooden dining table. Large windows provide ample natural light, and tasteful artwork adorns the walls. A ceiling fan adds a functional element to the design.

5.0 out of 5 average rating, 48 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.

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5.0 out of 5 average rating, 15 reviews

A charming two-story ranch house features a metal roof and green accent trim. A wooden deck is illuminated by string lights, enhancing the welcoming entry. Landscaping includes stone pathways and decorative elements like a wagon wheel, contributing to the country theme.

Home in Rock City

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!

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The image showcases a charming, two-story building with blue patterned brickwork. A welcoming storefront features a striped awning and decorative planters. Natural light brightens the entrance, and a tree partially frames the scene, contributing to a lively, urban atmosphere.

5.0 out of 5 average rating, 304 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.

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