Holiday houses in Monroe

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Quick stats about holiday rentals in Monroe

  • Total holiday rentals

    Explore 20 holiday rentals in Monroe

  • Nightly prices starting at

    Monroe holiday rentals start at $191 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Monroe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Monroe rentals

  • 4.8 Average rating

    Monroe stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Monroe

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.95 out of 5 average rating, 207 reviews

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!

Guest favourite
A charming log cabin is nestled among vibrant flowers and greenery. The structure features a large front porch with wooden railings and steps leading to the entrance. Tall trees surround the cabin, offering a natural and serene setting.
Home in Argyle
4.88 out of 5 average rating, 316 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Top Guest favourite
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.
Place to stay in Brodhead
4.98 out of 5 average rating, 230 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.

Top Guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 333 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Guest favourite
Apartment in Monroe
5 out of 5 average rating, 15 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.

Guest favourite
A bright living area features a subtle color palette with natural light enhancing the space. A plush sofa is positioned near a small coffee table, complemented by an accent chair. A kitchenette is visible on one side, along with a decorative area rug that adds warmth to the hardwood floor.
Apartment in New Glarus
4.88 out of 5 average rating, 153 reviews

Süden Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Top Guest favourite
An open living area features a comfortable gray sectional sofa and a coffee table. A dining table for four is visible, accompanied by white chairs. Natural light fills the space through a window, while green plants and modern decor add a touch of freshness.
Guesthouse in New Glarus
4.98 out of 5 average rating, 304 reviews

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Top Guest favourite
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.
Apartment in Monroe
5 out of 5 average rating, 298 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.

Top Guest favourite
Farm stay in Monroe
5 out of 5 average rating, 169 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.

Top Guest favourite
A cozy living room is featured with large windows allowing natural light to fill the space. Two comfortable chairs are positioned beside a small table, while a soft rug lies on the hardwood floor. A gray sofa and a floral artwork complete the welcoming environment.
Apartment in New Glarus
4.96 out of 5 average rating, 215 reviews

Cozy Upper Flat in New Glarus

Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

Guest favourite
A wooden deck offers a view of the tranquil Sugar River, surrounded by lush greenery. Trees line the riverbank, and a bridge crosses over the water in the background. Natural sunlight enhances the serene atmosphere of the outdoor space.
Apartment in Albany
4.93 out of 5 average rating, 220 reviews

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

Top Guest favourite
The entrance features a white door with a modern handle, framed by large windows that allow natural light. A sign indicating 'Loft Retreat 402 Second Street' is displayed prominently beside the door. A small potted plant adds a touch of greenery to the outside area.
Apartment in New Glarus
4.97 out of 5 average rating, 278 reviews

The Loft Retreat

A newly remodeled one bedroom apartment with the bedroom overlooking the Village Park. Contains a spacious bathroom with a walk in shower and a kitchenette with a refrigerator, microwave, Keurig coffee maker and a toaster. You can set out on the deck and enjoy your morning coffee or relax watching the large TV with 20+ channels plus internet television.

Popular amenities for Monroe holiday rentals

When is the best time to visit Monroe?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$213 NZD$216 NZD$216 NZD$218 NZD$227 NZD$237 NZD$242 NZD$234 NZD$220 NZD$218 NZD$216 NZD$199 NZD
Avg. temp-6°C-4°C3°C10°C16°C21°C23°C22°C18°C11°C4°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Monroe?

    Staying near Monroe’s courthouse square gives convenient access to historic sites, shops, and local eateries. Quiet neighborhoods around the city also have options with green spaces and local character.

  • What are the best things to do in Monroe with kids?

    Kids enjoy playgrounds in local parks, discovery activities at the National Historic Cheesemaking Center, and stories about cheese-making traditions. Community festivals and farmers’ markets often have family-focused spaces.

  • What are some of the best things to do in Monroe?

    Visit cheese shops, explore the courthouse square, and tour the National Historic Cheesemaking Center for a look at Monroe’s longstanding dairy traditions. You can also relax at local parks or join seasonal events.

  • How is the weather in Monroe?

    Monroe experiences cold winters, with January lows near 15°F (-10°C), and warm, humid summers that reach 84°F (29°C). Rainfall peaks in late spring and early summer, while autumn brings milder temperatures and vibrant foliage.

  • When is the best time to visit Monroe?

    Late spring through early fall is often recommended for Monroe, when temperatures are mild and festivals celebrate local heritage. Winters can be snowy and cold, making for a quieter atmosphere with cozy indoor experiences.

  • What are the best places to visit in Monroe?

    Explore the historic courthouse square, visit the National Historic Cheesemaking Center, and spend time at local parks around Monroe. These sites give insight into the city’s cheese heritage and community spirit.

  • What are some hiking trails in Monroe?

    Explore multi-use paths through local parks around Monroe, where you will find both paved and natural trails suitable for walking or cycling. Nature lovers can also enjoy routes along scenic greenways just outside the city.

  • What are some family activities we can do in Monroe?

    Families can explore local parks, take self-guided tours at the National Historic Cheesemaking Center, or enjoy hands-on activities at community events. Seasonal festivals often feature music, food, and kid-friendly entertainment.

  • What are some of the best day trip ideas from Monroe?

    Explore regional cheese factories, state parks with hiking and picnicking, or visit towns known for local markets and farm tours near Monroe. These day trips highlight rural Wisconsin’s farming history and outdoor recreation.

  • Are there any pet friendly accommodations available in Monroe?

    Monroe has pet friendly vacation rentals and stays, as well as city parks and walking paths for outings with your pet. It is helpful to check with individual hosts regarding amenities and guidelines.

  • What are some local tips for visiting Monroe?

    Stop by small cheese shops for fresh samples, and try to catch local festivals to experience Monroe’s Swiss influences. Many attractions and shops are centered around the historic courthouse square, making it a good starting point for walking tours.

  • What is Monroe known for?

    Monroe is known for its Swiss cheese-making legacy, historic downtown square, and community-focused traditions. The city’s architecture often features Swiss-inspired touches, reflecting its local heritage.

  • What are the best hidden gems to explore in Monroe?

    Monroe has small family-run cheese shops, quiet city parks, and locally owned bakeries that visitors often enjoy. Murals and historical plaques scattered around downtown share stories of the community’s past.

  • What are the best foods to try in Monroe?

    Monroe is known for hand-crafted Swiss and brick cheeses, classic cheese curds, and bakery specialties. Local restaurants frequently serve hearty sandwiches and dishes rooted in Swiss-American culinary traditions.

  • What should I bring for a trip to Monroe?

    Bring layers, as temperatures shift from cold winters near 15–29°F (-10–-2°C) to warm summers around 64–84°F (18–29°C). Comfortable shoes are helpful for walking the courthouse square, parks, and trails, and consider rain gear in spring.

  • What is the nightlife in Monroe like?

    Monroe has a relaxed nightlife scene, including taverns, breweries, and occasional live music, especially around the town square. Locally owned pubs and eateries are gathering spots for residents and visitors.

  • What are the most popular events or festivals in Monroe?

    Monroe has events that highlight local cheese-making traditions, community fairs, and seasonal celebrations. Music performances, arts festivals, and gatherings at the town square are often recommended, especially during late summer and early fall.

  • Are there family friendly vacation rentals in Monroe?

    Monroe has a range of family friendly vacation rentals, many with spacious common areas and access to neighborhood parks. Many listings provide flexibility for families seeking longer stays or additional amenities.

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