
Vacation rentals in Monroe
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Top-rated vacation rentals in Monroe
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Cool, Roomy, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Loft 3 - On The Historic Monroe Square
Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

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.

Lumber Yard Cottage, a cozy retreat
The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

The Hideout In Downtown New Glarus
Modern 1 bedroom with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910. Located above a retail space in the heart of downtown New Glarus. You'll be steps away from restaurants, pubs, shops, park, a bike path, and festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

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!

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.

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.

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!

The Garten Retreat
This large 2 bedroom street level New Glarus getaway is in a prime location within downtown New Glarus. You are within steps from all downtown shops and restaurants. You will be across the street from the village park and a block from the bike trail. The iconic Swiss United church is in your backyard and most festivals are within a block from your residence. If relaxing on the deck you will hear chimes, music, and the occasional alphorn.

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.
Popular amenities for Monroe vacation rentals
Other great vacation rentals in Monroe

A slice of heaven in the woods

On Water in Madison-middle room

Le Gallus Palace - A Tiny House

The Windmill on Slough Rd

Coffee with a View

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

Historic Country Farmhouse for Any Season!

J & S Comfort Home
When is the best time to visit Monroe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 CAD | $165 CAD | $163 CAD | $177 CAD | $184 CAD | $192 CAD | $196 CAD | $189 CAD | $178 CAD | $192 CAD | $179 CAD | $175 CAD |
| Avg. temp | -6 °C | -4 °C | 3 °C | 10 °C | 16 °C | 21 °C | 23 °C | 22 °C | 18 °C | 11 °C | 4 °C | -3 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Monroe?
Yes! Work meets play with ease at over 10 vacation rentals in Monroe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Monroe?
Monroe has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Monroe have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Monroe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monroe have wifi?
Absolutely! We offer over 10 house rentals with wifi in Monroe. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monroe have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Monroe. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Monroe?
Experience the best of Monroe with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Monroe have free parking?
Absolutely! We offer over 10 house rentals with free parking in Monroe. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Monroe?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Monroe

Total vacation rentals
Explore 20 vacation rentals in Monroe

Nightly prices starting at
Monroe vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Monroe vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Monroe rentals

4.9 Average rating
Monroe stays are highly rated by guests—averaging 4.9 out of 5!
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