
Holiday houses in Monroe
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Top-rated holiday rentals in Monroe
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

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.

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.

Nördlich 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 Old Farmhouse
The old farmhouse is located on a quiet, dead-end road. It sits on top of a picturesque hill surrounded by rolling farmland. The Pecatonica river surrounds the farm on three sides. The farmhouse is the perfect place for quiet time and relaxation. The Farmhouse was built in 1914. It still has the original woodwork, and beautiful hardwood floors. Sit on the porch or sit around the fire pit and enjoy the beautiful fall foliage.

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.

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.

Tree Tops
So much more than just a place to sleep! Tucked away in a cedar forest and built on stilts reaching the tree-tops, this eco-friendly, African-inspired lodging experience is one of a kind. Located on the owner's ranch in the rolling hills 12 minutes from downtown Galena, you feel as though you are nestled in the heart of nature. Horses, alpacas, and mini donkeys roam the secluded 37 acre property.
Popular amenities for Monroe holiday rentals
Other great holiday rentals in Monroe

Cabin on 35-Acre Farm in Blanchardville w/ Trails!

D&D Coastal Farmhouse Apartment Not near any water

The Windmill on Slough Rd

Charming Downtown Two Bedroom w/ Fireplace

Sunrise Country Views

Historic Country Farmhouse for Any Season!

Cozy Bungalow

Cozy Home in Rockford
When is the best time to visit Monroe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 NZD | $210 NZD | $210 NZD | $212 NZD | $220 NZD | $230 NZD | $235 NZD | $227 NZD | $213 NZD | $212 NZD | $210 NZD | $193 NZD |
| 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 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.
How much does it cost to stay in house rentals in Monroe?
Experience the best of Monroe with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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 a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen 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 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 wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $151 NZD per night before taxes and fees

Verified guest reviews
Over 1,920 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!
Destinations to explore
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- Wisconsin State Capitol
- Lake Kegonsa State Park
- House on the Rock
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Governor Dodge State Park
- Overture Center For The Arts
- Chazen Museum of Art
- Camp Randall Stadium
- Dane County Farmers' Market
- US Grant Home State Historic Site
- Apple River Canyon State Park
- Monona Terrace Community And Convention Center
- American Players Theatre
- Madison Childrens Museum
- Alliant Energy Center





