Search vacation rental in Monticello, WI from 100+ sites!

Find the best offers in Monticello, WI

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Monticello, WI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Monticello, WI Vacation rentals: no available offers. Here are other great options for your stay!

Townhall Loft - Monticello, WI
10 6 reviews
Monticello, WI
10/13 – 10/18
$304/nighttotal: $1520 (5 )

Townhall Loft

1 1
apartment , New Glarus
This New Glarus apartment, housed in the historic 1886 Town Hall, offers a central location within walking distance of shops, restaurants, and the New Glarus Brewery.
The two-bedroom, two-bathroom unit sleeps four guests and features a fully equipped kitchen with modern appliances including a refrigerator, freezer, microwave, and dishwasher; air conditioning and parking are also available.
The Garten Retreat - Monticello, WI
10 195 reviews
Monticello, WI
10/14 – 10/18
$209/nighttotal: $836 (4 )

The Garten Retreat

1 1
apartment , New Glarus
This downtown New Glarus apartment offers prime access to shops, restaurants, the village park, the New Glarus bike trail, and most town festivals, all within a short walk.
The two-bedroom, one-bathroom rental sleeps four and features a kitchen with a fridge and microwave, air conditioning, a garden, parking, and a relaxing deck with unique soundscapes.
Holy Cow! New Glarus Guest Haus - Monticello, WI
10 154 reviews
Monticello, WI
10/14 – 10/18
$325/nighttotal: $1300 (4 )

Holy Cow! New Glarus Guest Haus

3 1
apartment , New Glarus
This three-bedroom Cape Cod-style house in New Glarus, Wisconsin is conveniently located one block from the town's restaurants, shops, and festivals.
The 3-bedroom home sleeps six with queen-size beds, features a fully equipped kitchen with dishwasher, a gas grill, ample parking, and offers self check-in via digital keypad.
Big Space In The Heart Of Little Switzerland - Monticello, WI
9.9 194 reviews
Monticello, WI
10/13 – 10/18
$283/nighttotal: $1415 (5 )

Big Space In The Heart Of Little Switzerland

3 1
apartment , New Glarus
This three-bedroom New Glarus apartment is located downtown, above a retail store and within walking distance of parks, a playground, a swimming pool, and a bike trail.
The family-friendly rental offers a spacious layout, accommodating up to six guests, and includes a fully equipped kitchen, high-speed internet, Smart TVs, and a sunny deck overlooking the countryside; off-street parking is also available.

Frequently Asked Questions about vacation rentals in Monticello, WI

  • Which walking or cycling routes are the best in Monticello, WI?

    The Sugar River Trail is a great option for both walking and biking. It runs for 15 miles along the Sugar River and offers beautiful views of the countryside. You can also explore the scenic roads around town, which will take you past farms and rolling hills.
  • What are the best Airbnb and vacation rentals in Monticello, WI?

    The Hideout In Downtown New Glarus, Fresh & Bright Apartment Getaway In New Glarus and The Loft Retreat are the most popular Airbnb and vacation rentals in Monticello, WI among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Monticello, WI?

    There are many outdoor activities to enjoy in Monticello and the surrounding area. You can go fishing in the Sugar River, hiking in the nearby state parks, or kayaking on the river. In the winter, you can go cross-country skiing or snowshoeing.
  • What are the most popular Airbnbs in Monticello, WI?

    Among the Airbnbs in Monticello, WI, The Hideout In Downtown New Glarus, Fresh & Bright Apartment Getaway In New Glarus and The Loft Retreat are the most popular ones.

  • What other towns or cities can be easily accessed from Monticello, WI?

    Monticello is conveniently located near Madison, WI, the state capital. You can also easily reach Janesville, WI, and the charming village of New Glarus, WI, known for its Swiss heritage and delicious cheese.
  • What are the best vacation rentals with a pool in Monticello, WI?

  • What amenities are commonly available in vacation rentals in Monticello, WI?

    Vacation rentals in Monticello often offer amenities like kitchens, laundry facilities, and outdoor space. Some rentals may also have amenities like hot tubs, fireplaces, or private decks.
  • What are the best rentals for families and kids in Monticello, WI?

  • What time of year is best to rent a vacation rental Monticello, WI?

    The best time to visit Monticello depends on your preferences. The summer months are warm and sunny, perfect for outdoor activities. Fall is beautiful with changing leaves, and spring offers milder temperatures and blooming flowers. Winter brings snow and opportunities for winter sports.
  • What are the best rentals or Airbnbs with a jacuzzi in Monticello, WI?

    Authentic Swiss Chalet W/ Private Saltwater Pool - Sauna - Grill - Fire Pit & More and Beautiful New Glarus - Wi Apartment are the best vacation rentals or Airbnb with a jacuzzi in Monticello, WI.

  • What are the local dishes in Monticello, WI region?

    The region is known for its delicious cheese, especially Swiss cheese, which you can find at local shops and restaurants. You'll also find many restaurants serving traditional American dishes, like burgers, fries, and pizza.

Destinations nearby

©2026 cozycozy.com