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

2026-new Booking Special At The Belvedere Just Steps To Downtown. - Monticello, WI
10 18 reviews

2026-new Booking Special At The Belvedere Just Steps To Downtown.

apartment, New Glarus
This three-bedroom New Glarus duplex is centrally located, steps from downtown shops and restaurants, and a short walk or drive from the New Glarus Brewing Company and Swissland Miniature Golf.
The 1800-square-foot apartment features an open floor plan, three bathrooms, and can comfortably accommodate eight guests, offering amenities such as a microwave, dishwasher, air conditioning, a balcony, and parking.
The Matterhorn Summit Gasthaus Is A Second Floor 1-bedroom Apartment - Monticello, WI
10 2 reviews

The Matterhorn Summit Gasthaus Is A Second Floor 1-bedroom Apartment

apartment, New Glarus
This 2nd-story apartment is centrally located in New Glarus, directly above The Matterhorn Ice Cream and Grill, placing you steps from downtown events and attractions, including the Chalet of the Golden Fleece Museum and Swissland Miniature Golf.
This pet-friendly rental accommodates up to 4 guests with 1 bedroom featuring a queen bed and a living room with a sofa bed, offering amenities like internet, air conditioning, and a private deck for year-round enjoyment, with proximity to a bike trail and public pool.
Relax On The Sugar River In This Beautiful Newly Renovated Building - Monticello, WI
10 13 reviews

Relax On The Sugar River In This Beautiful Newly Renovated Building

apartment, Albany
This renovated 2-bedroom, 2-bathroom apartment in Albany offers direct access to the Sugar River, placing you within 1 block of four local pubs, a new diner, and bowling, and just 1.5 blocks from the 100-mile Sugar River Trail for biking and hiking.
This riverside dwelling accommodates up to 6 guests and features floor-to-ceiling windows with scenic river views, air conditioning, internet, parking, and a kitchen with a microwave oven, while nearby attractions include Decatur Lake Golf Course, New Glarus Brewing Company, and Sugar River Raceway.
Charming Downtown Two Bedroom W/ Fireplace - Monticello, WI
10 23 reviews

Charming Downtown Two Bedroom W/ Fireplace

apartment, New Glarus
This New Glarus apartment is conveniently located within a 10-minute walk of the Maple Leaf Cheese and Chocolate Haus, Swissland Miniature Golf, and the Swiss Historical Village, and within 2 miles of New Glarus Woods State Park and the New Glarus Brewing Company.
This two-bedroom, one-bathroom rental sleeps five and features a kitchen, in-unit laundry, a fireplace, and air conditioning.

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.

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