Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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

Guest favorite

Apartment in New Glarus

4.95 out of 5 average rating, 128 reviews

Plenty of Space in the Heart of Downtown

Large, 3-bedroom apartment above a downtown retail store that offers plenty of space to stretch out and restaurants and shops just outside. A public swimming pool, parks, playground, and bike trail are just a short walk away. The space offers an open and well-equipped kitchen for cooking and enjoying a meal with friends and family as well as plenty of comfortable seating for you to curl up, relax, and enjoy a movie. Off-street parking is available so you can avoid the hassle of a busy street.

Apr 1 – 8

€ 191 per night
Guest favorite

Apartment in New Glarus

5.0 out of 5 average rating, 334 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom apt. with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910 and located in the heart of downtown New Glarus. You will be steps away from restaurants, pubs, shops, park, bike path, community pool, and annual 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.

Aug 22 – 29

€ 160 per night
Guest favorite

Loft in Monroe

4.99 out of 5 average rating, 121 reviews

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.

Jan 22 – 29

€ 121 per night

Popular amenities for Monticello vacation rentals

Other great vacation rentals in Monticello

Guest favorite

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 538 reviews

Cool, Scenic Country Art Studio

Jul 30 – Aug 6

€ 119 per night
Guest favorite

Barn in Freeport

4.97 out of 5 average rating, 505 reviews

Cute Little Country Guest House

Dec 27 – Jan 3

€ 105 per night
Guest favorite

Home in Monroe

4.91 out of 5 average rating, 133 reviews

Cute, century-old house in Monroe

Apr 26 – May 1

€ 118 per night
Guest favorite

Home in Blanchardville

4.94 out of 5 average rating, 142 reviews

Sawmill Creek Farm - Beautiful 5 Bedroom Farmhouse

Nov 7 – 14

€ 284 per night
Guest favorite

Home in New Glarus

4.99 out of 5 average rating, 125 reviews

Holy Cow! New Glarus Guest Haus

Oct 7 – 14

€ 228 per night
Guest favorite

Guest suite in Middleton

5.0 out of 5 average rating, 112 reviews

Quiet sunlit studio near vibrant downtown

Jul 30 – Aug 6

€ 93 per night
Guest favorite

Cottage in Lena

4.95 out of 5 average rating, 155 reviews

Country Escape - Private Historic Schoolhouse!

Jun 8 – 15

€ 126 per night
Guest favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 174 reviews

Lumber Yard Cottage, a cozy retreat

Feb 15 – 22

€ 103 per night
Guest favorite

Home in Gratiot

4.99 out of 5 average rating, 200 reviews

The Old Farmhouse

Jan 16 – 23

€ 112 per night
Guest favorite

Apartment in Verona

4.97 out of 5 average rating, 215 reviews

Spacious Basement Apartment near Epic and Madison

Aug 2 – 9

€ 166 per night
Guest favorite

Cottage in Dane

4.88 out of 5 average rating, 681 reviews

The Napping Farm

Apr 14 – 19

€ 106 per night
Guest favorite

Apartment in New Glarus

4.98 out of 5 average rating, 66 reviews

Cozy Upper Flat in New Glarus

Mar 2 – 9

€ 108 per night

Destinations to explore

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