Monticello Vacation Rentals

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Vacation Rentals in Monticello

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Blanchardville WI

Located in Blanchardville, this vacation home is in a rural location, within a 10-minute drive of McKellar Park and Blanchardville Museum.

Kitchen

Washer

Paoli Den - Renovated Flat!

Verona WI

Located in Verona, this vacation home is within a 5-minute drive of Fireman's Beach and Verona Ice Arena.

Kitchen

Washer

One-of-a-kind house on 245 acres w/ prairie, woods & trout-stream - pet-friendly

Hollandale WI

Located in Hollandale, this vacation home is on a river, within a 15-minute drive of Nick Engelbert's Grandview and Perry Town Hall.

Kitchen

Washer

ONE OF A KIND vacation rental with a view

Madison WI

With a stay at this vacation home in Madison, you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.

Kitchen

Washer

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb WI

$235 nightly

$267 total

Nov 26 - Nov 27

Total with taxes and fees

A stay at this vacation home places you in the heart of Mount Horeb, steps from Mount Horeb Chamber of Commerce Welcome Center and 5 minutes by foot from Boeck's Park.

Kitchen

Free WiFi

MJ's Penthouse ,a piece of paradise on Monroe's historic square

Monroe WI

$248 nightly

$272 total

Oct 29 - Oct 30

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Monroe, just a 5-minute walk from Monroe Arts Center and 6 minutes by foot from Minhas Craft Brewery.

Kitchen

Washer

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Gratiot WI

With a stay at this vacation home in Gratiot, you'll be 10.9 mi (17.5 km) from Roelli Cheese Haus and 13.5 mi (21.8 km) from Apple River.

Kitchen

Washer

Spacious 5-bedroom 80 acres family farm retreat with AC, WiFi in rural Verona

Verona WI

Located in Verona, this vacation home is in a rural location, a 1-minute drive from Olson Oak Woods State Natural Area and 9 minutes from Fireman's Beach.

Kitchen

Washer

Beautifully remodeled 2 bed 104 Berkley Verona #6

Verona WI

Located in Verona, this vacation home is within a 5-minute drive of Fireman's Beach and Verona Ice Arena.

Kitchen

Air conditioning

Legacy Guest House , Mount Horeb WI

Mount Horeb WI

With a stay at this vacation home in Mount Horeb, you'll be within a 5-minute walk of Mount Horeb Chamber of Commerce Welcome Center and Mount Horeb Village Hall.

Kitchen

Washer

2026-NEW BOOKING SPECIAL at The Belvedere just Steps to downtown.

New Glarus WI

With a stay at this vacation home in New Glarus, you'll be next to a golf course, just a 2-minute walk from Chalet of the Golden Fleece Museum and 6 minutes by foot from Swissland Miniature Golf.

Kitchen

Washer

Beautiful two story, downtown home, one block from the Square,

Monroe WI

With a stay at this vacation home in Monroe, you'll be within a 10-minute walk of Monroe Arts Center and Minhas Craft Brewery.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.