Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Monticello Vacation Homes

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Smart TV, fireplace, video games, DVD player

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

10.0 out of 10, Exceptional, (359)
"Great host, super clean, beautiful!"
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (141)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Smart TV, fireplace, video games, DVD player

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (64)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (24)
"Prefect"
Paoli Den - Newly Remodeled!
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

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

10.0 out of 10, Exceptional, (15)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is CA $142
CA $255 total
includes taxes & fees
Sep 1 - Sep 2
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Spacious & Modern Home w/ Deck in Oregon!
Fridge, microwave, stovetop, dishwasher

Spacious & Modern Home w/ Deck in Oregon!

8.4 out of 10, Very good, (5)
Spacious & Modern Home w/ Deck in Oregon!
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Exterior

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

8.8 out of 10, Excellent, (3)
"Quiet and peaceful. Close to Apple River Canyon and Yellowstone State Park. My wife and I had a wonderful time. Our dog had a blast too. We are planning on returning."
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Beautifully updated home close to downtown New Glarus
Exterior detail

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (59)
"Nice home, good neighborhood. Host easy to reach and very helpful."
Beautifully updated home close to downtown New Glarus
99.00 Fall Special in beautiful New Glarus
Fridge, microwave, oven, stovetop

99.00 Fall Special in beautiful New Glarus

10.0 out of 10, Exceptional, (3)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
The price is CA $444
CA $811 total
includes taxes & fees
Sep 1 - Sep 2
99.00 Fall Special in beautiful New Glarus
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (32)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is CA $229
CA $410 total
includes taxes & fees
Sep 9 - Sep 10
Beautiful two story, downtown home, one block from the Square,
Historic Country Farmhouse for ANY Season!
Property grounds

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (45)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
TV, DVD player, books, video library

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (53)
"A beautiful cabin, on a wonderful property, in a great part of the Driftless—not sure what more you could ask for... Highly recommended!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Spacious 3BR | 2 Living Rooms | UW Area
Fridge, microwave, oven, stovetop

Spacious 3BR | 2 Living Rooms | UW Area

10.0 out of 10, Exceptional, (12)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is CA $452
CA $1,104 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 3BR | 2 Living Rooms | UW Area
Beautifully remodeled 2 bed 104 Berkley Verona #6
Exterior

Beautifully remodeled 2 bed 104 Berkley Verona #6

9.6 out of 10, Exceptional, (24)
"The apartment is well maintained and Joel was helpful. We’d stay again if we need a place to stay in Verona"
Beautifully remodeled 2 bed 104 Berkley Verona #6
Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic
Terrace/patio

Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic

10.0 out of 10, Exceptional, (8)
"Host was very accommodating! Home is cozy and comfortable felt like home. Thank you again for opening your home and giving us a place to stay! "
Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic
Darlington River View House - Direct Trail Access
Living area

Darlington River View House - Direct Trail Access

Darlington River View House - Direct Trail Access
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Exterior

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (151)
"Fantastic area to explore"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Destination Driftless- A Trailside Retreat
Interior

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (28)
"Great place to stay. We werent at the house much. Just to sleep and get ready. House decor is very cute."
Destination Driftless- A Trailside Retreat
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Pool

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

10.0 out of 10, Exceptional, (2)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Spacious 5-bedroom 80 acres family farm retreat with AC, WiFi in rural Verona
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Our stay at this property was an overall great experience. The view was amazing and all communication/accommodations were very simple thanks to the host. Would recommend! "
Spacious 5-bedroom 80 acres family farm retreat with AC, WiFi in rural Verona
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.
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Top Monticello Hotel Reviews

Find out more about Monticello

Find out more about Monticello

Monticello Vacation Homes information

Number of reviews
Accommodation
57 Vacation Homes
Lowest Price
CA $142
Highest Price
CA $452

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