
Holiday rentals in Monticello
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Monticello
Guests agree: these stays are highly rated for location, cleanliness and more.

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms
A COUNTRY GEM ! Sawmill Creek Farm is our beautifully renovated 5 bedroom farmhouse that is nestled in the countryside of Blanchardville in Green County, Wisconsin. It's the perfect stay for your family and friends to make special memories and start traditions. Our farmhouse property is in a unique and lovely location for family gatherings, small wedding, reunions, retreat or celebration and just a great place to get away to rest and recharge. With many return guests to enjoy the tradition!

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery
Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena
Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

The Belvedere June/July Special
$99-SPECIAL (see in other detail section below) The location of this beautifully updated duplex, is ideally situated in the heart of town. Overlooking the scenic Village of New Glarus, The Belvedere is just a short stroll from downtown shops, restaurants, pubs, grocery store and churches. Fitness lovers will enjoy the abundance of walking and biking trails. This 3-bedroom, 2.5-bathroom space features a fantastic open floor plan, indoor bicycle storage and indoor/outdoor, on-site parking.

Rustic Barn Loft at Oak Springs Farm
Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Nördlich Chalet - Trail-side, 1 Bdrm in New Glarus
Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Fresh & Bright Apartment Getaway in New Glarus
We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Cozy Cabin on Decatur Lake
Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

The Garten Retreat
This large 2 bedroom street level New Glarus getaway is in a prime location within downtown New Glarus. You are within steps from all downtown shops and restaurants. You will be across the street from the village park and a block from the bike trail. The iconic Swiss United church is in your backyard and most festivals are within a block from your residence. If relaxing on the deck you will hear chimes, music, and the occasional alphorn.

Cozy Upper Flat in New Glarus
Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

New Glarus, 3 queen beds and pull out couch
New Glarus is a fun little town close to Madison and alot of other small towns all with in 20 minutes or so including Monroe, Verona, Belleville and Mount Horeb just to name a few. New Glarus has a great recreational trail just 3 blocks for the house. We are walking distance to all the restaurants, bars and shopping. New Glarus is famous for all of their festivals always something going on around town.

Sugar River Hideaway
Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!
Popular amenities for Monticello holiday rentals
Other great holiday rentals in Monticello

Secluded Log Cabin w/ Private Lake & Hiking Trails

The Orchard House

Charming Downtown Two Bedroom w/ Fireplace

Little Swiss "Quacks Nest" With a View

Historic Country Farmhouse for Any Season!

Historic Square Loft | Walk to Restaurants & Shops

Historic Lustron Home

Hollandale Haven
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Grand Rapids Holiday rentals
- Madison Holiday rentals
- Devil's Lake State Park
- House on the Rock
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Wollersheim Winery & Distillery
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- Tyrol Basin
- American Players Theatre
- US Grant Home State Historic Site
- Chazen Museum of Art
- Overture Center For The Arts
- Rock Cut State Park
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Galena Cellars Vineyard
- Nicholas Conservatory And Gardens
- Discovery Center Museum
- Parfrey's Glen State Natural Area
- Cave Of The Mounds Lowest Point
- Blue Mound State Park





