Discover a selection of 50 vacation rentals in Monticello, IN that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $121 per night, and cabins and houses are popular options for a stay in Monticello. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Monticello
Destination guide

Monticello—enjoy a fun-filled vacation

Centered around Lake Shafer and Lake Freeman, Monticello, Indiana offers year-round activities for everyone. Monticello vacation rentals put you in the heart of the Twin Lakes area where you will find golf, fishing, and theme parks in spring, summer and fall, and snowmobiling and cross-country skiing in the winter. Whether visiting for a weekend or staying for the season, there are endless possibilities for unforgettable experiences. Nearby wineries, a nature park, antiques shops and boat rentals are the perfect ingredients for a fun-filled vacation with plenty of entertainment.

Things to do

Monticello—small town, big fun

An astonishing variety of attractions await you in this picturesque town of just 3.4 square miles. The theme park and the dinner cruise are the area’s most well-known attractions, but there is more to this town. If you work up an appetite visiting the winery, antique shops, and nature parks, the answer is a visit to the town’s popular casual restaurants and places to eat, including a brew-pub and a sports bar. Historic Monticello boasts three locations listed on the National Register of Historic Places: Carnegie Library, James Culbertson Reynolds House, and South Grade School Building.


Monticello, Indiana—something for every traveler

Monticello, Indiana has so many entertainment options, whether it’s a spot of lakeside fishing, a romantic dinner cruise, golf, or the excitement of a theme park, you will certainly never be bored in Monticello. Adults can enjoy a taste of local wines, in the nearby country winery. For nature lovers seeking solace, there’s Altherr Nature Park. For thrills and spills, Indiana Beach theme park and resort fit the bill and eternal romantics can cruise Lake Shafer and enjoy the scenery while enjoying a romantic dinner. Monticello vacation rentals give you both comfort, freedom and easy access to all attractions Monticello has to offer.


Four seasons of fun in Monticello

In the summertime, the lakes of Monticello, Indiana—Lake Freeman and Lake Shafer—created in the 1920s when two dams were built on the Tippecanoe River, are popular destinations for fishing, camping, boating, swimming and other lakeside activities. Lake Freeman is home to the Madam Carroll, the biggest cruise boat in Indiana, operating from April through October. In the winter, the two lakes are popular for ice-fishing and skating, while snowmobiling and cross-country skiing will get your heart racing. Warm, sunny summers and mild springs and falls make the theme park another prime destination.

Natural features

Historic lakes and waterways of Monticello

Monticello vacation rentals give you the best access to the town of Monticello and to its two beautiful lakes. Lake Freeman is a reservoir outside of Monticello, formed in 1925 by the completion of the Oakdale Dam. Lake Shafer was created in 1923 with the construction of the Norway Dam. Just up the road from Lake Freeman and less than a mile from the winery, the Bill Altherr Nature Park is a worthwhile side trip where you can meander along its easy trails, including some paved trails, for even the smallest or least outdoorsy members of your group.

How to get there

Transportation options to and around Monticello

Fly into Lafayette, IN (LAF-Purdue University), the closest airport, located 27.6 mi (44.4 km) from the city center.

How many vacation rentals are available around Monticello, IN?

Our 2021 property listings offer a large selection of 50 vacation rentals around Monticello. From 17 cabin rentals to 37 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cabins in Monticello?

Yes, of course. Vrbo has 17 Cabins in Monticello. Our other popular types of vacation rentals in Monticello include:

  • Houses: 37 rentals available
  • Condos/Apartments: 13 rentals available
  • Cottages: 17 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Monticello?

Yes, you can select your preferred vacation rental with pool among our 23 vacation rentals with pool available in Monticello. Please use our search bar to access the selection of vacation rentals available.