
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.

Horseshoe Hideaway on the Tippecanoe River!
Rest & Relaxation await you at Horseshoe Hideaway! This bright, open space is ready to host you for your next adventure! Located in the secluded Horseshoe Bend area of the Tippecanoe River, this house is able to host a variety of guests with 3 bedrooms, 2 full bathrooms, fully equipped kitchen, smart TVs, electric fireplace, large deck, & washer/dryer. Off street parking is available. This home offers peace & quiet while still being close to amenities & many outdoor activities! Come visit today!

Cozy Country Bear log cabin with many amenities
You won’t forget the peaceful surroundings of this rustic destination. Enjoy wildlife, kayaking, fishing, campfires, horses, hiking and games. We also have a sauna and a hot tub available on the premises There is Roku TV and WIFI in the cabin. You can sit on the front porch and enjoy the swing or rocking chairs and listen to the night sounds or chat with friends. You can also enjoy a campfire and cook over the open fire on our tripod grill. We have 2 other cabins and our cozy apartment listed.

*Award Winning-Victorian Home(Large outdoor space)
Open & lit for recreation & relaxation. 2 car private parking area directly on side. Wrap around porch & garden for entertaining, grilling, & conversation. Large kitchen(seating 4), dining area(seating 8) and parlor for entertaining (seating for 6). Living / TV Room with Apple TV to watch NETFLIX & TV(no cable). Multiple work desks w/ area for reading & relaxing in office & master bedroom. Large bedrooms w/ built in storage / closets. Stand up showers & bathrooms w/ towels / provisions in each.

Charlesworth Cottage
Relax with the family at this peaceful little cottage hidden away but close to many amenities. It’s 10 minutes from Indiana Beach, 30 minutes from Purdue University, and just a short walk to the Madam Carroll and Sportsman restaurant. It has a friendly neighborhood and includes a dock walking distance from the home. The kids can swim in shallow areas of the dock. This place is where you will be able to get away from the hustle and bustle of life. May you be blessed by your experience.

Relaxing Lake Freeman Cozy Cottage, Large Deck
Get away from it all in this quaint 3 bdrm cottage (on the canal / inlet) leading into lake freeman. peaceful views, fantastic deck with fishing access. No direct swimming access. Conveniently located - walking distance to Madam Carroll, Sportsman, Kopecetic Beer Factory. Indiana Beach - less than 15 min. Purdue 30 min. Feel right at home & ready to relax! Sit around the quiet firepit, You wont want to leave the lake life! Friendly Neighborhood is walkable or bring a bike to enjoy.

Lakeside Haven: 4 bed/2 bath/sleeps 9 on the water
Lakeside Haven: Your Dream Walk-Out Ranch Getaway in Monticello, Indiana Welcome to your serene escape on the shores of Lake Shafer—where peaceful mornings, adventure-filled afternoons, and golden hour sunsets create the perfect backdrop for memories that last a lifetime. Tucked away on a private, wooded lot in beautiful Monticello, Indiana, this stunning 4-bedroom, 2-bathroom walk-out ranch is your invitation to unwind, recharge, and reconnect with the ones who matter most.

Sunset Cabin
Unique tranquil get away. Built in 1931 is a very authentic rustic cabin , full of love and gives you a feeling of what it would be like to live in 1931 yet a few luxuries for todays world. The cabin is small & cozy, queen size bed in bedroom, full size sofa bed , 2 small futons in loft that would sleep 2 kids. Sleep 6 if 2 of guest were kids or young teens . Close by Madam Carroll ,Indiana Beach, Summer Beach House beach & Tall Timbers. 27 miles to Purdue !

Papaw’s Barn
Take it easy at this unique and tranquil get away, in the middle of Indiana heartland! This is a peaceful country setting in a farming community. It is 15 minutes from interstate I-65, approximately 20 minutes to downtown Lafayette and approximately 30 minutes to Purdue University. Papaw’s barn is a detached building away from the main house with parking. If you enjoy relaxing views of the country, in the middle of Indiana heartland, this is the place for you!

The Rock House in Delphi - Rock Solid. Charm.
The historic Rock House is full of the character and charm of a classically-styled bungalow — window seats, a rock fireplace, and artfully designed living areas. Furnished for comfort, certain to charm. Guests can enjoy relaxing with cocktails, cooking in a fully furnished kitchen, or using a tandem bike to explore the neighborhood. Fido is welcome too. This two bedroom, one bath, home offers all the modern amenities for a comfortable stay.

Downtown Abbey
Tucked in downtown Lafayette, this elegantly restored 1895 Queen Anne cottage offers a private suite with a cozy king bedroom, full bathroom, charming parlor with smart TV, and dedicated dining area, blending historic charm with modern comfort. Just 1.7 miles from Purdue University, it’s perfect for couples or small groups (up to 4 guests). Request a cot or sofa bed in advance. Enjoy historic Lafayette with all the comforts of home!

Cottage on Lake Freeman
3bedroom 1bath living room along w dining room full kitchen and laundry room. 65 ft of water frontage with dock. there is a gas grill along w fire pit on deck with lots of seating. We also have a tiki bar. THIS IS A HOUSE RENTAL ONLY. We have our personal electric boat lifts you can use when renting the house. 65ft of shore front that is exclusive and private to abnb renters for laying out and swimming.

Private Guest Cottage|Walk to Downtown|Near Purdue
Enjoy a private, charming 400 sq ft guest house behind our home in a quiet historic neighborhood. Just an 8-minute walk to downtown Lafayette for coffee, dining, shops, and wine bars, and minutes by car to Purdue University. Ideal for extended stays, the space includes a full kitchen, a queen bed with memory foam topper, and a La-Z-Boy sleeper sofa. A cozy, walkable home base perfect for longer visits.
Popular amenities for Monticello vacation rentals
Stay near Monticello's top sights
Other great vacation rentals in Monticello

Rustic medium cabin in Wabash and Erie Canal Park

CozyCabin

Waterfront Lake House

Farm House

Stay & Play at Indiana Beach!

Historic Cabin Hideaway: Woods & Charm

Private. Spacious. Perfect Location.

Lakefront Escape | Dock, Fire Pit & Park Lights
Quick stats about vacation rentals in Monticello

Total vacation rentals
Explore 10 vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

Wi-Fi availability
10 of Monticello vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Monticello rentals

4.8 Average rating
Monticello stays are highly rated by guests—averaging 4.8 out of 5!
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