Vacation rentals in Monticello

4.97 out of 5 average rating, 154 reviews

Cottage in Brookston

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!

A sign stands at the entrance of C&C Beach, detailing rules for use. The sign is bordered with an ornate design and features a list of guidelines, including safety precautions and respectful behavior. A glimpse of the lake can be seen in the background.

4.96 out of 5 average rating, 45 reviews

Lazy Lake Life Awaits!

Relaxing Lake House retreat perfectly situated on a 1/2 acre wooded lot with views of the lake! Minutes away from Indiana Beach, White Oaks, Madam Carroll, Oak Dale Dam and many other local attractions. Kick back on the wraparound decks while you bbq or watch the gorgeous sunsets. Enjoy a morning cup of joe while listening to the sounds of music-birds in this treehouse like setting. After a long day on the lake enjoy a nice soak interior jacuzzi tub big enough for two! Great winter getaway too!

4.94 out of 5 average rating, 50 reviews

Vintage Love Lake House w/views of Lake Freeman!

Fall in Love with the view! Relax with the whole family at this cozy lake cottage with beautiful views of Lake Freeman! Enjoy the sunshine on the wraparound deck. Enjoy cooking in the newly renovated kitchen. Hangout in the livingroom with a spot for your family pup! Cozy up in the romantic master bedroom with access to a private deck! Let the kids have a ball in the second bedroom with bunks! *Guest looking for work related long stays, please send a request for approval. Verification required!

4.96 out of 5 average rating, 26 reviews

A wooden deck is presented, featuring two lounge chairs positioned for relaxation. A shaded structure with a countertop is visible, overlooking a canal where boats are docked. Lush green grass surrounds the deck, complemented by trees providing dappled sunlight.

Cottage in Monticello

Modern home on Lake Freeman, with boat parking!

This modern and elegant waterfront home has everything you need for a great vacation! Located on the front canal of C and C Beach on Lake Freeman, so feel free to bring your boat and/or jet skis! Fish from the upper deck, have a campfire in the evening, and watch the big game in the game room. Close to Purdue University, Indiana Beach, Kopacetic Beer Factory, Whyte Horse Winery, Fruitshine Wine, The Madam Carroll, and Oakdale Bar and Grill. Come and enjoy everything Lake Freeman has to offer.

4.92 out of 5 average rating, 114 reviews

A tiny home is nestled among lush organic vegetable fields, featuring a gray exterior with a blue door and windows. A small deck with two chairs is positioned outside, inviting views of the vibrant greenery surrounding the property.

Tiny home in De Motte

Tiny Home on Organic Veggie Farm

Place yourself right in the beauty of the land and nature in this cozy tiny home at Perkins' Good Earth Farm. The tiny home has a loft bedroom, bathroom with shower and composting toilet, kitchen, sitting area, and deck. You'll be surrounded by organic vegetable fields, 11 acres of woods, walking trails--and within perfect view of both the sunrise and sunset. You'll also have easy access to our farm store where you'll find fresh fruits & veggies, homemade soups & salads and so much more.

4.96 out of 5 average rating, 166 reviews

Two horses are captured up close, displaying warm brown coats and kind expressions. One horse wears a purple halter and the other a green halter. A white fence is visible in the background, along with a clear blue sky and trees, suggesting a serene outdoor environment.

Farm stay in Peru

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 also have 2 other cabins on our property

4.95 out of 5 average rating, 63 reviews

The rustic cabin exterior is surrounded by trees, featuring a stone foundation and black log walls. An American flag adds a touch of charm. Inside, an open floor plan showcases a cozy living area with a sofa, a stone fireplace, and a lofted space visible above.

Cabin in Monticello

Sunset Cabin

Unique tranquil Winter 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 !

4.97 out of 5 average rating, 65 reviews

A charming lakefront cottage is showcased with a wraparound deck illuminated by string lights. The exterior features a light blue façade with multiple glass doors leading to the interior. Surrounding greenery adds a touch of nature, enhancing the inviting outdoor space.

Cottage in Monticello

Lake Shafer 3 bedroom 2 bath lakefront house

Relax in our 3 bed 2 bath lakefront cottage in the heart of Lake Shafer. Enjoy several outdoor seating/eating areas and the party deck that overlooks the lake. Come nightfall, throw some logs into the fire pit and enjoy the lights and sounds of lake life! 2 kayaks with life vests included. Cottage is walking distance to Indiana Beach, Tippecanoe Country Club golf course-a Pete Dye course, putt putt, arcade, basketball courts, and go carts. Sorry but no pets allowed.

Townhouse in West Lafayette

An outdoor space features a stone wall and a fire pit, surrounded by lush greenery. A trellis above adds a decorative touch, while the sky is filled with scattered clouds. The surface is smooth and appears well-maintained, ideal for gatherings.

4.75 out of 5 average rating, 203 reviews

Private. Spacious. Perfect Location.

This basement apartment has it's own private entrance in an exclusive subdivision. It is 10 minutes from downtown W. Lafayette. It has a fully stocked kitchen that features an island with granite counter tops, stove, microwave, fridge, coffee pot, and toaster. Two bedrooms, and a living room with a flat screen with Chromecast and complementary WIFI. Perfect for pets, this home is tiled throughout. Huge, spacious bathroom with a large mirror.

4.99 out of 5 average rating, 115 reviews

The historic Rock House features a stone exterior with a welcoming porch and well-maintained landscaping. Stairs lead to the entrance, flanked by decorative columns and colorful flower beds, presenting a blend of charm and traditional architectural elements.

Bungalow in Delphi

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.

Superhost

A circular fire pit is surrounded by six adirondack chairs in alternating colors of red and gray. The chairs are positioned on a grassy area, with a cottage and a shed visible in the background. Stairs lead up from the yard, providing access to the property.

5 out of 5 average rating, 6 reviews

Cozy Cove Cottage

Lake life is truly the best life—and after a stay at Cozy Cove Cottage, you’ll understand why. Wake up to the gentle sounds of water lapping against the shore as you sip your morning coffee on the spacious deck with beautiful lake views. Whether you’re out on the water or simply relaxing in the peaceful embrace of nature, time seems to slow down here, inviting you to breathe deeper, laugh louder, and soak in every unforgettable moment.

Superhost

The image captures a serene sunset view from a wooden deck. The sun shines through trees, reflecting on the water. A comfortable yellow bean bag chair is positioned in the foreground, inviting relaxation as the scenery unfolds.

Cottage in Monticello

4.93 out of 5 average rating, 120 reviews

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.

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Popular amenities for Monticello vacation rentals

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BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Monticello

4.82 out of 5 average rating, 197 reviews

A whimsical illustration captures a black and white horse galloping through a stylized landscape. Surrounding trees and various woodland creatures are depicted, creating a magical atmosphere. The words 'Farm to Folklore' are prominently displayed in earthy tones, enhancing the enchanting theme.

Farm stay in Delphi

A Fairytale Farmhouse at Farm to Folklore

MichaelRating, 5 stars1 month ago

Our farmstay was so wonderful. Emma has done a magnificent job with the design of this beautiful farmhouse - every room is magical; full of books and incredible views from the large windows. From the front porch swing, to the cabinet under the stairs in the Harry Potter-inspired bedroom, to the welcoming lounge spaces throughout is a joy. The pictures can't possibly capture the magic of this space. The highlight of our week was time with the horses - Angie spent considerable time with our two children (12 & 10), from teaching them to groom the horse to preparing the saddle, and then learning to ride in the pasture. Her gentleness with the animals was easily translated to the kids when they seemed nervous - we couldn't have asked for a better experience for them. Overall, a truly remarkable space with two truly talented people. We'll certainly return for more adventures as soon as we're able!

Vacation home in Monticello

A covered porch features a dining table set with red plates and cups. Red chairs surround the table. The tranquil Tippecanoe River is visible in the background, with greenery along the shore and a dock nearby.

4.93 out of 5 average rating, 41 reviews

Tippecanoe River Retreat -2 BR, 2 Qn, 2 Twin

DennisRating, 5 stars2 months ago

Will was great and beyond. The place was what we expected and felt so comfortable every day of our stay. We forgot a wallet and immediately contacted us back to return it safe and sound. This place is a must!

A lofted sleeping area features a spacious bed beneath a sloped ceiling with exposed beams. Natural light enters through a window, creating a bright space. A cozy sofa in the main living area is visible below, maintaining an open and connected atmosphere.

5 out of 5 average rating, 5 reviews

Indiana Beach's best retreat

AllisonRating, 5 stars5 days ago

We have never stayed at an Airbnb that has been so guest friendly! There was everything you could need!! All the beds were comfortable and the kitchen was well stocked! We had a fantastic stay and will most definitely be back!!!

5 out of 5 average rating, 67 reviews

Sleeps 15: Hot tub, fireplace, lakefront!

ChristyRating, 5 stars1 month ago

Spent the weekend with my family and my brother’s family to remember him on his 10th anniversary in heaven. The house accommodated all of us. We did lots of fishing and playing games. The stairs to the water provided good exercise. My 91 year old mother even used the stairs several times a day to fish with her grandchildren and great grandkids. It was a very special experience and everyone thought the house was beautiful.

4.92 out of 5 average rating, 66 reviews

A light blue Keurig coffee maker is positioned on a dark countertop next to a coffee maker. A container filled with various coffee supplies, including sugar and stirring sticks, is also visible. The kitchen area appears organized and functional.

Home in Logansport

Peaceful River Cottage on the Wabash River!

CraigRating, 5 stars2 weeks ago

We like riding both the Pan Handle and the Nickel Plate bike trails. This place is right between them. The place was very clean and comfortable. Only surprise is there are steps inside due to house has two levels. This was a bit of a struggle for us with mobility issues.

5 out of 5 average rating, 13 reviews

The Main Lake House

JeremyRating, 5 stars10 months ago

Great place on the lake. Brought our family of 5 and rotated a friend or two throughout the week. Brought our boat and 2 jet skis and the hosts were very helpful with ideas to keep them safely docked out on the water. Lots of space at the house for everyone to hang out together or in pockets. Plenty of room in the garage for all of our gear too. Hope to come back every year.

4.98 out of 5 average rating, 51 reviews

The expansive exterior of the chalet is highlighted by a wrap-around deck with two umbrellas, providing shaded seating areas. Large windows atop the entrance allow natural light to fill the space, while a grassy area and landscape stones complete the inviting outdoor setting.

Cabin in Monticello

3,800 Sq Ft., Rustic Luxury Estate On Lake Freeman

KimberlyRating, 5 stars5 months ago

This was the perfect place for a family Christmas. We felt like we were on the set of a Hallmark movie! The cabin is quite large and has plenty of seating for wherever people want to gather. The kitchen was very well stocked and clean, the beds were comfortable and Brian and Allison were more than accommodating and quick to respond. We only wish we would had another couple days to spend there!