Holiday rentals in Monticello

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!

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!

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.

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, putt putt, arcade and basketball courts. Sorry but no pets and no parties. Cottage is in a quiet residential neighborhood.

Lakefront Escape | Dock, Fire Pit & Park Lights

Step into your perfect lakeside getaway — a cozy 2-bedroom waterfront cottage where relaxation and fun go hand-in-hand. Spend your mornings fishing off the private dock or enjoying the gentle breeze by the shoreline, and wind down your evenings roasting s’mores under the stars. Set right on the shores of Lake Shafer, this hidden gem offers unobstructed views of Indiana Beach, where the lights of the amusement park and the hum of the roller coasters create a truly unforgettable backdrop.

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 !

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

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.

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.

Bailey Bungalow Lake house

Come stay at this cozy bungalow on the Big Monon just off beautiful Lake Shafer and minutes from Indiana Beach Amusement Park. This 3 bed 2 bath private home is located in one of the best fishing spots comes with a boat lift and piers. Watch the sunset from the deck or soaking in the lake. Rental includes all modern amenities. Also available is the rental of a golf cart for additional charge.