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!

#4 Dock swim, float, 2 min walk to Indiana beach!

This lower unit offers a scenic retreat with room for 6 guests, ideal for 2 adults and kids. Two bedrooms, including a cozy nook for the little ones. Enjoy modern amenities like granite counters and barn-style doors in the open concept kitchen. Evening entertainment with a foosball game. A large picture window provides a stunning Lake Shafer view. Share the dock with 4 other units for water fun. End the day around the bonfire pit. Your lakeside paradise awaits – book now!" (Monthly Discounts)

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.

Historic Schoolhouse Loft Night sky special !

Enjoy a bit of local history at a vintage Schoolhouse from the 1850's. In this renovated building, writers, artists, solo travelers will find this space restful and inspiring. Large clawfoot tub, balcony in the evergreens, and lots of books will make your stay one of a kind. Watch the sun set over the fields and then study the stars in the dark night. Fireflies are for free! All Dogs on leash are welcome. LGBTQ+ Friendly Check out our other listing, Fairytale Farmhouse, Sleeps 6.

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.

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.

Waterfront Condo Fit for a King

This unique place has a style all its own. Unwind around a campfire by the water & wake up to nature at this charming 2-bedroom, 1-bath vacation rental in Buffalo, near Monticello. Perfect for a peaceful retreat, this condo offers convenient access to local restaurants and attractions. Spend your days fishing, exploring the Indiana Beach Boardwalk, or simply soaking in the serene ambiance from either deck each evening. Your ideal getaway awaits—reserve today!

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.

Lake Shafer 1 Bedroom Suite

Our 1-bedroom suite is a comfortable, budget-friendly option for couples or small families. It features a queen bedroom, a living area with a full sleeper sofa, and a kitchenette with a refrigerator, microwave, and small cooking appliances. Located near the pool, the suite offers access to a patio with grills and outdoor seating with a peaceful bay view. Please note: this lower-level unit requires exterior stairs from the parking area.

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.