Vacation rentals in Monticello

4.95 out of 5 average rating, 204 reviews

The exterior of the house is highlighted by a large deck with wooden railings, offering ample outdoor space. The façade features numerous windows that allow natural light to fill the interior. Surrounding trees provide a natural setting, contributing to the secluded atmosphere.

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!

4.81 out of 5 average rating, 228 reviews

Farm stay in Delphi

A Fairytale Farmhouse

110 year old farmhouse filled with mystery and wonder. If you enjoy fairytales, folklore, nature, and love books then this is the getaway for you. 40 acres to explore and friendly animals to enjoy. We practice regenerative farming. Native plants, pollinators , & wildflowers abound. We also have another Airbnb listing the Historic Schoolhouse Loft. It can be rented along with the house for extra large groups. Check it out! New sky gazing platform. Come watch this amazing June night sky

5.0 out of 5 average rating, 17 reviews

The Lakeside Cove 4 bed 3 bath near Indiana Beach

Welcome to your ultimate Lake Shafer getaway -a beautifully updated retreat tucked away in Monticello, IN. ✔️Steps away from the entrance of Indiana Beach and the sparkling waters of Lake Shafer. ✔️4 Bedrooms & 3 Full Bathrooms ✔️Lakeside ✔️Cozy outdoor firepit & ample seating ✔️Game/Entertainment room with Arcade and Ping Pong ✔️Recent Updates PERFECT for: ✔️Family Vacations ✔️Indiana Beach weekends ✔️ Lake trips & boating weekends ✔️Relaxing fireside nights by the water ✔️Group getaways

The spacious living area features large windows that fill the room with natural light and offer views of the lake and surrounding greenery. A dining table with chairs is positioned near a cozy sitting area, which includes a sofa and armchair, enhancing the inviting ambiance.

4.96 out of 5 average rating, 27 reviews

Lakeside Bliss: Wonderful Lake Views & Access

Welcome to your lakeside retreat! Newly renovated 2bedroom, 2bath gem offers modern comfort and stunning lake views. Spacious living area flooded with natural light, fully equipped kitchen for easy meal prep, and dining area with breathtaking views. Both bedrooms boast cozy linens and plush bedding, ensuring a tranquil night's rest. Direct lake access for swimming, fishing, or basking in the sun on the private dock. Roll-away bed can fit in any bedroom and queen size air mattress available.

4.78 out of 5 average rating, 102 reviews

A cozy living area features a light-colored sectional sofa and a soft armchair. A glass coffee table sits in front, with subtle nautical decor adorning the walls. Natural light filters in through large windows, enhancing the bright and airy feel of the space.

Cottage in Monticello

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.

5.0 out of 5 average rating, 5 reviews

Spacious Waterfront Canal Home & Hot Tub Retreat

Welcome to Your Canal-Front Family Getaway! Escape to our spacious waterfront retreat nestled on a peaceful canal in the desirable C&C Beach Subdivision. Designed with families and large groups in mind, this open-concept home comfortably accommodates everyone while providing the perfect setting to relax, reconnect, and make unforgettable memories. Enjoy waterfront views, a private hot tub, covered patio, fire-pit, grill station, fishing, floating in the canal, kayaks & yard games!

A wooden dock extends towards a lush, green yard framed by tall trees. In the background, a two-story house nestled among the trees is partially visible, emphasizing a serene lakeside setting.

5.0 out of 5 average rating, 33 reviews

Lakeside Haven: 4 bed/2 bath/sleep 11 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.

4.95 out of 5 average rating, 107 reviews

Cabin in Monticello

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 !

4.99 out of 5 average rating, 151 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.

4.92 out of 5 average rating, 154 reviews

A tranquil view is offered from the deck, surrounded by trees with lush green foliage. The water is visible in the background, reflecting the cloudy sky, while colorful lights are strung along the wooden railing, enhancing the outdoor space.

Cottage in Monticello

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.

A spacious living area showcases large windows providing a view of the river. Comfortable seating surrounds a coffee table, with a television mounted on the wall. Natural light floods the space, highlighting the warm wood accents and inviting atmosphere.

4.96 out of 5 average rating, 28 reviews

Family Fun or Serene Setting?

Relax with the whole family at this peaceful Tippecanoe River cottage with access to Lake Schafer in Monticello, IN. Located about 15 minutes from the Indiana Beach amusement park and other warm weather activities. Plenty of books, games and activities to keep your kiddos busy while you relax out on the expansive deck that overlooks the water. Plenty of gathering space inside and out!