Vacation rentals in Monticello

4.97 out of 5 average rating, 155 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.

4.93 out of 5 average rating, 46 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, 167 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 have 2 other cabins and our cozy apartment listed.

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.

5 out of 5 average rating, 14 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.

Superhost

Apartment in Monticello

4.86 out of 5 average rating, 14 reviews

Cheerful Lakeside Studio

At Bluebird Bay Resort, we help guests create lasting memories by providing comfortable accommodations, personalized service and lots of opportunities for fun! Located in peaceful Honey Creek Bay on Lake Shafer near Indiana Beach Boardwalk Resort, we offer 12 different guest units on a 1.7 acre lakefront property. The resort includes multiple lodging options, ranging from smaller hotel-style studios to large two-bedroom private cottages, to meet the needs of most travelers and groups.

4.95 out of 5 average rating, 64 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 !

4.96 out of 5 average rating, 67 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.

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.

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.