Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Brookston

4.97 out of 5 average rating, 154 reviews

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!

Top guest favorite

Lush greenery surrounds a peaceful river reflecting the sunlight. A large tree extends its branches over the calm water, creating a tranquil setting. The area features natural vegetation along the shoreline, offering a serene escape into nature.

Home in Rochester

4.95 out of 5 average rating, 169 reviews

Your Country Home - Private, quiet wooded setting

Modern house in the country with a reputation for sparkling cleanliness and 2 day minimums between guest stays. Close to Culver Academies (18 min/10 mi), Lake Maxinkuckee (13 min/7.4 mi), Lake Manitou (27 min/16 mi), and the historic Tippecanoe River (5 min/3.5 mi to Germany Bridge or 5 min/1.6 mi to Aubbeenaubbee Landing in Leiters Ford). We keep our prices low for 2 people, so please note that while we have space for up to 6 guests, each additional guest will incur small additional charges.

Top guest favorite

A historical Victorian-style house is surrounded by a winter landscape, with snow blanketing the ground and branches. The home features a wrap-around porch and multiple windows, allowing for natural light to fill its spacious interior.

Home in Delphi

4.96 out of 5 average rating, 242 reviews

*Award Winning-Victorian Home(Large outdoor space)

Open & lit for recreation & relaxation. 2 car private parking area directly on side. Wrap around porch & garden for entertaining, grilling, & conversation. Large kitchen(seating 4), dining area(seating 8) and parlor for entertaining (seating for 6). Living / TV Room with Apple TV to watch NETFLIX & TV(no cable). Multiple work desks w/ area for reading & relaxing in office & master bedroom. Large bedrooms w/ built in storage / closets. Stand up showers & bathrooms w/ towels / provisions in each.

Guest favorite

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

4.92 out of 5 average rating, 114 reviews

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.

Top guest favorite

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

4.96 out of 5 average rating, 165 reviews

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

Top guest favorite

The entrance features a welcoming door accompanied by a decorative sign, inviting guests. Flourishing flower pots with vibrant red blooms are placed beside the door, complementing the neutral beige siding of the home. Two windows with green shutters allow natural light into the space.

Guesthouse in Lafayette

4.97 out of 5 average rating, 101 reviews

Papaw’s Barn

Take it easy at this unique and tranquil get away, in the middle of Indiana heartland! This is a peaceful country setting in a farming community. It is 15 minutes from interstate I-65, approximately 20 minutes to downtown Lafayette and approximately 30 minutes to Purdue University. Papaw’s barn is a detached building away from the main house with parking. If you enjoy relaxing views of the country, in the middle of Indiana heartland, this is the place for you!

Guest favorite

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.

Townhouse in West Lafayette

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.

Guest favorite

The modern farmhouse is set on a spacious green lawn, framed by low bushes. A gravel driveway leads up to the welcoming front porch, which is sheltered by a gabled roof. The sky above features scattered clouds, adding a serene backdrop.

Farm stay in Flora

4.94 out of 5 average rating, 157 reviews

Charming Rural Farmhouse on a Working Alpaca Farm

Enjoy the peace of rural country living on our working alpaca farm near Kokomo, Indiana. With your stay you'll have complete privacy as a guest of our farm and exclusive access to our modern farmhouse, complete with free wifi, flat screen TVs, modern kitchen appliances, gas-grill and even a Keurig coffee-maker. You will miss none of your modern-day amenities at this farmhouse located 1 hour north of Indianapolis, 3 hours southeast of Chicago.

Top guest favorite

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

4.99 out of 5 average rating, 115 reviews

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.

Top guest favorite

The two-story exterior features a wooden deck with seating and string lights above, creating a cozy atmosphere. A staircase leads down to a grassy area surrounded by well-maintained landscaping, with a mix of shrubs and trees framing the space.

Home in Winamac

4.97 out of 5 average rating, 104 reviews

The Riverhouse

Enjoy the view of the Tippecanoe River when you stay at our Riverhouse! The backyard has access directly to the river, where you can sit around the firepit and watch the water go by as you relax with your family and friends. This house is located in the country- a few neighbors nearby, wifi is not high speed, and you may encounter some wildlife. Please be aware you are not in a big city some resources will be limited.

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.

Top guest favorite

Cabin in Veedersburg

4.98 out of 5 average rating, 254 reviews

Rustic Cabin Getaway

Rustic Cabin Get Away - Partially secluded small 2 bedroom cabin with a loft. Perfect for a weekend or week get away right here in Indiana. Enjoy beautiful views and wildlife from the rocking chairs or porch swing on the covered front porch. Located short driving distance from 3 wedding barns, 2 State Parks , The Covered Bridge Festival, The Badlands, Purdue & Wabash.