Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

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

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Guest favourite

Cottage in Brookston

4.96 out of 5 average rating, 105 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!

24–31 Dec

$181 SGD per night

Superhost

Yurt in Monticello

4.9 out of 5 average rating, 155 reviews

Glamping in a Yurt on the Tippecanoe River

A Yurt in an Oak forest on the river. Beautiful view of the river. This is Glamping. There is electricity, hot water, and usually enough cell service to text. No internet. Inside wood stove for heat. Outdoor kitchen: stove, grill, small fridge, pans, utensils all provided. Outdoor hot water bath tub and shower. Outhouse - 2 seater! :) Privet - Great for: couples, families, fishing, and float trips. Stairs to river. Large fire pit. Good for group events: reunions, weddings, etc.

7–14 Jul

$150 SGD per night

Guest favourite

Home in Delphi

4.96 out of 5 average rating, 205 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.

27 Nov – 4 Dec

$266 SGD per night

Guest favourite

Farm stay in De Motte

4.94 out of 5 average rating, 113 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

5–12 Mar

$115 SGD per night

Guest favourite

Guest house in Kokomo

4.93 out of 5 average rating, 116 reviews

Sunlit Sanctuary w/Country View. Tranquil & Clean.

Retreat to the country with this newly renovated guest house. Located just 8 minutes away, this modern space offers a tranquil, country setting with quick, easy access to Kokomo. A lovely space to unwind and relax after a busy day at work or play, this quiet setting ensures you rest peacefully. In the morning, after drawing back the blackout curtains, take in the serene views of the countryside and perhaps catch a glance of the local wildlife as rabbits, squirrels and birds are abundant.

26 Jun – 3 Jul

$141 SGD per night

Guest favourite

Flat in Rensselaer

4.98 out of 5 average rating, 313 reviews

Saint Rayburn's Place

Our space is in a small but fantastic town, perfect for couples, solo adventurers, business travelers. Rensselaer's unique art scene is renowned; check out over two dozen murals that grace our revitalized downtown. *NEW - disc golf at Brookside Park-we have discs for guests' use! Our listing fee is what it is-no separate "cleaning fee." We'll always leave you with homebaked goodies, & make sure there are farm fresh eggs in the fridge. When you're ready to relax, head to Saint Rayburn's Place.

22–29 Mar

$138 SGD per night

Guest favourite

Cottage in Monticello

4.92 out of 5 average rating, 24 reviews

Charlesworth Cottage

Relax with the family at this peaceful little cottage hidden away but close to many amenities. It’s 10 minutes from Indiana Beach, 30 minutes from Purdue University, and just a short walk to the Madam Carroll and Sportsman restaurant. It has a friendly neighborhood and includes a dock walking distance from the home. The kids can swim in shallow areas of off the dock. This place is where you will be able to get away from the hustle and bustle of life. May you be blessed by your experience.

8–15 Nov

$166 SGD per night

Guest favourite

Home in Monticello

4.96 out of 5 average rating, 24 reviews

Cozy 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! Spread out and enjoy the sunshine on the wraparound deck. Enjoy cooking in the newly renovated kitchen with brand new appliances. Hangout in the living and dining area 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 and LED lighting to make it magical!

16–23 Feb

$233 SGD per night

Guest favourite

Farm stay in Delphi

4.79 out of 5 average rating, 173 reviews

A Fairytale Farmhouse at Farm to Folklore

110 year old farmhouse filled with mystery and wonder. If you enjoy eclectic design and cottagecore aesthetics this is the place for you! Four Restful Bedrooms Two Intriguing Living Rooms One Charming Library One Light filled Sunroom One Simply Rustic Kitchen 40 acres to explore and friendly animals to enjoy. Hiking trails in large mature forest, pond, and bonfire pit. All pets welcome. Close to Indiana Beach, Delphi Historic Wabash and Erie Canal, Brookston Festivals.

27 Aug – 3 Sep

$224 SGD per night

Guest favourite

Barn in Rensselaer

5.0 out of 5 average rating, 274 reviews

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.

11–18 Feb

$202 SGD per night

Guest favourite

Cottage in Monticello

4.96 out of 5 average rating, 140 reviews

Hop Cottage

A beautiful river cottage on a bend in the Tippecanoe River, with a large deck, spacious kitchen, and lots of yard. Great swimming with a dock for diving. A peaceful retreat for those who want some time away from the noise and the hectic pace of the workworld. In the winter, the fireplace and picture windows create a bird-watcher's paradise.

22–29 Jun

$222 SGD per night

Guest favourite

Cottage in Monticello

4.93 out of 5 average rating, 45 reviews

Tippecanoe River Sweet Z’s Cottage

Take a break and unwind at this peaceful cottage with a walk out pier with a sandy shore. Great fishing. Canoe and float rentals within 5 miles. Restaurants and bars within 3 miles. Indiana Beach 10 miles. Historical Downtown Delphi 10 miles. The famous Oakdale Dam Inn and The Dog House Bar and Grill within 12 miles.

18–25 Aug

$169 SGD per night