Vacation rentals in Sullivan County

Illinois Vacation Rental Home: Pets Welcome

A rustic retreat awaits at this 2-bedroom, 1-bath vacation rental in the charming town of Palestine, Illinois! This home inspires a nostalgic feeling of trips to grandma’s house, whether you curl up beside the fireplace or play board games in the cozy living room. Your furry friends are sure to enjoy the spacious backyard, while the whole family can gather on the deck for a barbecue. Be sure and explore the great outdoors nearby, from boating on the Wabash River to quiet walks in Leaverton Park.

LakeWay Retreat- 4 min from US-41 and The Lake!

You will be close to everything when you stay at LakeWay Retreat. Conveniently located in downtown Sullivan, 4 minutes from U.S. Highway 41, 4 minutes from Lake Sullivan, and within a short walking distance to many great local restaurants. Also, centrally located from the many Fish and Wildlife/Recreation areas nearby. Great location for those who enjoy boating, fishing, hunting, off-roading, golfing, or small-town shopping. Boat and trailer parking available and our Bait Shop is next door

Peaceful & Simple 2 BR Home in Quiet Neighborhood

Weekly/Monthly rates available! Message us for details. Perfect for someone coming to work in Crawford County or for someone stopping in to visit family. This house is simple - not glamorous - as we cater to traveling workers. Washer and Dryer and Internet. Bedroom 1 has a king bed, bedroom 2 has a full and twin. Street parking is available on both sides of the house as it is a corner lot. Please park next to the house, and not across the street so we can be considerate of our neighbors.

Spacious, Unique 3-bdrm Home with Hot Tub.

Kick back and relax in this calm, stylish space. Enjoy the open concept living room and kitchen area that opens up into the spacious backyard. The home sits in a quiet, friendly neighborhood. This home is just minutes from Beautiful Downtown Sullivan. Stop in and enjoy one of the many local restaurants, shops, bakeries and other local businesses. You will also be conveniently located less than one mile from Hwy 41, with easy access to Vincennes, Linton, Robinson, and Terre Haute.

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

3 Bedroom Bungalow

Your family will be close to everything when you stay at this centrally-located place in Sullivan, Indiana. You will have everything you need in a home away from home. Fully furnished with all your kitchen needs. You'll have Wi-Fi with 2 smart TVs and a dvd TV. Fenced in back yard with gas grill included. Pet friendly with extra deposit. This home is only minutes from Sullivan Lake, the city park and pool, bowling alley, grocery store, Walmart, and many restaurants.

Cozy and comfy studio with 2 beds and patio!

Welcome to your spacious and spotless retreat in Dugger, Indiana — perfectly located just minutes from Greene-Sullivan State Forest, Goose Pond Fish & Wildlife Area, and countless outdoor adventures. Whether you're here to hike, fish, hunt, or simply unwind in nature, this clean and comfortable home is fully equipped and ready to host your getaway. Enjoy peaceful surroundings and the comfort of a well-maintained space to relax after a day of exploring.

Quiet home near Lake Sullivan

Relax and have fun with friends and family at this peaceful home on a 3 acre orchard. Five minute walk to the entrance of Lake Sullivan and the county fairgrounds. Perfect getaway for a fishing/hunting retreat. Boating and water activities steps away. Full kitchen for your convenience. Two minute drive to Downtown Sullivan. Conveniently located near Busseron Creek Fish & Wildlife Area. Boat, trailer, RV parking available on site.

Nice 3100 sq ft 2 story house.

Nice two-story house on Highway 41 that sleeps up to six people. There is a gas station, subway, Mickey's bar and grill, Mexican restaurant and dollar general within walking distance. 15 mins from terre haute. 15 min drive to Sullivan Lake. 8 mins to industrial park. Has plenty of room for the family with an office upstairs and rec room with ping pong table, board games and cards.

Gorgeous Apartment-Quiet Street.

✨ Whether you’re an outdoorsman, mountain biker, hunter, fisherman, weary traveler, a hard-working road warrior—or anyone in between—our cozy apartment is ready to welcome you! 🎣🛹🏌️🚣‍♂️🚵‍♂️ Just minutes from multiple parks and outdoor recreation venues, it’s the perfect spot for a couple or small family to rest, recharge, and enjoy! We’d love to host you! ✨

Country rental

Bring the whole family to this great place with lots of room for fun. Located just outside of Dugger. Located just 7 miles away from Greene Sullivan state forest, Redbird off-road state recreation area, and next door to Acorn Ridge wedding venue. Just the place if you are looking for a cozy, country setting.

Carpe’ diem!

Enjoy the “cabin felt” warmth of this small home with (1) one queen bed. It’s peaceful, with soft lighting and privacy. Great place to relax and feel at home but only a 20 minute ride to Terre Haute. It’s Shabby Chic and country cozy rolled up in one!