Holiday rentals in Sullivan County

Palestine Illinois Retreat! Long-term discount!

Illinois Retreat with Pet-Friendly Yard! Ideal for a quaint family getaway, this 3-bedroom, 1.5-bath vacation abode in Palestine offers a cozy atmosphere that immediately welcomes guests. Equipped with a full kitchen and a secluded backyard, this rental ensures an stress-free relaxation spot. Proximity to scenic parks provides ample opportunity for you and your pets to explore. Whether you're here for relaxation or adventure, this dwelling promises a delightful stay for all. Fiber internet

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.

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.

Jim’s Junction

This is an older style rustic home in a small rural town. It is 10 miles from Sullivan, if you like a small Walmart and few restaurants. It is 20 miles to Terre Haute for a Walmart superstore and more of a variety of shopping and eateries. It is only 15 miles to Shakamak State Park, if you like hiking or just beautiful scenery. It is located in a nice location and there are 3 gas stations, a Dollar General and a Mexican restaurant right at your fingertips

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.

The Garando by City Park & Pool~2.1 miles to Lake

Make yourself at home in this roomy Sullivan retreat. Newly constructed property in November 2023; this home offers a fantastic blend of comfort and convenience, with a queen bed and full size bed to accommodate guest. Enjoy the full size kitchen with everything needed to prepare meals. Bathroom features a refreshing shower with ON- Demand tankless hot water heater and full size washer and dryer. Property is across from Sullivan City Park and Pool.

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! ✨