Vacation rentals in Sullivan County

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Top-rated vacation rentals in Sullivan County

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Guest favorite

A charming two-story home is showcased with a well-maintained exterior. A red star decorates the front, and a pathway leads to the entrance. Lush green grass surrounds the property, enhancing the inviting appearance of this cozy residence.

Home in Palestine

5 out of 5 average rating, 7 reviews

Serene Tranquil Escape!

Cozy 2-Bedroom 1 Bath Home in the Heart of Palestine, IL Welcome to your home away from home! Nestled in the charming town of Palestine, Illinois, this cozy 2-bedroom home offers the perfect blend of comfort and convenience for families, couples, or small groups. Fully Equipped Kitchen: Stocked with appliances, cookware, utensils, perfect for home-cooked meals. Comfortable Living Room: Unwind on the plush sofa with access to Wi-Fi and a smart TV for streaming your favorite shows. AppleTV, DVD

Guest favorite

Home in Sullivan

5 out of 5 average rating, 7 reviews

Waterfront Gem w/ Private Dock on Sullivan Lake!

Lake-View Dining | Ping-Pong & Pool Tables | 4 Mi to Town Spend your next lakefront retreat at this Sullivan vacation rental! The 3-bed, 2-bath home has 2 living areas, a full kitchen, and ample outdoor space with on-site access to Sullivan Lake. After days spent fishing off the dock or kayaking along the shore, savor al fresco meals on the patio or drinks on the wraparound deck. No matter who you’re traveling with, you’ll love spending quality time with loved ones at this impressive abode!

Guest favorite

An open concept living area features dark leather seating arrangements, including a spacious sofa and an accent chair. A dining table for four and a kitchen area are visible, with large glass doors leading to a green backyard. Natural light floods the space.

Home in Sullivan

5 out of 5 average rating, 55 reviews

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.

Guest favorite

A single-story home is shown, featuring a light blue exterior and a symmetrical layout. A metal roof reflects sunlight, while a green lawn is framed by shrubs and trees. A paved driveway leads to a garage on one side, creating a welcoming entrance.

Home in Sullivan

4.9 out of 5 average rating, 30 reviews

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.

Guest favorite

A warm and inviting kitchen area features a wooden bar with two stools, illuminated by a stylish chandelier. Light streams through large windows covered by sheer curtains, complementing a welcoming sign on the wall. The background includes a glimpse of the living space beyond.

Cottage in Sullivan

4.94 out of 5 average rating, 84 reviews

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.

Superhost

A single-story home with a light-colored exterior is featured. A front porch with white railings and a flag is visible. Large windows allow for ample natural light. A pathway leads to the porch, with a grassy area surrounding the house.

Home in Shelburn

4.68 out of 5 average rating, 19 reviews

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

Guest favorite

A shaded porch is presented with a hanging American flag, vibrant flower pots, and comfortable seating. A light-colored sofa and decorative pillows invite relaxation, while a stone pathway leads to a lush green area beyond. Subtle outdoor lighting adds warmth to the space.

Home in Sullivan

4.94 out of 5 average rating, 18 reviews

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.

Superhost

The two-story house features a light exterior with blue shutters and a welcoming front porch. A circular driveway leads to the entrance, bordered by neatly maintained grass and landscaping. The roof has a classic gable design, and the windows are symmetrically arranged.

Home in Farmersburg

4.82 out of 5 average rating, 72 reviews

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.

The exterior of a cozy apartment is visible, featuring a covered porch with a swing, bordered by well-maintained grass. Surrounding greenery adds a natural touch, while the driveway and nearby structures contribute to a peaceful outdoor atmosphere.

Apartment in Shelburn

4.94 out of 5 average rating, 66 reviews

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! ✨

Guest favorite

A comfortable living area features a brown leather sofa alongside a matching armchair. A functional fireplace is positioned against a wooden mantel, and textured area rugs are placed on a warm-toned floor. Natural light streams through the window, accented by floral-patterned treatments.

Home in Farmersburg

4.98 out of 5 average rating, 57 reviews

3 BR, 2 Bath Mobile Home w/ OffStreet Parking

Welcome to our charming three-bedroom, two-bathroom mobile home, ideal for up to four guests. Recently renovated in the spring of 2024, it offers a perfect blend of comfort and convenience for a memorable stay. 10 minutes from Griffen Bike Park, 25 minutes from ISU, 20 minutes from Rose Hulman. Functional fireplace, enclosed back porch, & fenced in back yard.

Guest favorite

The living area features warm wooden paneling and a high ceiling. A comfortable gray couch is positioned beside a small white side table and a wooden rocking chair. A classic lamp provides soft lighting, while a television is mounted on the wall opposite the seating area.

Home in Shelburn

4.94 out of 5 average rating, 78 reviews

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!

Guest favorite

A unique cabin-style home is positioned alongside a serene body of water. It features a wooden porch with railings, flanked by large windows. Surrounding greenery enhances the natural setting, providing a peaceful retreat.

Cabin in Jasonville

4.93 out of 5 average rating, 27 reviews

The Sunnyside is a unique 14x40 cabin by the water

OUR PLACE IS IN THE COUNTRY AND QUIET ,WITH THE LAKEVIEW AND PRIVATE FIREPIT AREA MAKES IT VERY RELAXING.THERE ARE TRAILS THAT YOU CAN WALK AND A PUT PUT FOR SOME FAMILY FUN.