Vacation rentals in Sullivan County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sullivan County

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

0 of 0 items showing

1 of 3 pages

A cozy living room features two brown leather sofas positioned around a fireplace with a brick backdrop. A wall clock is mounted above the fireplace, and a TV is attached to the wall nearby. Natural light filters through the windows adorned with light curtains.

Home in Palestine

5 out of 5 average rating, 6 reviews

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.

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

4.95 out of 5 average rating, 75 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 and our Bait Shop is next door

Guest favorite

A well-lit living area features a sleek black dresser beneath a large television. A decorative basket rests on the floor, offering a touch of warmth. Natural light enters through the window, which is adorned with blinds, complementing the light-colored walls.

Home in Palestine

5 out of 5 average rating, 12 reviews

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

Superhost

A living area features a plush area rug anchoring the space, complemented by a wooden coffee table. A comfortable couch is positioned nearby, with decorative pillows arranged. Large windows allow natural light to fill the room, while a TV is placed on a wooden cabinet, enhancing the home's cozy feel.

Home in Palestine

4.65 out of 5 average rating, 37 reviews

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.

Top 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, 47 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.

Top guest favorite

A view of the dining area is presented, featuring a wooden table set in the center beneath a pendant light. The floor is adorned with a patterned rug, surrounded by windows that allow for natural light. A sideboard can be seen against the wall.

Home in Farmersburg

4.9 out of 5 average rating, 108 reviews

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.

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

4.91 out of 5 average rating, 22 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.

Top 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

5 out of 5 average rating, 12 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.

Guest favorite

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

4.84 out of 5 average rating, 57 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.

Guest favorite

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, 50 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! ✨

Superhost

The exterior of a spacious brick home is visible, surrounded by lush green trees and manicured lawns. A long driveway leads to the entrance, offering a welcoming approach. Bright blue skies complement the serene country setting.

Home in Sullivan

4.63 out of 5 average rating, 19 reviews

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.