Vacation rentals in Sesser

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Top-rated vacation rentals in Sesser

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Top guest favorite

The open living area features a blend of comfortable seating, including a leather recliner and a cozy armchair. A decorative rug anchors the space, while a table with chairs is visible in the background. Natural light filters through sheer curtains, enhancing the inviting ambiance.

Place to stay in Energy

4.98 out of 5 average rating, 216 reviews

Shady Rest “on blue pond” with hot tub

The tranquil sound of the water fountain sets the mood for Shady Rest. (removed during winter) Unwind in the therapeutic hot tub. (open all year long) Watch the 12 ft. windmill twirl as it catches the wind. Resident ducks will provide fun entertainment. End the day with a night fire around the fire pit. No matter what the season, Shady Rest “on blue pond” is sure to create an unforgettable experience. Property not suited for small children due to deep pond next to the Airbnb. No pets allowed

Top guest favorite

The exterior of a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.

Guesthouse in Carbondale

5 out of 5 average rating, 250 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Guest favorite

A renovated house is set amidst a lush green yard, featuring light blue siding and a welcoming front porch with white railings. A wooden deck is visible at the back, surrounded by trees, creating a peaceful atmosphere.

Home in Benton

4.93 out of 5 average rating, 27 reviews

The Anderson House

Experience the charm of Southern Illinois in the peaceful comfort of The Anderson House, a newly renovated 2-bed, 2-bath home with roots dating back to 1932. Featuring a full kitchen, an open floor plan, and inviting outdoor spaces, The Anderson House offers a perfect retreat for relaxation or exploration. A short walk across the grounds leads to a small coffee roastery, farmland, and a state forestry park, where guests can immerse themselves in outdoor activities or enjoy a delicious coffee.

Top guest favorite

A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.

Dome in Cobden

5 out of 5 average rating, 103 reviews

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Guest favorite

A cozy bedroom is featured with warm wood paneling and a metal ceiling. A spacious bed with soft linens is positioned near a window. A comfortable armchair and a nightstand with a lamp are included, contributing to the inviting ambience.

Tiny home in Whittington

4.91 out of 5 average rating, 263 reviews

Tiny Home of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

Top guest favorite

An outdoor patio area is featured, providing a shaded space with a metal table and chairs. Decorative pots with blooming flowers are positioned nearby, contributing to the inviting atmosphere. The entrance to the guest house is also visible, with a white door and a well-maintained exterior.

Guesthouse in Scheller

5 out of 5 average rating, 22 reviews

Jefferson County Guest house near Rend Lake

This is a great place for fishermen & hunters to stay(families are also welcome).This guest house was built in 2017 that will easily accommodate 4 people. There is a fish cleaning station & lots of room for your boat with the ability to charge batteries.There is an outdoor gas grill available. There is a bonus room available for your use that includes a stove, TV, & 1/2 bath. There is a fire pit & chairs for your outdoor enjoyment. This rental is near several restaurants & gas stations.

Top guest favorite

A rustic cabin is highlighted with wooden siding and a welcoming front porch. Comfortable seating is arranged on the porch, and the warm glow of exterior lighting enhances the evening atmosphere. Views of the nearby pond and surrounding trees are visible from the porch.

Tiny home in Ewing

5 out of 5 average rating, 174 reviews

LilyPad-pondside cabin, kayaks, trail, country

Great for a couple, an outdoorsman, or travelers! This cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I57 access, and public hunting land and within 1 hour of the Shawnee National Forest. Includes use of kayaks, fishing poles for the catch & release pond, and a walking trail. Bow target use available upon request. Gas grill, firepit and firewood. PLEASE NOTE: its a 12x20 studio cabin with 1 full bed and 1 twin sized foam couch sleeper. We don't allow pets.

Top guest favorite

A well-maintained front yard features two small trees with green foliage, providing a sense of tranquility. The house, characterized by white siding, has multiple windows that allow natural light to illuminate the interior. A concrete pathway leads to the entrance, enhancing accessibility.

Home in Sesser

4.95 out of 5 average rating, 130 reviews

Hunting, fishing, golf & beaches!

Welcoming family-style 2 bedroom home. Full kitchen/dining room/living room. Home boasts wood paneling and a 1940's vibe. Updated home of 4 generations. Full functioning kitchen with large refrigerator, stove, microwave and coffee maker. Laundry off the dining area, private driveway, back yard has charcoal grill & firepit. Beautiful, quiet neighborhood close to Rend Lake. Hunting, fishing, golfing, beaches within 5 miles.

Top guest favorite

A two-story house with a white exterior and a black roof is seen. The front is adorned with neatly trimmed bushes and a welcoming entrance, featuring a green door and large windows. A clear blue sky provides a bright backdrop.

Home in Pinckneyville

4.95 out of 5 average rating, 239 reviews

The Walnut House

Thank you for checking out The Walnut House. It’s a roomy and comfortable 2 bed 1 bath house in the middle of town. Within walking distance are several restaurants, many local shops, two grocery stores - one with a great deli! The city park has a walking trail, shady picnic areas, a public pool, and tennis and paddleball courts will be completed soon. Come settle in and enjoy a quiet safe small town get-away!

Top guest favorite

A serene private lake is surrounded by lush trees, reflecting a blue sky. A kayak is on the water, while a small wooden ladder leads to the water's edge. Smooth stones line the shore, creating a peaceful setting for relaxation or water activities.

Cabin in Du Quoin

4.98 out of 5 average rating, 149 reviews

H & B's...Come experience the magic of nature!

The Cabin is nestled in the woods, a few hundred feet from a beautiful private lake. If it's total solitude you are looking for, this is the place. Keyless entry makes it perfect if you want total privacy. If you want lake access, come down and have coffee with us for orientation. Our pantry items, coffee, granola, half & half, and spices are perfect for your full-service kitchen.

Top guest favorite

A secluded tri-level house is nestled among trees, featuring a spacious gravel driveway. The exterior showcases a mix of stone and wood, with a welcoming front porch and steps leading to the entrance, surrounded by greenery and ample outdoor space.

Home in Tamaroa

5 out of 5 average rating, 22 reviews

Little Muddy Hideout House & Pond on 10 Acres

Secluded tri-level house on 10 acres with a pond. Outdoor patio with grill and firepit. Screened in patio. Plenty of parking and no neighbors. Perfect place for relaxing and enjoying nature. Close to Rend Lake and 2 golf courses. Cleanliness of the home is our priority; you can rest assured that you will be sleeping on clean linens:)

Guest favorite

A modern kitchen area features stainless steel appliances against exposed brick walls, creating a warm ambiance. A wooden island with two stools centers the space, while cabinetry provides storage. Natural light illuminates the area, highlighting the blend of rustic and contemporary elements.

Apartment in Du Quoin

4.93 out of 5 average rating, 126 reviews

30 West·The Den ·Downtown Hideaway near Fairground

Welcome to 30 West · The Den, a modern downtown hideaway in the heart of Du Quoin. Just minutes from the State Fairgrounds, local restaurants, and the Shawnee Wine Trail, this cozy retreat is perfect for couples, solo travelers, or remote workers. With thoughtful touches, fast Wi-Fi, and a warm atmosphere, you’ll feel right at home.