Vacation rentals in New Grand Chain

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Top-rated vacation rentals in New Grand Chain

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Top guest favorite
The exterior of a charming house is displayed, featuring a red and white color scheme. A covered porch with a swinging bench is visible, along with a flag pole supporting an American flag. Two windows allow natural light to enter the home.
Bungalow in Karnak

Trails End Tunnel Hill Bike Trail Overnight Stay

Located at the end of the 58 mile Tunnel Hill Bike Trail. Fully furnished with full size kitchen, bathroom with shower, bedroom and pool table. No need to pack, all the basic essentials are provided including, but not limited to, bottled water, paper plates, utensils, towels, soap, shampoo, toothpaste, coffee, juice, milk, bread, etc. If it's not there, the Dollar General Store is located 5 blocks away. Full size bed, room for 2 additional people, inflatable mattress available upon request.

4.99 out of 5 average rating, 157 reviews
Top guest favorite
A red barn with a peaked roof is set against a lush green landscape, reflecting softly in a calm pond nearby. Tall grasses frame the water’s edge, while trees provide a natural backdrop under a partly cloudy sky.
Cabin in Dongola

Charming Cabin Overlooking 5 Acre Lake

This cozy, newly remodeled, and inviting cabin offers you a relaxing, serene, and tranquil setting. During your stay you will see nature at its finest. Enjoy a drink on the large deck overlooking the picturesque landscape as well as the lake. If you enjoy fishing then this stocked lake is the place for you. Feel free to fish on the bank or the dock. This cabin is part of the original homestead that was established in 1855 by Valentine Kimber. Located close to wine trails and interstate 57.

5.0 out of 5 average rating, 104 reviews
Top guest favorite
The exterior of a charming lodge is surrounded by trees, featuring large windows and a wraparound deck. A wooden structure showcases a combination of stone and wood elements, while a spacious pool area is visible in the bottom left corner, framed by nature.
Cabin in Goreville

Secluded and Stunning Lodge - Hot Tub, Hiking

Hi, hello there, welcome! Bring your friends and family and get ready to relax. Our spacious lodge is the perfect getaway for those looking for some peace and privacy. Located adjacent to Ferne Clyffe State Park, you can lace up your hiking boots and wander straight onto the trails. The Southern Illinois Wine Trail and multiple state parks are a short drive away, but you'll soon find yourself back in the privacy of our 28 acre retreat. Come and enjoy all that our unique cabin has to offer!

4.98 out of 5 average rating, 105 reviews
Guest favorite
A single-story house is set amidst a well-maintained lawn, featuring green shutters and a light-colored exterior. A stone border surrounds a small firepit, and an American flag gently waves on a nearby tree, adding a touch of color to the serene landscape.
Home in Joppa

The SHACK

Nestled in Joppa, Illinois, just outside Metropolis, The Shack is a cozy riverfront retreat perfect for relaxation or adventure. Enjoy a well-furnished space with WiFi or unwind by the fire pit, watching barges drift by. Public boat launch is a short walk away, making fishing and exploring easy. Harrah’s Casino is a short drive. Whether you're passing through, hunting, or unwinding, The Shack is your ideal getaway. Ready for your escape? Experience riverside charm in this hidden gem!

4.9 out of 5 average rating, 63 reviews
Top guest favorite
Cottage in Vienna

Peaceful Cottage Retreat

Contactless Check-in. This cottage has everything you need for a relaxing getaway. It's private, tranquil setting is surrounded by nature. A King bed with luxury bedding ensures a peaceful stay. The cottage comfortably accommodates 4 adults with the additional sleeper sofa. The kitchen includes a mini-fridge, microwave, toaster and coffeemaker. Also enjoy the cozy gas fireplace inside the cottage. Outside you'll find a large patio, gas grill, wood burning firepit, and a shady hammock .

4.96 out of 5 average rating, 168 reviews
Top guest favorite
A living room features wooden accent walls and large windows that frame views of the surrounding woods. Comfortable reclining chairs are positioned with a soft throw blanket draped over one. A small table with a lamp adds warmth, inviting relaxation. Natural light fills the space.
Cabin in Dongola

Edgewood Retreat

Perfect country retreat for a small family or two couples! Cabin living room and patio space overlooks the edge of the woods. Two comfortable bedrooms with queen beds. Master bedroom has attached full bath with tub / shower. Guest bedroom has access to second full bath with corner shower just outside bedroom door. Closets in both bedrooms! The living room has a beautiful working gas Mendota Hearth fireplace. Rustic hickory kitchen with built in laundry unit! Relax, enjoy, unwind!

4.98 out of 5 average rating, 47 reviews
Top guest favorite
A spacious porch is lined with wooden rocking chairs, offering a view of the surrounding greenery. An interior area features a cozy seating arrangement with a patterned rug and rustic decor. Outside, an inviting fire pit area with comfortable chairs is set amidst the natural landscape.
Cabin in Anna

Shawnee Hiking!Hot tub!Fire Pit!Wine Trail!

WELCOME TO LUXURY GLAMPING ON THE SHAWNEE WINE TRAIL OF BEAUTIFUL SOUTHERN ILLINOIS. You will be resting in an authentic oak timber cabin, built on the historical "Trail of Tears" in Union County - Anna, Illinois. This lodging offers the rustic appeal, a taste of Native America with the comforts of contemporary amenities including an outdoor hot tub all year long! *If you do not find your desired date available, be sure and check our twin cabin listing at AdamsRock Cabins, Cabin #2.

4.91 out of 5 average rating, 179 reviews
Top guest favorite
A cozy living area features a white fireplace with a wooden mantel. A television sits atop the mantel, framed by a floral arrangement. A patterned armchair is positioned nearby, complementing the neutral tones of the walls and flooring.
Home in Kevil

Hosta House

Enjoy an adult stay in this private cozy getaway. This entire space is single level, quiet and just minutes from Paducah. (Outdoor kenneling accepted no indoor pets.) The country setting is ideal for a quiet weekend or longer stay. The private patio is a perfect place to have your morning coffee and evening wine while enjoying the flowers and sunsets. You will enjoy the roomy space and French touches no matter the reason for your visit. Summer grounds boast over 100 hosta varieties.

5.0 out of 5 average rating, 101 reviews
Top guest favorite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

4.94 out of 5 average rating, 286 reviews
Guest favorite
Apartment in Dongola

Earnhart Carriage House

Standalone, 2 BR, light, airy, upstairs apartment for 4 guests. Full kitchen, coffee bar, washer/dryer. In our small village, there is a bank, post office, Dollar Store, library, gas station, and a park are within walking distance. I-57 is one mile. We live near a railroad crossing. If you are a very light sleeper, they may wake you. Each bedroom has a desk and sitting area and the bedside table lamp bases have outlets to charge your phone or tablet.

4.91 out of 5 average rating, 129 reviews
Top guest favorite
A spacious lodge is set among lush greenery, featuring a rustic wooden exterior with multiple gabled roofs. Surrounding gardens and a paved driveway lead to the entrance, while a tranquil lake reflects the scenic surroundings. Ample outdoor space enhances the natural beauty of the property.
Cabin in Vienna

Samson's Whitetail Mountain Rustic Lodge

The lodge sets at the top Samsons Whitetail Mountain, with close proximity to Shawnee National Forest for zip lining, rock climbing, hiking, Tunnel Hill State Trail or Shawnee Hills Wine Trail. You can relax on the beautiful porch or balcony and watch herds of elk , fallow deer, or other wildlife animals. Walk down to enjoy the view of the lake or just bask in the gorgeous sunset. There are multiple fire pits along the water, with firewood!

4.89 out of 5 average rating, 231 reviews
Guest favorite
Home in Anna

Updated Farmhouse w/ King Suite

Cozy updated farmhouse near the Southern Illinois Wine Trail and Shawnee National Forest. This warm and comfortable home blends minimalist style with rustic charm and features a King Suite, family-friendly amenities, and a peaceful, rural feel—yet it's just minutes from town. Only 24 minutes from SIU Carbondale, it’s perfect for campus visits, hunters visiting during the season, wine trail adventures, or a weekend close to nature!

4.96 out of 5 average rating, 57 reviews

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