Vacation rentals in Chester

JGB’s Farm and Getaway

We are in the country next to a blacktop road.This is a very laidback place , there are farm animals across the road at our farm. This was my moms farm house and I just want people to enjoy it as much as she did. We are close to Kincaid Lake, the local winerie, the World Shooting Complex, and hiking trails (Piney Creek Revenue). Come and enjoy a day fishing or just sitting on the back deck enjoying the peaceful surroundings. Later build a fire and sit back and relax. Come and enjoy the country.

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Arcadian Idyll

Gorgeous country house setting on Centennial farm with rolling hills and magnificent views. Peace and quiet is what you get. 2500 sq ft. house was recently built with space and comfort in mind with no steps on lower level to enter. Welcome inside to a vaulted ceiling with large kitchen island. Three bedrooms, full bathroom and laundry room are located on the main level. Upstairs you will find a large master suite with a full bathroom. Lots of room to relax on separate patio just outside bedroom

10 Min to Ste. Genevieve | Hot Tub & Fire Pit

Step into a piece of Missouri history — then come home to your private hot tub. Hot Tub Hideaway is a spacious 4BR/2BA ranch in St. Mary, 10 min from Historic Ste. Genevieve — Missouri's oldest city and a National Historic Landmark. Tour French Creole architecture, visit local museums, explore wineries, then return to your private hot tub, fire pit, and fenced yard. ✦ 4BR/2BA/Sleeps 8 ✦ Hot tub, fire pit & grill ✦ Fenced yard ✦ Full kitchen, W/D, Smart TVs ✦ Single-level ✦ Pet-friendly

Dove’s Nest: Serenity & Comfort Sleeps 6

Check in at 3pm. Check out 11am Code upon arrival High speed AT&T 18MBS Family friendly, couples, girls trip. Owners of the Cozy Haven tiny house rental Airbnb. next door. And Wrens Landing found on Airbnb to rent Downtown. Shops, wineries, restaurants,bars. People travel all over to experience town and french culture. Oldest settlement west Mississippi river. Coffee bar and teas. 65 inch smart tv. Each bedroom has Roku smart tv. Outside firepit & dining area. No pets.

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

Crazy Joe's Cabin #1

Located 2 miles off rt. 151 in Shawnee National forest. The cabin is along tree line just west of Crazy Joe’s Fish House. Restaurant is open at 4pm Wednesday, Friday and Saturday Guests receive $10 food voucher with stay 1bedroom cabin with queen bed, living room with queen sleeper sofa. Full kitchen, bathroom with shower,washer/dryer. Great place for hunting or fishing trip or get away. Smart tvs you can access apps We have 2 other rentals Crazy Joe’s Cabin 2 & Hickey House

Downtown home + Arcade 1980's experience!

If you’re looking for a unique experience to enjoy with your friends and family you have found the right place! Peaceful and centrally-located place with a front porch view of the Gabouri creek and train trestle. Downtown shops and restaurants within walking distance. 1 King, 1 Queen, 1 Full bed. 1 bath with shower + 1 bath with tub. Arcade with vintage games and pinball! Most games set to free play! *some take coin* *No parties - access limited to guest only*

Brewer House

Kick back and relax in this calm, stylish space. Completely renovated 3 bedroom/2 bath home with master en suite on upper level. Located between Perryville and Ste Genevieve with easy access to I-55. Perfect for traveling workers or couples/families exploring the area or in town for sporting events. If you are looking for additional space, there is also a 2 bedroom/2 bath home right next door (pending availability) - check listing for Brew2 (airbnb.com/h/brew2)

Sassafras Creek Cabin

Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

The Country House

Relax with the whole family at this family farmhouse, nestled in the quiet countryside of Southern Illinois. If you're in the area to work, visit family, explore nature or just get away this is the perfect place to spend time or wind down after a long day at work. Nearby attractions include Kinkaid Lake, Pyramid State Park, SIU-C, World Shooting and Recreation Complex, wineries, hiking, golfing, fishing, and hunting.

Denmark Roadhouse~A Country Experience

80s farmhouse bordering Pyramid State Park. You and your guests are the only occupants during your stay. You are renting the home. The farm and adjoining areas are rented and there is NO TRESPASSING ALLOWED. Short drive to- Pyramid State Park World Shooting Complex SIU-C DuQuoin State Fairgrounds Shawnee Hills Wine Trail Local Breweries Pyramid Oaks and Red Hawk Golf Courses Kincaid Lake Rend Lake