Holiday rentals in Elsberry

Artsy Farm Stay+Eclectic Vintage+Fresh Eggs

Our eclectic guesthouse is set on 80 acres of quiet magic, come unplug. Discover fun details in the art-filled interior, 1960s phone booth, and light-filled space boasting vintage finds and plants galore. Collect fresh eggs for breakfast, enjoy coffee on the expansive porch. Wander the flower and vegetable garden, hike the wooded trail, explore the creek & shower under the stars. Slow down, reconnect, recharge. 7mins off I-70, 30mins to Hermann & 50mins to both STL airport and Columbia.

Location · Family · Grill

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Family · Location · Grill

Spacious 6BR Retreat | Near I-64 & Weddings

Enjoy a relaxing stay in this stylish smart home near Highway 64, perfect for families, groups, and guests attending nearby weddings. Prepare meals in the well-equipped gourmet kitchen, enjoy eight 4K Smart TVs, reliable WiFi, and a dedicated workspace for remote work, all enhanced by smart technology for added convenience. Conveniently located near dining, shopping, and popular attractions, and just 30 minutes from STL Airport, this spacious home offers a comfortable and welcoming stay.

Family · Location · EV charging

Welcome to the "Blue House on Boone"

Country Cottage home with tons of charm that you cannot get in a Hotel Room !!! Great retreat whether you are in town for a conference, wedding or a just a vacation. Located off historic Main Street and just a couple of doors from Britton House the oldest residence in Lincoln County. Short walk or even shorter drive to The Factory and other wedding venues in our community. Enjoy the Cuivre River State Park or just simply relax in the back yard with nice patio, firepit and dining area.

Location · Family · Quiet

Nature Escape-170 Country Acres

Unwind at this one-of-a-kind cabin nestled on 170 private acres of rolling countryside. Perfect for families, couples, or small groups, this retreat blends rustic charm with modern comfort. Grill dinner on the deck, and gather around the firepit under a sky full of stars. Inside, you’ll find a cozy open layout with a fully equipped kitchen, inviting living spaces, and comfortable bedrooms with warm cabin décor. Large windows bring the outdoors in, offering views of the woods and water.

Location · Family · Comfort

Cozy Cajun Rentals

This mobile home is in a peaceful, rural area with residential properties and natural surroundings. Foley is a small town in Lincoln County, offering a more laid-back lifestyle. The area is surrounded by farmland and wooded areas, providing opportunities for outdoor activities. Nearby amenities include parks and small shops in the town of Winfield and Elsberry, about 10 to 20 minutes away. While larger retail and dining options are Troy, O'Fallon & St. Peters Mo. are 20 to 30 minutes

Family · Value · Hospitality

70’s Park Side Cabin with Kayaks

Welcome to our renovated 1970’s park side cabin!  This cute cabin is located in Cuiver River State Park and is close by several wedding venues. The cabin is a three bedroom and two bath, which is great for family trips or just a weekend getaway. We highly suggest; hiking, biking, running, kayaking, fishing, and taking pictures in the park. Our park side cabin has a simi stocked kitchen to help ease your stay. We hope you enjoy all the improvements we have made in this unique cabin!

Location · Family · View

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Family · Location · Hot tub

Graham Farm Cabin

Enjoy the country life in rural Greene Co in our cabin located on our farm. A great getaway spot! Features 2 bedrooms, 2 bathrooms, kitchen, dining, living room, laundry, porch and fire pit. Look out over the field for a beautiful sunrise. On a clear night, the stars are amazing! Enjoy nature and take a walk along our creek. Spend some time in our little town at our local shops and restaurants.... We live in the country between Carrollton and Jerseyville. (There is no WiFi.)

Family · Location · Kitchen

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.

Value · Location · Bathroom

Cozy Townhouse Retreat

Welcome to "Cozy Townhouse Retreat," a beautifully designed new construction multi level townhome offering 3 cozy bedrooms and 2.5 baths. This modern home features high-speed internet, convenient washer and dryer, and outdoor patio with gas grill and seating area, ideal for entertaining or relaxing. With a one-car garage and off-street parking, convenience is at your doorstep. Experience comfort, style, and modern amenities all in one place

Value · Family · TV

Pere Ridge Tree Escape with private hot tub

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Value · Location · Breakfast