Vacation rentals in Pleasant Hill

Little House in the Hollow

Private Hot Tub • Pet-Friendly • Walk to Mark Twain Cave & Winery • Near Downtown Hannibal Relax in this PRIVATE cozy retreat perfect for families, couples, or business trips. Enjoy a private hot tub, fenced yard, fire pit, BBQ, fast Wi-Fi, full kitchen, and self check-in. Walk to the Caves, Winery, Trolley & MT Live Show; downtown is 2 miles away. Explore, unwind, and enjoy a comfortable stay close to Hannibal’s top attractions. Only Airbnb to offer a discount to the 4 ticketed attractions!

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, a convenient washer and dryer, and a cozy fire pit for those chilly evenings. Outside, enjoy an outdoor 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

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.

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.)

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Dome View Loft

Dome View Loft is a unique unit with comfort and spacious for your group. There is two bedrooms with each offering a queen bed. We own a Cafe with full menu right below for your convenience. There is a washer and dryer if needed. The view of our historic Courthouse is beautiful. Come and enjoy the quiet atmosphere with free parking. This location is within walking distance for downtown coffee shops and Book Store.

Quincy bay, River front cabin, Best views in town!

Relax in this riverfront cabin in Quincy, Illinois. Enjoy stunning river views from the dining table and kitchen, and step outside to a wraparound balcony perfect for morning coffee or sunset unwinding. Just a few steps lead you directly to the river. Ideal for business travelers or anyone seeking a peaceful getaway by the water. There is a cabin next door that can be booked as well if more space is needed!

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.

Cozy blue home

Welcome to our cozy blue home, in Bowling Green, Missouri. We are excited for your stay. We are located right in the middle of town that has fast access to all fast-food, sit-down eating, stores, parks, and gas stations around. We do allow dogs on our property, cats are not allowed, we apologize. Relax with the whole family at this peaceful place to stay.

Peace on the Prairie — Quiet Nature Retreat

Peace on the Prairie Too is a thoughtfully designed two‑story tiny house set on a 24‑acre restored prairie, offering the kind of quiet, space, and natural beauty that’s hard to find anywhere else. Whether you’re here to unwind, create, reconnect, or simply breathe a little deeper, this tiny house gives you room to slow down without giving up comfort.

Full Country Home Pittsfield, Illinois

Relax with the whole family at this peaceful place to stay. WE HAVE WIFI and Smart Tv in the living room and back bedroom Great place for hunters,jeepers,rock climbers, 10 minutes to Pittsfield,Illinois where there are many restaurants, shopping and historic attractions. Located between New Hartford and Summer Hill, Illinois on US Hwy 54

Greenman Getaway - Beautiful 2 bedroom apartment

Located in the historic district of Louisiana Missouri, with the most intact Victorian Streetscape, this beautiful 2 bedroom apartment is newly renovated. Quiet, clean and peaceful this listing has everything a small town can offer. Contact us if your dates are unavailable and we will open them if possible.