Holiday rentals in Barry

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Oakbrook Akers Lakeside Cabin Retreat

Located in the heart of the country, Oakbrook Akers Cabin is an absolute retreat! Relax on the many porches overlooking the lake, take time to meander to the docks to fish, enjoy s'mores over the stone fire pit or spend the evening at the grilling station in our covered patio. In the winter, tuck yourself away in the cozy cabin complete with a wood burner, having a movie or game night (with popcorn of course)! Built by my father, we hope you cherish your time spent here just as our family has.

The Spring House!

Enjoy a stylish experience at this centrally-located 1890's farmhouse that has been completely transformed with all of the amenities you want and need. This convenient first floor apartment is located right across from one of Quincy's most iconic and favorite restaurant's, The Abbey! A fabulous space that features keyless entry, beautiful kitchen with quartz counter tops and stainless steel appliances, a wonderful onyx shower and comfortable beds with high end furnishings and lots of extras.

Main Street Haven: King Suite

Welcome to our luxurious Main Street Haven, nestled in the heart of a picturesque small town only minutes away from Historic Hannibal (12min) and Quincy IL (18min). This charming ground level unit features a luxurious king size bed that will give you the restful sleep you deserve. The new bathroom is furnished with modern amenities, and the large living room provides ample space to relax and unwind. The full kitchen is perfect for preparing meals, and is equipped with everything you may need.

Little House in the Hollow

Enjoy a private peaceful setting that is Conveniently located. Large fenced in yard for the kids and/or pets. Also has a 4 person hotub which is available year-round. The house is fully stocked for convenience. The house also has covered parking, outdoor fire pit, BBQ grill a play place for the kids and more. You will be within walking distance of 2 National Landmarks (Mark Twain Cave, Cameron Cave) as well as our Winery and Giftshop. Located just two miles from Hannibal's Historic District.

Cozy country 2-bedroom home with a view.

Make some memories at this unique and family-friendly place. Enjoy the view of horses grazing while sipping your morning coffee on the front porch. Drive to historic Hannibal, MO (11 miles). Book a guided farm tour with the owners and/or a riding lesson on one of their many rodeo horses. This house sleeps 6 with a king bed, queen bed, and couch fold-out queen bed. Need more room? (See the other listing for this option). The hostess is right next door to assist with any of your needs!

Cozy and Convenient Guesthouse on Family Farm!

Right on the edge of town, and only a quick trip to everything in town, the guesthouse on our family farm is the perfect stay. It's quaint and cozy, yet convenient to the highway, shopping, restaurants, and groceries. You will feel right at home, whether you're cozying up to watch a movie, sitting on the front porch watching the sun set, or cooking breakfast in our full kitchen. Welcome to your farm away from home! Close to the airport! Right off the interstate 2 minutes from Walmart

Historic Loft on Adams

Charming updated loft-style studio in the heart of quaint downtown Pittsfield. Located within walking distance of restaurants, the historic courthouse, and local bars. This private apartment is perfect for weekend getaways, staycations, or even a cozy home base to work from remotely. The view of our Pike County Courthouse from any window is gorgeous and the historic building has so much character, all in a convenient, central location. This second floor loft is completely private.

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.

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! PRIVATE TIME ALONE, Guaranteed!!! NEW KEURIG; BRING YOUR OWN K-CUPS!!!***

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!