
Holiday houses in Barry
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Barry
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Frogmore Cottage on 5-acre lake, Enjoy Nature!
PLEASE ENTER CORRECT NUMBER OF GUESTS WHEN BOOKING. Enjoy nature on this five-acre lake on 25 well-manicured acres. Fabulous sunsets! For a tiny house it has a spacious lower level with vaulted ceiling and upper bedroom loft. Wifi & smart TV. Nice warm heat and cool AC. Outdoor activity includes hammocks, swimming, boating (canoe, kayaks, john boat). For fishing we have boats, nets & fish-dressing station (bring poles & bait). About 13 miles from Palmyra and Monroe, nearest gas and groceries.

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 pond, 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.

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.

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.

Peaceful Country Cottage
Traveling for work or pleasure? Enjoy a peaceful country view while relaxing on the front porch. This home sits on 14 acres, just off US Highway 61. Guests will see deer roaming in the yard early morning and at night. This rental accommodates families traveling with children or the couple seeking a quiet retreat. Stay here while you visit family and friends in the area. It is a short drive to Vandalia, Louisiana, Hannibal or Mark Twain Lake. (40 Min). About one hour from St. Louis.

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!

Pike County Haven: Retro Loft
Welcome to our spacious loft studio, nestled in the heart of downtown Pittsfield. Located directly above our family-owned restaurant, you'll experience the perfect blend of comfort and convenience during your stay. The fully equipped kitchen invites you to whip up your favorite meals, while the cozy queen memory foam beds promise a restful night's sleep. Book your stay with us today and discover the magic of downtown living in Pittsfield. We can't wait to welcome you!

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.

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!

Your Getaway in the country!
Relax with the whole family at this peaceful place to stay. Our 3 bedroom, 2 bath home is ready for you to enjoy! Peaceful, relaxing & fun times! Outdoor seating & bbq, 3 acres to roam with fishing next door. Plenty of amenities nearby including golfing, fine dining, several local wineries & more. Overnight, weekends, weekly or longer, welcome to The Getaway! Search YouTube for "The Getaway Camp Point Airbnb" to see our property

Virginia Lake Getaway/Fishing/Hot Tub/Hammock
Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!
Popular amenities for Barry holiday rentals
Other great holiday rentals in Barry

The Stay on State

Dairy Farm Stay • Fresh Eggs & Milk • Peaceful 2BR

Apartment at Badass Holler

Arrowhead Farmhouse, Spacious home, scenic views

The Hideaway at Howard Farms

Spacious condo roof-top deck sleeps 6

The Tin Roof Lodge

Main Street Suite w River & Main St Views!
Destinations to explore
- Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Branson Holiday rentals
- Lake of the Ozarks Holiday rentals
- Milwaukee Holiday rentals
- Omaha Holiday rentals
- North Side Holiday rentals




