
Holiday rentals 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.

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!
LocationValueParking
4.94 out of 5 average rating, 232 reviews
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 dock 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.
FamilyValueDecor
4.98 out of 5 average rating, 195 reviews
The Hideaway at Howard Farms
Welcome to your private 15-acre escape: where peace, wildlife, and comfort come together. This 2-bed, 2-bath upper unit sleeps 5-6 people with a queen master and a full-over-full bunk room. Mornings bring deer right through the yard, and evenings are perfect for stargazing on the new deck. Hunters will love staying during Illinois deer season. Whether you’re here to hunt in Pike County, watch the wildlife, or simply relax in the quiet countryside down a gravel road, this retreat is for you.
ValueFamilyAccuracy
5.0 out of 5 average rating, 8 reviews
Audrey's Abode
Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.
LocationValueParking
4.97 out of 5 average rating, 786 reviews
Molly’s Riverview Retreat
Wake up and take your coffee out to relax on the same veranda that Molly Brown (the “Unsinkable”) enjoyed when visiting her sister while watching the mighty Mississippi roll by. Built in 1844 by the first Judge in the territory, , Molly was headed to this house when the Titanic sank. Enjoy the original hardwood floors in the dining room, marked by embers of fires used to cook countless family meals under the hearth. Walk to all the downtown attractions, nightlife and festivals.
ValueFamilyView
4.97 out of 5 average rating, 126 reviews
The Cottage
The Cottage was built in 1903, with the age of the home comes with many flaws, you will find cracks in walls, ceilings, maybe even glass. The scuff each have a story and the stories that could be told, if paint were able to talk. The home is not perfect, but just affordable and cozy. We do allow dogs on our property, cats are not allowed, we apologize. We strive to make your stay comfortable by including the home with essential items needed for the duration of your stay.
FamilyLocationNearby
4.95 out of 5 average rating, 19 reviews
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.
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 202 reviews
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
LocationFamilySleep quality
4.97 out of 5 average rating, 152 reviews
The Marble Creek Cottage
The Marble Creek Cottage is the perfect choice if you're looking for a peaceful, stylish cottage close to all of the attractions in Hannibal, yet far enough away to enjoy the serenity of the country in a picturesque setting. An authentic immigrant home from the early 1900's, the Marble Creek Cottage provides you with all of the modern amenities you expect, but in a setting reminiscent of the rich history of the Ilasco area.
FamilyLocationCleanliness
5.0 out of 5 average rating, 14 reviews
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!
FamilyValueQuiet
5.0 out of 5 average rating, 29 reviews
15 minutes to Quincy! - 3 bedroom/2 Full Bath
Take it easy at this cozy home right outside of Quincy, in a quiet little town. Only a quick 15 minute drive to Quincy. This is a 3 bedroom, 2 bathroom house. The 3 bedrooms all have queen size beds, closets, and TVs. Stocked kitchen full of everything you may need to cook meals. Also, walking distance to a Dollar General. Has a large driveway to park in for anyone traveling with multiple vehicles.
FamilyLocationNearby
4.95 out of 5 average rating, 85 reviews
The Milkhouse
Get away from it all when you stay under the stars, commune with the cows and observe wildlife. See a working ranch and learn about farm life from us. Stay in a climate controlled modern farm house with lots of extras. Highway access and solid driveway to the farm house. Explore the hills, hollers and creeks. Close to Hannibal Mo and Mark Twain Lake among other local attractions.
LocationFamilyNearby
5.0 out of 5 average rating, 70 reviewsPopular amenities for Barry holiday rentals
Other great holiday rentals in Barry

Wood Shop
FamilyLocationComfort
5.0 out of 5 average rating, 36 reviews
Cozy Townhouse Retreat
ValueFamilyNearby
5.0 out of 5 average rating, 70 reviews
Camp Point House
ValueLocationCondition
4.93 out of 5 average rating, 28 reviews
The Yellow Rose Historic Home
LocationFamilyRiver
4.91 out of 5 average rating, 55 reviews
Charming Escape - Private Hot Tub!
ValueLocationAccess
4.93 out of 5 average rating, 94 reviews
Pike County Haven Loft
FamilyValueGetting around
5.0 out of 5 average rating, 22 reviews
Scenic 3 bedroom Wildlife Retreat
ValueFamilySleep quality
4.98 out of 5 average rating, 99 reviews
A Country Retreat for the Family
FamilyLocationView
4.95 out of 5 average rating, 40 reviewsDestinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Branson Holiday rentals
- Milwaukee Holiday rentals
- Omaha Holiday rentals
- Bentonville Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Springfield Holiday rentals
- Eureka Springs Holiday rentals





