Holiday houses in Barry

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Top-rated holiday rentals in Barry

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Guest favourite
The kitchen features white cabinetry and modern black appliances. A spacious countertop offers seating at two metal stools. Natural light filters through the windows, illuminating the wooden flooring and classic tile backsplash.
Home in Hannibal
4.94 out of 5 average rating, 218 reviews

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!

Top Guest favourite
A charming cabin sits adjacent to a tranquil lake, surrounded by lush greenery and colorful autumn foliage. A front porch features hanging plants, welcoming visitors to the peaceful outdoor space. Smooth stones outline the water's edge, creating a serene landscape.
Cabin in Camp Point
4.98 out of 5 average rating, 184 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.

Guest favourite
Guest suite in Barry
5 out of 5 average rating, 7 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.

Guest favourite
A bright kitchen area is highlighted by light wood cabinetry and a green patterned backsplash. Appliances include a white refrigerator and kitchen essentials situated on shelves. Two upholstered stools are positioned at the kitchen island, complementing the wood flooring and woven rug in the living space.
Loft in Pittsfield
4.9 out of 5 average rating, 94 reviews

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.

Guest favourite
An antique wooden bed with a decorative headboard is centered against a textured brick wall. Soft pink bedding is arranged neatly on the bed. A small side table with a lamp and a colorful floral curtain is visible, complementing the warm tones of the wooden floor.
Home in Hannibal
4.93 out of 5 average rating, 118 reviews

Genevieve’s Federal House

This home is a fully restored 1 story Federal house, which you will have full access to. It is located close to the Mark Twain Boyhood Home, and right off Broadway. The house comes furnished with seating, furniture, and 2 Roku televisions. There are two bedrooms, one bathroom, a dining room, living room, and a kitchen. The home has central air conditioning and heating, washer and dryer, dishwasher, and a beautiful clawfoot cast-iron tub with shower. There is off street parking.

Top Guest favourite
A single-story home is set within a grassy area, surrounded by trees exhibiting autumn colors. The structure features a red front door and multiple windows. A building is visible to the right, and the landscape includes a backdrop of cornfields under a clear blue sky.
Farm stay in Coatsburg
4.97 out of 5 average rating, 147 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

Top Guest favourite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 384 reviews

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!

Guest favourite
A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and gas stove. A large island with a marble countertop provides seating for four. Light floods the space through overhead fixtures, enhancing the clean, organized layout that encourages home cooking.
Home in Quincy
4.98 out of 5 average rating, 243 reviews

❤️Quincy Quarters 2❤️

Quincy Quarters is a beautifully restored 1880’s Duplex with modern amenities and all the historic charm. This duplex has been home to families for 140 years. Bring your family and your pet and enjoy 140 years of history. Quincy Quarters is close to Oakley Lindsay Center, Blessing Hospital and Quincy University, it is blocks away from South Park and just a couple minutes from downtown Quincy.

Top Guest favourite
A cozy living room is featured, showcasing a light-colored rug and a coffee table surrounded by comfortable seating. Large windows provide natural light and a view of the outdoors. A ceiling fan is positioned above, and soft curtains frame the windows.
Farm stay in New London
5 out of 5 average rating, 63 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.

Top Guest favourite
The cabin features a red metal roof and a welcoming porch with a gated area, surrounded by lush greenery. Steps lead to the entrance, and the outdoor space includes a mixture of shaded trees and open areas, inviting relaxation in a serene setting.
Cabin in Camp Point
4.97 out of 5 average rating, 142 reviews

The Hunter's Cabin, a Rustic Retreat

Take it easy at this Rustic, Unique and Tranquil country getaway. Whether you are here to harvest the bounty of nature or just to get away from the city you are sure to enjoy your stay. I would like to extend a warm welcome to guests of all backgrounds looking to stay at the cabin who agree to treat the cabin with respect and abide by the house rules!

Top Guest favourite
The charming exterior of the Rose Cottage is showcased with a welcoming front porch, adorned with hanging plants and decorative wrought-iron railings. A well-maintained pathway leads to the entrance, complemented by flowering planters, all under clear blue skies.
Cottage in Hannibal
4.97 out of 5 average rating, 154 reviews

The Rose Cottage in historic downtown Hannibal

Located at the tip of historic Main Street in downtown Hannibal and within easy walking distance of many Mark Twain attractions, restaurants, pubs, shopping, entertainment, etc. At the Rose Cottage, we strive to provide guests with a high quality stay in a cozy, relaxing environment where they can easily enjoy all that downtown Hannibal has to offer.

Top Guest favourite
Home in Pittsfield Hill
4.94 out of 5 average rating, 32 reviews

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

Popular amenities for Barry holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Pike County
  5. Barry