Holiday rentals in Barry

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Top-rated holiday rentals in Barry

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright living area is presented, featuring a comfortable sofa and loveseat arranged around a wooden coffee table. Natural light filters through the large window, illuminating a patterned area rug beneath. A decorative mirror and potted plant add subtle touches of style.
Home in Quincy
4.96 out of 5 average rating, 141 reviews

Beautiful Renovated Home at 507

Kick back and relax in this calm, stylish space. Amazing location! Directly across the street from Quincy’s finest shopping outlets - TJ Maxx, Kohls, DSG, Kirlins -Hallmark, Old Navy, Carters, to name a few. 3 minutes to Walmart, 5 to Target! 10 minutes to Quincy University, Blessing Hospital, or QMG. Yet, located in a safe, peaceful, and quiet neighborhood, on the edge of town, and just a quick 15 minute(or less) drive to the best food, drinks, and attractions downtown Quincy, IL has to offer!

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
4.95 out of 5 average rating, 223 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, 190 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
5.0 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
4.91 out of 5 average rating, 96 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.

Top guest favourite
A cozy dining area is highlighted by a wooden table surrounded by four chairs. Antique stained glass windows illuminate the space with soft colors. A small kitchen area is visible in the background, featuring modern appliances and bright cabinetry.
Cabin in Jacksonville
4.98 out of 5 average rating, 411 reviews

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 $35 pet cleaning fee.

Top guest favourite
A single-story home with a welcoming covered porch is displayed. Greenery surrounds the house, and flower pots hang near the entrance. The porch features a pair of outdoor chairs, inviting relaxation. The light-colored exterior is complemented by a well-maintained lawn.
Home in Bowling Green
4.96 out of 5 average rating, 196 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.

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, 389 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!

Top guest favourite
A welcoming living area features two comfortable sofas arranged around a wooden coffee table. A stone accent wall hosts a flat-screen television, and framed artwork adorns the walls. A kitchenette is partially visible in the background, alongside a wall clock and air conditioning unit.
Guest house in Paris
4.99 out of 5 average rating, 207 reviews

Salt River Alpacas Guesthouse

Kick back and relax in this newly built guesthouse. Located on a peninsula on Mark Twain Lake, this guesthouse is surrounded by 130 acres of rolling pastures, plenty of woodlands, and the lake on three sides of the property. Whether you enjoy hiking, canoeing/kayaking, fishing, hunting, learning about our alpacas, or you just want a quiet place to relax, this property has it all!

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
4.96 out of 5 average rating, 158 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.

Guest favourite
Home in Pittsfield Hill
4.94 out of 5 average rating, 36 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

Superhost
A charming yellow guesthouse is framed by neatly trimmed bushes, with a covered front porch featuring seating. The two-level structure displays steep roofs and multiple gabled dormers under a clear blue sky, highlighting the inviting exterior and tranquil surroundings.
Guest house in Liberty
5.0 out of 5 average rating, 8 reviews

The Hunter’s House

Escape to the peace and quiet of the countryside in this cozy, hunting-themed guesthouse -- the perfect retreat for nature lovers, outdoor enthusiasts, or anyone looking to unwind outside the city. Located just 20 minutes from Quincy, IL this listing offers the serenity of the country, with a short drive to conveniences and activities.

Popular amenities for Barry holiday rentals