Holiday houses in Bertrand

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Top-rated holiday rentals in Bertrand

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

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Guest favourite
An A-frame cabin is displayed against a twilight sky, featuring a spacious deck adorned with string lights. The deck offers seating arrangements, inviting relaxation. The surrounding landscape includes a grassy area, contributing to the peaceful outdoor setting.
Cabin in Makanda
4.93 out of 5 average rating, 125 reviews

2BR A-Frame Cabin w/ Hot Tub Near Wine Trail

Note: The large pond behind the cabin is being rebuilt at this time. See photo #6. White Oak Cabin is the middle A-frame on a scenic property with three cabins, each with its own outdoor space. This cozy retreat features two queen beds, a hot tub, furnished kitchen (cooktop + convection microwave), Smart TV, WiFi, and a workspace. Just minutes from ziplining, Giant City State Park, the Shawnee Wine Trail, and nearby public land, it’s a great base for couples, friends, and small families explor

Top Guest favourite
A single-story home is presented, featuring a white exterior with black shutters and a welcoming front door. A covered porch with hanging lights is visible, framed by two potted plants. The lawn is well-maintained, surrounded by trees under a clear blue sky.
Tiny home in Bloomfield
4.94 out of 5 average rating, 166 reviews

1-bedroom tiny home located in historic Bloomfield

Kick back and relax in this calm and stylish space located minutes from the Missouri Veterans Cemetery and The Stars and Stripes Muesum and Library. 1bdrm/1bath comfortably sleeps 2 and is furnished with everything you need. Inside you will find all new appliances, bedding, and linens. Circle drive with parking. No smoking or pets allowed. Local restaurants include Las Brasis and Elderland. Or try out locally owned businesses just 6.5 miles drive to Dexter such as Hickory Log and Dexter BBQ!

Top Guest favourite
The spacious living area features a comfortable couch and a coffee table, while a set of three barstools accompanies a sleek dining table. Natural light streams through multiple windows, highlighting the wood flooring and modern kitchen appliances in the background.
Tiny home in Jackson
4.96 out of 5 average rating, 71 reviews

The Cottage, Rusted Route Farms

You won’t forget your time in this romantic, memorable place. The Cottage at Rusted Route Farms is a 1 bedroom beautiful suite on an old 10 acre farm history galore. A picturesque pond is settled next to The Market our onsite Restaurant that will be serving food and drinks to be ready on your arrival or for a certain time that you choose. The over 125 year old barn has been renovated to keep the history alive and is located here on site. This retreat is located right outside Cape Girardeau.

Guest favourite
The custom-built treehouse is elevated on stilts, surrounded by greenery. A spacious deck features a railing, offering access to the entrance. Steps lead to the ground below, while large glass doors enhance the connection to nature.
Treehouse in Cape Girardeau
5 out of 5 average rating, 210 reviews

Twisted Sassafras Treehouse

A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!

Top Guest favourite
A modern farmhouse is depicted at sunset, featuring a welcoming entrance with a covered porch. A stone pathway leads to the front door, bordered by a grassy lawn that extends to fields and trees in the background.
Barn in Cape Girardeau
4.95 out of 5 average rating, 277 reviews

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

Top Guest favourite
Home in West Paducah
5 out of 5 average rating, 28 reviews

Modern Luxury Cabin, Fireplaces, Hot Tub Paducah

Shepherd’s Lantern Acres offers an unparalleled luxury retreat experience, featuring two cabins that seamlessly blend modern comfort with breathtaking natural beauty. Your cabin features unobstructed views of over 2 acres of seasonal wildflower meadows and pristine nature. Dogs are also welcome to enjoy their very own dog spa! With a beautiful master suite, well-appointed kitchen, and in unit laundry, we have ensured that all the comforts of home are at your fingertips.

Top Guest favourite
The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.
Treehouse in Makanda
4.96 out of 5 average rating, 451 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Top Guest favourite
Tiny home in Bardwell
4.98 out of 5 average rating, 55 reviews

Perfect Couples Retreat - firepit

Come stay at The Perch, a rare and memorable little hideaway perched on a hillside with the best sunset views in Western Kentucky. Cozy king loft, full bath, tiny kitchen, and a porch perfect for morning coffee or evening cocktails. Hang out at the fire pit and grill area while you take in the stars and fresh air. Our four fur off-leash babies love meeting new friends—so you gotta love pups too! Perfect for couples or solo travelers.

Guest favourite
The exterior of a newly renovated home is showcased, featuring a brown brick façade, a welcoming front porch with seating, and decorative flower pots. A well-kept lawn leads to a gravel driveway that provides access to the entrance.
Home in Sikeston
4.97 out of 5 average rating, 29 reviews

Newly Renovated 3 Bedroom 2 Bath Home - Sleeps 9

Looking for a spacious and welcoming Airbnb in Sikeston? 🏡✨ This gorgeous, newly renovated 3 bedroom, 2 bathroom home is the ideal destination for unforgettable memories with your loved ones. The house sleeps up to 9 guests comfortably, making it perfect for families and groups. Conveniently located in a fantastic residential area, you're just moments away from local attractions, shopping, and dining spots.

Top Guest favourite
Home in Clinton
4.99 out of 5 average rating, 208 reviews

The Peery House at Springhill Farms

The Peery House is our family home-place, built circa 1900, transformed into a quaint Airbnb. It is located on our farm, Springhill Family Farms in Western KY and is a great place for someone looking to get away from the busyness of life, looking for rest and relaxation or just looking for a unique, little farmhouse while passing through the area.

Top Guest favourite
A comfortable living area features a dark sofa adorned with a seasonal pillow. A round chandelier hangs above, providing soft lighting. A coffee table rests in front of the couch, surrounded by side tables with lamps. Wall art depicting winter scenes is displayed above the sofa.
Cottage in Paducah
4.99 out of 5 average rating, 711 reviews

Copper Creek Cottage in the country close to city

Welcome to Copper Creek Cottage. We are located in the country but minutes away from downtown Paducah, and the mall area. We are 2.5 miles from I-24. Our cottage sleeps 4. (Queen bed & full pull-out sofa). The cottage is great for a couple's weekend, girls' trip or any occasion. The nightly price will be reduced for longer stays.

Top Guest favourite
Apartment in Dexter
4.98 out of 5 average rating, 137 reviews

Upstairs 1 King bed studio apartment

Studio apartment with 1 king size bed. Kitchenette has fridge/freezer, microwave, toaster/confection oven, hot plate. Full size bath. TV and wifi. Perfect for business travelers, or visiting family. Must be able to climb stairs. Air mattress available upon request.

Popular amenities for Bertrand holiday rentals