Holiday rentals in Helena-West Helena

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Top-rated holiday rentals in Helena-West Helena

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Guest favourite
A cozy corner seating area features a bright blue upholstered couch with decorative pillows. A low, circular wooden table is positioned centrally. A green door with a unique design adds character to the wall, while framed artwork and photographs adorn the surrounding space.
Flat in Clarksdale
4.93 out of 5 average rating, 184 reviews

The Squeeze Box-"get your Blues on"

LOCATION-LOCATION-LOCATION The Squeeze Box is a spacious, airy 425 sq. ft. private vacation apartment, located in the heart of Historic Downtown Clarksdale, Mississippi. The newly constructed apartment is located on the ground floor of the former Clarksdale Telegraph Building (Circa 1897) @ the corner of Second & Delta in the Historic Blues District. Located across the street from the Hambone Art Gallery, and the “Rock & Blues Museum”, this is the best location in town. Gift shops around the corner. Restaurants including The Stone Pony, Yazoo Pass, Levon's Bar and Grill, and Grandma's House of Pancakes are literally all within 300 feet of our front door. CatHead Blues, Lambfish Gallery, and Hambone Gallery are all on our block. The Delta Blues Museum is a short walk, and Ground Zero Blues Club, New Roxy and Red’s Lounge are an easy 5-minute stroll. The Squeeze Box is the best location in Clarksdale for walkable access to restaurants, music venues, museums,bars, clubs,art galleries,shopping on Delta,convenience store,and the wine & spirits store. No need to drive once you check in.....park your car, and party to your heart's content. And The Squeeze Box is located on the ground floor, so there are no stairways to climb or drag your bags up. And we have a covered veranda out front with seating for six,so you can enjoy the fresh air, while enjoying a nice beverage. Although there is no smoking allowed in the apartment, the veranda is just outside your door. Available by the night,weekends, and weekly. Inquire about longer stays.

Guest favourite
A single-story brick house is viewed from the front, featuring a spacious lawn with green grass. A concrete pathway leads to the covered entryway. The garage is visible on the right side, and trees create a natural backdrop in the surrounding area.
Home in Lexa
4.94 out of 5 average rating, 17 reviews

Home away from home!

Looking for a peaceful tranquil setting? This family friendly 3 bedrooms, 2 full baths, sleeps up to 6. Full kitchen & appliances, dishwasher; washer/dryer; central AC/Heat; TV in each bedroom & family area. Front door no step entry. Enjoy the front porch swing and yard area with plenty of parking. Wi-Fi; security lights; home security system for a peaceful stay. 19 minutes to Helena/West Helena King Biscuit Blues Festival, 22 minutes to Isle of Capri Casino in Lula, MS; 12 minutes to Marianna.

Superhost
A single-story home presents a classic brick façade with a prominent garage. The well-kept yard features neatly trimmed shrubs and lush greenery. The driveway leads to the garage, providing ample parking space. Large windows allow natural light to enter the living spaces.
Home in Clarksdale
4.72 out of 5 average rating, 177 reviews

Down Home Southern Charmer

This is the home that my sister and I grew up in with our parents and younger brother, who have passed on. We love our home, and are now opening it up to guests from anywhere in the world who want a comfortable place to stay while visiting the Mississippi Delta. Available to our guests are a centrally heated and cooled home with two bedrooms, a living/dining room, a family room with TV and Internet, two bathrooms, a kitchen, washer and dryer, and a garage. And, we just put in new floors!

Guest favourite
A cozy living area features two light-colored sofas opposite each other, adorned with decorative pillows. An intricate area rug covers the floor, complementing the rustic wooden walls and high ceiling. A room divider is positioned in the background, dividing the space from the bedroom. Natural light filters through the nearby windows.
Cottage in Clarksdale
4.91 out of 5 average rating, 321 reviews

Sunflower Cottage on the River

Only a mile from historic home of the blues, Clarksdale in a gated community. The cottage sits on the banks of the Sunflower River with beautiful views of rustic woods. Out your window you might see deer, fox & other wildlife. Take a walk along the riverbank. You’ll enjoy relaxing in the comfy beds, ,enjoy privacy, the piano , & closeness to all the blues music venues. It has two fire pits, an outside grill & full kitchen. Great for couples, adventurers, business travelers , musicians ,

Guest favourite
The open loft features cathedral ceilings with six skylights, allowing ample natural light to illuminate the spacious living area. A wooden staircase leads to the upper level, while a dining area and kitchen are visible in the background. Comfortable seating arrangements create an inviting space.
Home in DeSoto County
4.97 out of 5 average rating, 91 reviews

Whispering Winds! (Hot Tub and Pool)

Whispering Wind Sunsets is built on the Mississippi Delta Bluff overlooking thousands of acres of farmland towards the west which has gentle breezes and beautiful sunsets. The house is an open loft concept with cathedral ceilings and six skylights . The natural light lets you enjoy a 26 foot vertical expanse of the living room, dining room and kitchen. Whispering Wind Sunsets is next door to The Hernando Hideaway. Rent them both for larger family gatherings! Disability Accessible!

Guest favourite
A charming blue cottage features a gabled roof and a white front door framed by two light fixtures. Two vintage chairs are positioned on the grassy area in front, surrounded by mature trees that provide some shade.
Cottage in Clarksdale
4.82 out of 5 average rating, 175 reviews

The Gallery at Chateau Debris

Welcome to The Gallery! This one-bedroom cottage sits behind the main house. It has recently been renovated, but is decorated with vintage furnishings for personality. The cottage is equipped with a full kitchen, bedroom, bathroom, washer and dryer, & Roku TV. Your stay will be unique, as the decor has been selected from my collector's lair, and the best part is - it's all for sale! The Gallery is a live-in collectibles showroom so, contrary to the saying - you CAN take it with you!

Guest favourite
A modern gourmet kitchen is presented with sleek cabinetry and contrasting black and white elements. A spacious island with seating for four is illuminated by pendant lights. Open shelving displays dishware, while the stainless-steel appliances enhance functionality.
Flat in Helena-West Helena
4.88 out of 5 average rating, 34 reviews

Luxury Apartment Downtown Helena

Conveniently located near historic landmarks, local shops & renowned dining establishments. Explore the rich cultural heritage of Helena, from museums to live music venues, all within walking distance. Amenities • Self-check-in • Video surveillance/exterior of building • High-speed Wi-Fi • Smart TV • Coffee machine • Central air & heating • Free reserved parking on premises • Responsive & accommodating hosts • Strict cleaning protocols • Safe & secure building

Guest favourite
A charming house with a welcoming porch extends across the front, framed by sturdy white railings. The expansive lawn surrounds the property, while a clear blue sky and wispy clouds provide a serene backdrop.
Cabin in Como
5 out of 5 average rating, 17 reviews

Como Cottage

Take it easy at this unique and tranquil 15 acres getaway. Sit back and relax on the porch as you feel a slight breeze while enjoying the peacefulness of oak tree leaves singing in the wind. The birds are chirping and they seem to be singing your favorite tune. A leaf is dancing freely in the wind. Tilt your head back and feel the sun rays on your face as you stretch your arms out, breath in the fresh air and relax your mind for everything to be.

Guest favourite
The exterior of a single-story house is highlighted by a well-maintained lawn, framed by trees. Light-colored siding and brown shutters complement the entrance, which features a white door and a welcoming open porch area.
Home in Marvell
4.95 out of 5 average rating, 21 reviews

Tranquil home away from home

Relax with the whole family at this peaceful place to stay. The Parsonage accommodates everyone! 3 bedroom, 2 bath home in the center of town immersing you in a little slice of home. The house has two separate living areas, an eat-in bar, dining room and a fenced in backyard and storage building available if needed during your visit or hunting trips.

Top guest favourite
A charming cabin features a screened porch with a white door, surrounded by lush greenery. Steps lead up to the entrance, while soft mulch borders the cabin, adding to the natural setting. Sunlight filters through the trees, creating a serene outdoor atmosphere.
Cottage in Coldwater
4.94 out of 5 average rating, 129 reviews

Wynnewood "Jettie Jewel" Cottage 1 BDRM/2 Person

Country get-away! Only 35 Minutes from Downtown Memphis, TN, yet out in the country on a 62 acre estate. Nature trails through the property allow beautiful, peaceful strolls. There is fishing(in season). A very peaceful place to unplug and take in all that Mother Nature has to offer. We do have Wi-Fi but can be a bit spotty during cloudy weather.

Guest favourite
A covered patio features rocking chairs, providing views of a sunset over a tranquil waterway. The soft light reflects on the water, blending with the expansive landscape of the Mississippi Delta, framed by natural elements and open sky.
Cottage in Lake Cormorant
4.97 out of 5 average rating, 31 reviews

Green River Place Guest House

Enjoy a historic getaway at this brand new farmhouse overlooking the beautiful Mississippi Delta. This is an experience you must see to believe. Artifacts from the Delta can be found throughout this beautiful establishment and the view from the front patio is breathtaking.

Top guest favourite
A spacious living area features a sectional sofa with decorative pillows and a plush chair, oriented towards a coffee table. Natural light enters through large windows, adorned with sheer curtains. A dining area is visible in the background, accommodating a round table with seating for four.
Home in Courtland
5 out of 5 average rating, 42 reviews

Cuckoos Nest

Traveling nurses and out of town construction workers are welcomed. Enjoy a stylish experience at this centrally-located place. A 45 minute to an hour drive to Memphis, Tennessee, and 25 minutes from Oxford, Mississippi. this home is not only beautiful, but very relaxing.

Popular amenities for Helena-West Helena holiday rentals