Vacation rentals in Helena-West Helena

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.

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.

Hernando Hideaway (Entire Lakehouse)

Enjoy our 2000 sq ft lake house in a private peaceful community with panoramic views of the lake. We are a licensed BNB with DeSoto County and the State of Mississippi until the year 2035. (Lic # 20110070) You will have the entire lake house to yourself and we provide coffee and pastries for breakfast. We are 15 minutes from Tunica Expo, 5 minutes to Tunica National Golf Course, 10 Minutes to the casinos; 38 minutes to Beale St, Bass Pro Shop, Peabody Hotel, Graceland and The Lorraine Hotel.

Heavens Trees: Small town Guest House

Cute comfortable guest house in small Mississippi town. Como is 40 miles south of Memphis and 40 miles from Oxford , MS. Take in a Ole Miss game or check out Beale St. We are within walking distance of Main Street in Como where you can find great restaurants and antiques. Coffee, tea and continental breakfast with snacks and bottled water provided. Swim in our lovely pool, sip your morning coffee sitting on the screened in porch overlooking the pool and pasture with 4 mini horses.

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!

The Rising Sun

I have two 600 sf studio apartments that I have opened to ABNB. They are new and have all amenities. We have security systems and cameras. Parking in front except for King Biscuit when Cherry St. is closed. There is a lot immediately behind my building with provided parking passes. Guest will appreciate the location. It is the center of everything and guest can listen to King Biscuit music from the balcony. Our goal is to give guests a world class travel experience in Helena.

Only a mile from historic downtown Clarksdale!

Come enjoy a relaxing stay at this clean and cozy pool house! Has a spacious kitchen and living room area. Only located about a mile from downtown Clarksdale, MS. Enjoy a cocktail on the pool patio, next to a warm fire pit with a spectacular sunset view of #2 green at the Clarksdale Country Club golf course! Pool is private to you upon booking!! If your a golfer, bring your sticks! Within walking distance to the Country Club Clubhouse! Come and enjoy the Southern Hospitality!!

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

2 Kings | Near Tunica | Fire Pit & Screened Porch

Welcome to your Delta getaway! This fully renovated 3 bedroom , 1.5 bathroom home in quiet Lyon, MS featuring 2 king beds, 1 queen bed, a queen sleeper sofa, private enclosed patio, two cozy living spaces, large backyard with fire pit, dedicated workspace, and handicap-accessible design — just minutes from Tunica casinos, Clarksdale’s blues scene, dining, and attractions. Ideal for families, couples, or friends seeking pet-friendly comfort in a small-town setting.

The Sunflower Penthouse on the River in Clarksdale

Beautiful relaxing views highlight this upstairs luxury 700 sq ft apartment in a gated community , only one mile from Clarksdale MS. This 2 bedroom guest suite features a private, separate entrance , beautiful antiques , large 2 tiered deck with gas fire pit overlooking the banks of the Sunflower River. A cargo lift for luggage & stairs for guests, small kitchenette with sink, hot plate ,microwave mini fridge and toaster oven & large outside gas grill .

Delta Sunset Lofts - Historic 1910 Synagogue Apt B

Newly renovated one-bedroom loft style apartment in Clarksdale’s original 1910 Synagogue. Located within walking distance of the restaurants and clubs that make the Delta unique. With off street parking, a fully stocked kitchen, a washer and dryer, luxury linens, internet, and a unique style, 69 Delta is ideal for your weekend away or longer stay in Clarksdale.

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.