Holiday rentals in Clarksdale

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.

Casa D'Amore ! ! !

Our adorable house is your home away from home. We are less than 1/2 mile from downtown, where all the live blues are located. Our neighborhood is quiet. Everything you need is there. It is fully equipped for cooking, full size washer & dryer, Smart TVs, High-speed internet. Whether you are in town for a long weekend or for a longer stay, we are sure you will enjoy your stay. Clarksdale offers live blues every day of the week. There is no place like Clarksdale for authentic delta blues.

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!

Delta Dream Retreat (Entire Home)

Relax with the whole family at this peaceful place to stay. we have put our heart and soul into renovating this entire home with all new appliances , bedding, furniture, mattresses, etc. It Is very modern and comfortable for families. It incl wi-fi, usb and multi movie channels every room, games, coffee, water, tea, and complimentary snacks. Only one camera[ring door bell] at the front door. Great neighbors and less than 2m from downtown Blues venues, Historical Crossroads, & eateries.

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!

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!!

Downtown Clarksdale Carriage House

Stay in the heart of downtown Clarksdale and enjoy all the charm, convenience, and music the Delta has to offer. This one-bedroom, one-bath apartment is the perfect home base for short or long term stays—modern, comfortable, and just steps from restaurants, shops, and world-famous blues venues. A highlight of this space is the private screened-in patio—your own quiet retreat where you can sip morning coffee, enjoy a book, or relax with a cocktail after exploring downtown.

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 .

Safe Clarksdale Stay/Secluded 2600 sf barndominium

Take it easy at this unique and tranquil getaway. Enjoy beautiful sunsets and pastoral scenery while you relax in the spacious barn house. Right in the middle of Mississippi Delta farm land. Traveling for work, tourist, hunters everyone has enjoyed staying at the "Barn House." Safest place in the area to stay. Plenty of room for boats, trailers and vehicles. Stalls for horses also available.

High Cotton Condo D- Blues Retreat on Delta Avenue

High Cotton Condo Unit D is centrally located in heart of downtown Clarksdale with 2 bedroom, 2 baths, and a foldout couch in the living room. This unit is updated and fresh with a large living room, a modern kitchen, and great retractable windows that look out onto Delta Avenue below! Condo D has all the modern luxuries you need to make your trip to Clarksdale complete!  

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.