
Holiday rentals in Clarksdale
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Top-rated holiday rentals in Clarksdale
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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.

Dollie’s Cove, A Veteran owned Hospitality Service
Relax with friends and family at this peaceful place to stay. 15 minutes from Clarksdale, MS. Open-concept living, dining room, kitchen. Four bedrooms with sitting chairs & luggage rack. Two bathrooms with towels, shampoo, conditioner, body wash, & hairdryer. Central Air & heat, Wi-Fi, Outside Cameras, Smart Lock, alarm, Refrigerator, Stove, Countertop Ice Maker, Waffle Maker, Rice Cooker, Toaster, Blender, Microwave, Flex Brew Trio Coffee Maker, washer (wifi compatible), dryer & television.

Safest Place in Clarksdale Come Visit With Us
The barn house apartment is cozy and comfortable with 2 spacious bedrooms, 1 and a half baths, laundry room., full kitchen and sitting area. Close and easy access to downtown Clarksdale and Helena, AR for blues fans. 5 miles from Ground Zero Blues Club and downtown Clarksdale 5 miles from historic Hwy 49 & Hwy 61 Crossroads 20 miles from Moon Lake 26 miles from Isle of Capri Casino 4.4 miles from Northwest Regional Medical Center 20 miles from O'keef WMA 75 miles from Memphis Intl Airport

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.

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!

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 ,

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!

Sunflower Loft A
Welcome to The Sunflower Lofts! These modern, fully furnished apartment-style accommodations are located in the heart of downtown Clarksdale. With a coffee shop just a few doors down and all the best restaurants & music venues within walking distance, you won't even need to get in the car until you leave! We accept long and short-term guests, so stay with us for one night or a few weeks! No pets. No smoking. Quiet hours begin at 10:00 pm. We do not accept local reservations.

Southern Charm
Relax with the whole family at this peaceful place to stay. You'll have three bedrooms and four queen sized beds for your enjoyment. A very spacious living/dining room area for the whole family to sit and chat. There is also two full-sized bathrooms. Also included is a screened in outdoor porch with plenty of seating. There is onsite laundry accommodations and a complete kitchen with all the ammenities.

Blues Hound Flat
Blues Hound Flat sits quietly across from the historic Greyhound bus station in the center of downtown Clarksdale. Step outside, and you're in the heart of the Delta Blues, surrounded by local eateries, shops, bars, and music venues! The air itself is heavy with the traditions of the Delta. This loft-style flat features all the basic amenities one could want and solitude when needed.

High Cotton Condo Unit D
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.
Popular amenities for Clarksdale holiday rentals
Other great holiday rentals in Clarksdale

Sunflower Lofts C

Chateau Debris

Sunflower Lofts D

*Brand New Construction* Moon Lake View Cabin

Safe Clarksdale Stay/Secluded 2600 sf barndominium

Hooker Hotel - Rated #1 "5 Star"

Delta Digs-the place to lay it down

Handy Suites Apt D
When is the best time to visit Clarksdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 112 | € 109 | € 113 | € 118 | € 109 | € 109 | € 114 | € 109 | € 109 | € 112 | € 109 | € 109 |
| Avg. temp | 7°C | 9°C | 13°C | 18°C | 23°C | 26°C | 28°C | 28°C | 24°C | 18°C | 12°C | 8°C |
Frequently Asked Questions
Do apartment rentals in Clarksdale have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Clarksdale. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Clarksdale have free parking?
Absolutely! We offer over 20 house rentals with free parking in Clarksdale. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Clarksdale?
Experience the best of Clarksdale with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Clarksdale?
Four-legged friends are welcome in Clarksdale. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Clarksdale have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Clarksdale. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Clarksdale?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Clarksdale?
Clarksdale has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Clarksdale?
Yes! Work meets play with ease at over 10 vacation rentals in Clarksdale featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about holiday rentals in Clarksdale

Total holiday rentals
Explore 60 holiday rentals in Clarksdale

Nightly prices starting at
Clarksdale holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Clarksdale holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Clarksdale rentals

4.9 Average rating
Clarksdale stays are highly rated by guests – averaging 4.9 out of 5!
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