
Vacation rentals in Clarksdale
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Top-rated vacation 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.

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.

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.

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.

Guitar Frenchie’s Corner!
Take it easy in the heart of the Delta! This bungalow/ shotgun house is the perfect getaway for Blues lovers who want all the fun that Clarksdale’s home of the Blues has to offer and the quaint and quiet of old town Lyon, birthplace of Son House! Located 5min from the heart of Downtown Clarksdale MS. Come see us & hear great Live music!
Popular amenities for Clarksdale vacation rentals
Other great vacation rentals in Clarksdale

Sunflower Lofts C

Chateau Debris

Sunflower Lofts D

Safe Clarksdale Stay/Secluded 2600 sf barndominium

Moon Lake Escape on the water w great pier & dock!

Sunflower Lofts B

Handy Suites Apt D

Sunflower Suite on the River
When is the best time to visit Clarksdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,969 GYD | G$26,133 GYD | G$27,178 GYD | G$28,432 GYD | G$26,133 GYD | G$26,133 GYD | G$26,133 GYD | G$26,342 GYD | G$28,014 GYD | G$28,223 GYD | G$26,133 GYD | G$26,133 GYD |
| 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 house rentals in Clarksdale have a kitchen?
Absolutely! We offer over 10 house 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 apartment rentals in Clarksdale have air conditioning?
Absolutely! We offer over 10 apartment 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, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Clarksdale?
Clarksdale has more than 20 family-friendly stays. 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 vacation rentals in Clarksdale

Total vacation rentals
Explore 60 vacation rentals in Clarksdale

Nightly prices starting at
Clarksdale vacation rentals start at G$6,272 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 of Clarksdale vacation rentals include wi-fi 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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