Vacation rentals in Chickasaw

Historic Midtown Bungalow

Pet-friendly Midtown bungalow just 1 mile from downtown, nestled in the charming Old Dauphin Way Historic District. Enjoy a walkable, tree-lined neighborhood with historic homes, steps from a popular wine bar, coffee shop, bakery, and Mardi Gras parade routes. Grocery/convenience stores are within ½ mile, and Mobile Infirmary and USA Health University Hospital are just a 5–10 minute drive. Unwind on the covered back porch with string lights, fire pit, and TV—perfect for relaxing after a day out.

Stylish Historic Home 5 Min Walk to Downtown

Charming 3 bed 1.5 bath 1897 cottage with hardwood floors, vintage fireplaces, and sun-filled rooms. Soaring ceilings and open layout blend historic character with modern comforts, central AC - new June 2026. Relax in the secure, Fully fenced backyard perfect for your pups to play! Enjoy strolls in this pet-friendly neighborhood, steps from downtown Mobile, parades, and local attractions. We have additional properties downtown, if you have a larger group or are considering a longer stay.

Downtown (B) Historic Detonti Square District

This is a 1br 1 full bath apartment. It is on the second floor unit B. It is located downtown in the historic "DETONTI SQUARE" district. Very quiet with beautiful old homes and large oak trees. It is only 4 blocks from lively 'Dauphin Street' with all of the restaurants, bars and other activities. 1car max parking on property. Parking on street in front if needed. There is a self check in box at entry door, open and remove key. (You have to re-punch #’s to close the lock box door).

Sleeps 5/clean and cozy

Welcome to your dream stay in the heart of downtown Mobile! This newly built 2-bedroom, 2-bath tiny cottage is bursting with charm and personality. Styled with a fun retro Barbie theme, every corner pops with vibrant colors, nostalgic flair, and playful details. Perfect for a small family getaway, girls’ weekend, or a stylish spot to stay during a business trip. Enjoy a cozy layout, fully equipped kitchen, smart TVs, and thoughtfully designed spaces that bring both comfort and character.

Top Location! Close to USA, Outdoor Space\Fenced!

Cozy, fully stocked, dog friendly with fenced yard in the popular “Villages of Springhill” area of Mobile! Close to University of South Alabama, Mobile Tennis Center, the new Pickleball Courts at Lavaretta Park, Walking trails and more! You will love the comfortable furnishings, screened in porch and outdoor seating/grilling area! The cottage is stylishly decorated in a coastal/bohemian flair with local area artwork! Work station, full laundry room, fully stocked house!

Bay Cottage!

Welcome to the Bay Cottage!! This beautiful beach style home is nestled in a quiet community located just 8 minutes from Downtown Mobile and the carnival cruise terminal. This home also features in unit washer and dryer facilities, a fully equipped kitchen, and wifi. During your stay enjoy some family time on the outdoor patio gilling on a warm summer day or cuddled up by the fire pit during those winter months. We truly can't wait for you to be our guest!

Newly Built Cottage in Downtown Mobile, Walkable!

Brand new construction, fully-equipped cottage house central to everything in downtown Mobile (6-blocks from the heart of the entertainment district). Additionally, the house is central to 165 and I-10...perfect stop on the way to the beach! Not to mention, this is the perfect house for Mardi Gras...parade route is blocks away! Do you need more space, reserve the brand new house next door! Both would be perfect for families or friends traveling together!

Secluded cabin on the water jetski, kayak & hottub

Mobile’s number 1 STAYCATION!!! Private waterfront A-frame cabin—your perfect tranquil getaway. Enjoy a huge dock, hot tub, and stunning views in a peaceful, secluded setting. Calm clean waters with jet ski, kayak, boat & hydro bike rentals (seasonal). Cozy 1-bedroom loft, pet-friendly, and great fishing. Just 20 mins from Mobile and 1 hour from beaches & casinos—privacy with convenience! Experience a one of a kind experience

Cozy Craftsman at Bon Air

This cozy Craftsman bungalow offers the perfect blend of historic charm and modern comfort. With its beautifully preserved historic details combined with thoughtful modern upgrades, this home is the best of both worlds. Fully furnished and move-inready, it includes everything needed for a comfortable stay. Whether you're here for work, an extended visit, or just to relax, this space is designed to make you feel right at home.

Brand New Container Home 2 min to interstate

Experience a unique stay in this stylish shipping container retreat with rooftop stargazing and a large covered porch perfect for relaxing. Just 2 minutes to the interstate and 4 minutes to Walmart, this 1 bed, 1 bath getaway sleeps 3–4 guests with a queen memory foam bed and futon. Enjoy a stocked kitchen, washer/dryer, grill, large yard, rock driveway, and pet-friendly accommodations for the perfect short or long stay.

*Bay View* Near Dauphin Island HOT TUB! Unit B

Welcome to the bay! The best of both worlds. Close to dauphin island and close to downtown Mobile! This is a home with two separate units on the property. Unit B (this unit) is the downstairs unit. You have 3 private doors for you to come in and out. Your own outdoor space includes: hot tub, grill and outside area. -500 Ft Pier, Boat House and fire pit are a shared space. - We are always available for questions!

Peaceful Cottage w/Cabana-15 min to Downtown

Welcome to DubTwins Cottage - a peaceful, private, newly updated retreat conveniently located near Downtown Mobile, Gulf Coast beaches, shopping, and dining. Enjoy a spotless, comfortable stay with easy highway access and complimentary YouTube Premium on the main TV. Perfect for business travelers, families, baseball tournaments, or anyone seeking a relaxing home away from home. We look forward to hosting you!