Holiday 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.

Sunrise Bay Cottage

Relax with the family or escape for the weekend at this comfortable cottage on Mobile Bay. Just 15 Minutes away from downtown Mobile and 35 Minutes away from Dauphin Island, this home is your private getaway with direct access to Mobile Bay. Spectacular views and situated in the middle of the city providing easy access to the Gulf Coast. Enjoy the small private pavilion over the water, the cozy outdoor living area or grilling out on the upstairs balcony. Public boat launch on the street too!

Cozy Home Minutes to Downtown

RELAX & UNWIND at this PEACEFUL, SPACIOUS & COZY Cottage located in the popular Midtown area of Mobile! Upon arrival you will feel right at home. You will find this cottage is very spacious equipped with a King size bed, Queen size bed, Full size bed, Master bathroom & Guest bathroom & a fully equipped kitchen! Enjoy a glass of wine, a good book or some family time outback in the peaceful backyard! A short commute to all the restaurants, bars & attractions! This cottage is the perfect getaway!

Kirkland House in Oakleigh historic district

Quaint and cozy cottage in the heart of the Oakleigh historic district. Minutes from the downtown entertainment district, the new Regions Arena, and the new Mobile International Airport. Within walking distance of restaurants and Mardi Gras parade routes. Enjoy porch sitting in our swing and rockers while enjoying your favorite beverage. The gulf beaches and Dauphin Island are a short drive away. Enjoy fishing and kayaking in the Mobile Delta. Famous Callaghan's Irish Pub is just steps away.

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).

The Cottage on Clearmont

Welcome to The Cottage on Clearmont where convenience meets comfort. Enjoy the privacy and comfort of this fully-furnished, two bedroom, one bath, completely renovated cottage in the heart of Midtown! The cottage is perfectly situated and dog friendly, making it easy to experience the best dining and shopping Mobile has to offer! We live close by and will be happy to help with any questions you may have regarding the cottage or Mobile and surrounding areas.

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!

Chickasaw Landing

This special place is conveniently located near everything, making it easy to plan your visit. A beautiful ranch-style home, LIKE HOME, minutes away from Brooks (boat) Landing, I-65 & I-10E, shopping, recreation, food, Mobile's downtown airport, cruise terminal, convention center, Saenger Theatre, business districts & more. Gulf Coast beaches are just about an hour away. We hope you will enjoy your stay, make lasting memories, and visit us again!

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

Charming Cottage - Historic Midtown

Our guesthouse is located behind our house on a beautiful Mobile street with a live oak canopy and Spanish moss accents. The 600 sq ft cottage has been remodeled keeping the old Southern style and charm that makes Mobile such a lovely city. After waking from a restful slumber in the king-size bed, enjoy your morning coffee/tea on the private outdoor patio. Come and go as you please via a private doorway onto patio.

*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!

Mobile Bay Beachfront · Porch Swing Bed · 2 Kings

A 1,650 sq ft raised cottage on Mobile Bay — 50 steps from the beach. The screened porch is where guests consistently end up: 12×40' with a swing bed, a dining table for 6, and binoculars for watching the wildlife. Two California king bedrooms, both ensuite. Jennifer and Dave live three doors down and know every good restaurant on the Eastern Shore.