Holiday rentals in Chickasaw

Owl's Nest Cottage $30Pet Fee

Perfect for business & pleasure. Extremely easy access (less than 2 miles) to downtown shopping, restaurants, cruise terminal, Mardi Gras attractions, battleship & Interstate I-10 . Private stay at this cozy 1930's cottage with modern bedroom suites & therapeutic foam mattresses! Kitchen features a new gas stove with griddle. In the heart of Midtown-Leinkauf Historic District. Walking to Starbucks or groceries. $30 pet fee. Kid friendly. HUGE backyard. Easy 20min. to University South Alabama.

Kirkland House in Oakleigh historic district

Quaint and cozy cottage in the heart of the Oakleigh historic district. Minutes from the downtown entertainment district and within walking distance of groceries, restaurants, Mardi Gras parade routes, and the famous Callaghans Irish bar. 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. Visit the Mobile Mardi Gras Museum and other places of interest.

Storybook Castle BnB

Sheldon Castle is a registered Baldwin County Historic home. It is a unique, artistic structure right in Fairhope but secluded on a side street. The Eastern Shore Art Center is down the drive and across the street. From there you are in wonderful downtown Fairhope. The studio suite is a completely private part of Sheldon Castle with the Sheldon descendants in the rest of the home. Mosher Castle with a moat and dragon is next door. Our guests are invited to walk the grounds of both castles.

Charming Midtown • Walkable • Easy DT Access

Centrally located in charming, walkable Midtown Mobile’s Old Dauphin Way Historic District, my home is just minutes from: 🎭 Mardi Gras parade route (2 mi), USS Alabama (5.3 mi), GulfQuest Museum (2.8 mi), Saenger Theatre (2.6 mi), LODA District (2.6 mi), Ladd-Peebles Stadium (0.8 mi), and Convention & Civic Centers (2.9 mi). 🏥 Near USA Health (2.5 mi) & Mobile Infirmary (3.2 mi). 🏖️ Dauphin Island (45 mins). ✈️ 15 mins to Mobile Regional Airport with quick access to I‑10/I‑65.

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 with comfortable furniture, water garden, and accent lighting. Come and go as you please via a private doorway onto patio.

Updated Historic Apartment with Private Balcony!

Renovated but historic! With a private balcony! This property is a two bedroom, one bath loft apartment on the second floor of a small Midtown building. It was fully updated in 2021, with new central air, new kitchen and renovated bathroom. The location is excellent, just a couple minutes to Downtown Mobile, and under an hour to Dauphin Island or Gulf Shores Beaches. This is a beautiful neighborhood to take an evening stroll and see the 100+ year old homes.

{B A Y} Quiet Midtown Retreat with King Bed

Please take a few minutes to read our reviews and hear why guests love our place so much... we work hard to provide a five star experience for every guest we host. We know you will love it too! *We offer weekly and monthly discounts* Our duplex is situated in a very friendly, walkable neighborhood. Starbucks is just a short stroll down the street. Walking distance to Winn-Dixie, Guncles gluten free bakery, Nova Espresso and Soul Caffeine coffee shop.

Live Oak Loft—Historic Midtown

A light filled, cozy guest suite with a private entry and beautifully landscaped courtyard in historic mid-town Mobile, Alabama. Located a few miles from downtown with locations such as the Mobile Convention Center, Cruise Terminal, Battleship Park and Mardi Gras.

✦1st Flr Suite✦ Walk to Pizzeria/Dining/Bus/Campus

Hi and welcome! The stay is a 1st Floor guest suite only you have access to and separated from the rest of the house. It is located across from the USA campus and is also a short walk to many restaurants, a city bus stop, a post office, dry cleaners, and more.