Holiday rentals in Chickasaw

Midtown Funky Black Cottage

Guesthouse cottage in historic Midtown Mobile and close to many area amenities. The living area has an art wall & kitchenette. The 1st bedroom features a king bed & piano bar. A bookcase door leads to the pink room w/ photo props. Host is a photographer & offers mini sessions. We are excited to host & strive for you to have a great experience. *Disclaimer The design/appeal of this black cottage is a cozy retreat. The walls/ceiling are black as shown in pics. There’s a soaking tub and no shower.

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.

Adorable 1-Bedroom Guesthouse in Spanish Fort

Enjoy a private space to call home during your Spanish Fort stay, cozy detached guest house with full bath, kitchenette, dinning space and closet space with private entrance. Amazing location only 10 minutes away from Mobile Bay and five rivers delta with the best fishing in the area. US-98 Causeway offers some of the most popular Cafe/Bars and amazing seafood, Italian and Mexican dinning on the Bay. Also within 5 minutes of shopping centers, 20 minutes from Fairhope and 45 to Pensacola Beach.

The Den, Comfortable loft midtown

Come stay at the Den! A renovated yet vintage loft in Midtown Mobile. This property is located less than a five minute drive to Downtown Mobile. Close to Starbucks, and the new Aldi's and more. This apartment has been completely renovated with granite and features refinished, original hardwood floors. This is a large studio apartment that has a living space, queen size bed, and kitchenette. The kitchen has a coffee and tea bar, two burner range, microwave, dishwasher and toaster oven.

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.

Private Historic Midtown Cottage Clean Quiet

Enjoy a little private cottage in the historic Midtown area, minutes away from downtown Mobile and I10. Very quiet neighborhood, with all the charm that Midtown has to offer. Our favorite thing about the neighborhood is the live oak trees that sweep across Government Street along with all of the stringed lights at various houses nearby. We love our little guest house because it is a hidden gem full of character and charm all while being in the heart of town. Come check it out!

Updated historic home w/ fast Wi-Fi near downtown

Beautifully renotaved historic home in Oakley Garden Historic District. Located within walking distance or a short ride to downtown, the Mardi Gras Parade, and all the popular restaurants and attractions. Within 5-minute walking distance to the popular Callaghan's Irish Social Club (best burger in Mobile and recently voted the best bar/social club in the South!), The Hummingbird Way Oyster Bar or the popular Washington Square Park. Experience the magic of Mobile!

Cottage on Caroline

Welcome to Cottage on Caroline, a precious and happy home that is in Old Dauphin Way Historic District A neighborhood that is enjoying revitalization and value appreciation. The entire home was renovated. The ceilings are 10' and the hardwood floors are original and full of character. Huge fenced backyard. Dauphin St Entertainment District is a 5 minute walk away. The home also sits on the bike path and is a block and a half from the Mardi Gras parade route.

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.

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!

{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 Aldi, Guncles gluten free bakery, and Soul Caffeine coffee shop.

Haven on Hamilton

Cozy, private guest suite convenient to the interstate, airport and great local restaurants. Located just half an hour from Dauphin Island and historical downtown Mobile. Local attractions include the USS Alabama, Mobile cruise terminal, and more. You can have the quiet, country feel with all the convenience of city living.