Vacation 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.

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.

Peach & Pine Cottage - Pet friendly in Midtown

Peach & Pine Cottage, named for its color palette and featured tree, is our third listing! In this home, we embraced the retro energy with pops of mid-century modern throughout and paid homage to the fab fifties in almost every room. You’ll feel both comfortable and relaxed in a space filled with mixed metals, pastel colors, & plenty of lighting. As always, we want you & your pets to feel at home. Checkout our other properties, Magnolia Belle & the Oak Haven, to see the experience we provide!

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.

Palm Cottage: Poolside Midtown Guest House

Clean and crisp poolside guest house offers a bright and inviting space. Relax in Adirondack chairs by the pool, have a swim, work in the office space, unplug in the common room, cook in the full kitchen, nap or read in the library loft. Design details preserve distinct spaces within the open floor plan; high ceilings add to the spacious feel of the cottage. Convenient Mid-town Mobile location close to restaurants. Downtown (10 min.); Fairhope (35 min.); Dauphin Island beach (50 min.).

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.

{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.

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.