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.

*Bay View Mon Louis Island*

Hello, we are a married couple with a family renting our full 1/1 downstairs with a kitchen. We are family and kid friendly! We do live on the upstairs floor so you will hear footsteps sometimes. The unit is completely separate with 3 private doors for you to come in and out. Step out and enjoy your privacy with the -500 Ft Pier, Boat House, hot tub, Grill and fire pit! - Hot tub for up to 5 people, with LED lights and control your own water temperature. - We are always available for questions!

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.

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.

Vintage Charm Haven Apartment

This apartment was remodeled in 2024 with original refinished hardwood floors, fresh paint and new lighting fixtures. The bedroom features a comfy KING size bed! A large TV is provided in both the living room and the bedroom for your use. The kitchen is great, with a stainless steel flat top range, fridge and dishwasher. A coffee bar, microwave and toaster are provided for your use! A work area is off the living room with a desk, lamp and charging strip. A coin op washer/dryer is on site.

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.).

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.

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.

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.

Relax Rejuvenate Refresh

Stay in our newly renovated 3 Bedroom * *Gaming Area *Fast WiFi *Perfect for longer stays & getaways *Professionally Cleaned & Sanitized *Fire place *Fully Stocked & Equipped Kitchen *Complementary Netflix *Cable TV *Washer & Dryer *5mins from Downtown Mobile *Smart Tv’s in every room *Outside motion cameras are on this property

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.