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.

Secluded cabin on the water jetski, kayak & hottub

Private cabin on the water. Take it easy at this unique and tranquil getaway. A-frame cabin on the water with huge dock & hot tub! Calm, clean water with jet ski, kayak, boat and hydro bike rental on site! 1 bedroom loft with lots of amenities and amazing views. If your seeking extreme privacy this is the cabin for you! Mobile’s #1 staycation! Pet friendly. 1 of a kind experience with amazing fishing. 1 hr from beaches, 20 min from Mobile, 1 hour from Biloxi Ms casinos, 1 hr from Pensacola FL

Apt. "B" Downtown Art & Eclectic "B"

This is a beautiful, clean and very artsy & eclectic apartment exclusively designed and created for hosting guests. It is on the second floor, building that has 4 apartment. It is located downtown in the historic "DETONTI SQUARE" district. Very quiet with beautiful old homes and large oak trees. It is only 5 blocks from lively 'Dauphin Street' with all of the restaurants, bars and other activities. It has a spacious separate bedroom and separate large living room, full bathroom & kitchen

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.).

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.

{BOHO}Stylish Stay + 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 single guest we host. We know you will love it too! Our duplex is situated in a very friendly walkable neighborhood. Starbucks is just a short walk 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.

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.