Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

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Superhost
A black cottage is surrounded by lush greenery, with a covered porch featuring a cozy seating area. Potted plants add a touch of nature, and a gravel pathway leads to the entrance, enhancing the tranquil outdoor setting.
Guesthouse in Mobile
4.81 out of 5 average rating, 188 reviews

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.

Superhost
A comfortable living area is presented with a leather sectional sofa and an armchair. A ceiling fan is visible above, and light streams in through the window with shutters. A television is mounted on a white console, complementing the soft colors of the room.
Home in Mobile
4.84 out of 5 average rating, 164 reviews

Cozy Midtown Home by the Park

Enjoy your stay in the historic Mobile area, in this 1940s midtown home. This small 2 story home has 3 bedrooms with queen beds and 2 full baths. One block from a large park with play grounds, skate park, walking paths and food trucks. There is shopping and eateries all with in walking distance. Downtown is a short 10min drive and the beaches of Dauphin Island are just a 45 min drive south. The dinning room table converts into a poker table or bumper pool table. Two of the bedrooms are upstairs

Top guest favorite
A cozy detached guest house is presented, featuring a dark brown door and two windows adorned with white curtains. The exterior is painted in neutral tones, complemented by a small table and two blue chairs placed outside. An American flag is displayed on the front, and a wooden fence provides privacy.
Guesthouse in Spanish Fort
4.98 out of 5 average rating, 149 reviews

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.

Top guest favorite
A bright living area features a soft grey sectional sofa adorned with yellow throw pillows. A round glass coffee table sits on a plush carpet, while natural light filters through large windows. A white media console and decorative wall sconces add to the inviting ambiance.
Apartment in Mobile
4.98 out of 5 average rating, 182 reviews

Lovely 1 Bedroom Condo Downtown Mobile

This beautifully decorated condo in Mobile is close to everything, making it easy to plan your visit. Just steps away from the Saenger Theater, Soul Kitchen, Mobile's cruise terminal, and historical museums. There are several parks, art galleries, restaurants, and bars within walking distance to explore. The perfect crash pad for touring in Mobile. The condo features a king-size bed with a plush comforter and a queen-size sofa bed. A great place for you to retreat, relax, and revive yourself.

Top guest favorite
The entrance to a unique stone castle is framed by lush greenery and colorful flower beds. A tall, round tower features a window, and the distinctive roof is crafted from slate. Sunlight filters through the surrounding trees, enhancing the natural setting.
Castle in Fairhope
4.99 out of 5 average rating, 572 reviews

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.

Top guest favorite
A bright sleeping area features a spacious bed with crisp white linens, complemented by a blue throw. Two framed prints adorn the wall above the bed. Soft lighting is provided by bedside lamps. A staircase leads to the loft, while storage and seating are present nearby.
Guesthouse in Mobile
4.96 out of 5 average rating, 282 reviews

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.).

Superhost
A charming cottage exterior displays a light blue façade complemented by white trim. A vibrant red door welcomes guests, while a large flag hangs beside a porch adorned with hanging plants. Lush greenery, including large leaves and flowering plants, frames the pathway leading to the entrance.
Home in Mobile
4.83 out of 5 average rating, 209 reviews

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.

Top guest favorite
An updated kitchen area features a central island with a white shiplap design and stainless-steel appliances, including a refrigerator and oven. A dining space includes a small dark wooden table and two chairs. Warm wood flooring complements the light-colored walls, while natural light enters through the windows.
Apartment in Mobile
4.9 out of 5 average rating, 196 reviews

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.

Superhost
A bright bedroom features a spacious bed with an arrangement of decorative pillows. Soft sunlight filters through sheer curtains at two windows, while bedside tables hold lamps. A dresser with decorative accents is positioned against one wall, adding to the room's relaxed ambiance.
Cottage in Mobile
4.92 out of 5 average rating, 219 reviews

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.

Superhost
A spacious living area features a teal sectional sofa adorned with decorative pillows, positioned on a dark area rug. A white coffee table with a heart-shaped decor piece stands in the center. Large windows with sheer curtains allow natural light to enhance the elegant decor.
Home in Chickasaw
4.9 out of 5 average rating, 20 reviews

Chickasaw Landing

This special place is conveniently located near everything, making it easy to plan your visit. A beautiful ranch-style home, LIKE HOME, minutes away from Brooks (boat) Landing, I-65 & I-10E, shopping, recreation, food, Mobile's downtown airport, cruise terminal, convention center, Saenger Theatre, business districts & more. Gulf Coast beaches are just about an hour away. We hope you will enjoy your stay, make lasting memories, and visit us again!

Top guest favorite
The charming cottage is surrounded by lush greenery and colorful flower beds, with a stone pathway leading to the entrance. Sunlight filters through the trees, highlighting the inviting facade adorned with window boxes filled with blooming plants.
Guesthouse in Mobile
4.99 out of 5 average rating, 287 reviews

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.

Guest favorite
A cozy guest suite is divided by a rustic window frame, creating separate areas for sleeping and relaxing. The sleeping area features a spacious bed with light bedding, while the living space includes a comfortable sofa and armchairs. Natural light fills the room through large windows.
Loft in Mobile
4.94 out of 5 average rating, 475 reviews

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.

Popular amenities for Chickasaw vacation rentals

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