Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

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Guest favorite
A covered back porch is surrounded by trees and features hanging planters. Bright string lights are draped overhead, illuminating the space. A circular fire pit sits at the center, with colorful chairs arranged around it, creating an inviting outdoor atmosphere.
Home in Mobile
4.96 out of 5 average rating, 109 reviews

Historic Midtown Bungalow

Pet-friendly Midtown bungalow just 1 mile from downtown, nestled in the charming Old Dauphin Way Historic District. Enjoy a walkable, tree-lined neighborhood with historic homes, steps from a popular wine bar, coffee shop, bakery, and Mardi Gras parade routes. Grocery/convenience stores are within ½ mile, and Mobile Infirmary and USA Health University Hospital are just a 5–10 minute drive. Unwind on the covered back porch with string lights, fire pit, and TV—perfect for relaxing after a day out.

Guest favorite
The living area is warmly lit, featuring a comfortable seating arrangement on a dark area rug. A ceiling fan provides ventilation, and a flat-screen TV is mounted above a classic fireplace. Framed photographs decorate the walls, contributing to a cozy atmosphere.
Home in Mobile
4.83 out of 5 average rating, 861 reviews

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.

Top guest favorite
Home in Mobile
5.0 out of 5 average rating, 28 reviews

Walk to Univ. South Alabama/Southern Retreat

Welcome to a Gulf Coast getaway in Mobile, Alabama, perfectly located within walking distance of University of South Alabama. Whether visiting for game day, campus tours, graduation or a day trip to our beautiful beaches, this welcoming home offers comfort, convenience and a taste of Southern hospitality. Enjoy cozy living areas, designated work/study areas, a fully equipped kitchen and comfy, cozy bedrooms for a restful stay. We'd love to host you and make your stay comfortable and memorable.

Guest favorite
The charming exterior of a single-story cottage is framed by a large tree. A welcoming front porch features wooden railings and a green door, while light blue shutters complement the neutral siding. Lush greenery lines the path to the home, enhancing its inviting presence.
Home in Mobile
4.93 out of 5 average rating, 151 reviews

Cozy Home Minutes to Downtown

RELAX & UNWIND at this PEACEFUL, SPACIOUS & COZY Cottage located in the popular Midtown area of Mobile! Upon arrival you will feel right at home. You will find this cottage is very spacious equipped with a King size bed, Queen size bed, Full size bed, Master bathroom & Guest bathroom & a fully equipped kitchen! Enjoy a glass of wine, a good book or some family time outback in the peaceful backyard! A short commute to all the restaurants, bars & attractions! This cottage is the perfect getaway!

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, 214 reviews

City Center Retreat Walk to Dining & Nightlife

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
Home in Mobile
5.0 out of 5 average rating, 63 reviews

Tim's Paradise Home - Waterfront

Amazing Waterfront! Our guests say the pictures don't do our home justice! Welcome to a charming Mobile getaway backing to Dog River, offering peaceful water views. Wake up to the calm of the river and unwind in the evenings with the water just steps away. This home feels private and serene, yet you’re only minutes from Downtown Mobile’s restaurants and historic districts and Southern Alabama University. When the beach calls, Dauphin Island is an easy drive for sun, sand, and amazing sunsets.

Top guest favorite
The charming cottage features a striking red exterior, framed by lush greenery and an expansive oak tree. Soft lighting is strung above the porch, creating an inviting atmosphere. A gravel path leads to the front entrance, enhancing the cottage's cozy appeal.
Cottage in Mobile
5.0 out of 5 average rating, 147 reviews

Kirkland House in Oakleigh historic district

Quaint and cozy cottage in the heart of the Oakleigh historic district. Minutes from the downtown entertainment district, the new Regions Arena, and the new Mobile International Airport. Within walking distance of restaurants and Mardi Gras parade routes. Enjoy porch sitting in our swing and rockers while enjoying your favorite beverage. The gulf beaches and Dauphin Island are a short drive away. Enjoy fishing and kayaking in the Mobile Delta. Famous Callaghan's Irish Pub is just steps away.

Top guest favorite
A serene bayou landscape is depicted, featuring a calm waterway surrounded by lush greenery. A small dock extends into the water on the left, while tall trees with orange leaves create a natural backdrop under a clear blue sky.
Home in Mobile
4.96 out of 5 average rating, 196 reviews

Bayou Getaway Cottage

Relax with the family or escape for the weekend at this comfortable and well appointed cottage on the bayou just off Dog River. Only 15 Minutes away from downtown Mobile and 35 Minutes away from Dauphin Island, this home is your private getaway. An open waterfront view, great fishing, wild ducks and situated in the middle of the city providing easy access to the Gulf Coast. Covered back deck with a gorgeous view, grill and you can even throw a TV out there to make it an outdoor living room.

Guest favorite
A spacious bedroom features exposed brick walls and rustic wooden beams. A large, teal bedspread covers the bed, while a cozy sofa and round coffee table are provided for relaxation. Natural light filters through two windows, illuminating the warm wood floors.
Apartment in Mobile
4.9 out of 5 average rating, 63 reviews

Exposed Elegance-Downtown Mobile

Nestled in a beautifully restored building in the heart of downtown Mobile, our unique loft offers an unforgettable retreat for those seeking comfort and convenience. Step outside and immerse yourself in the vibrant downtown scene, with an array of dining, shopping, and cultural attractions just moments away. Experience the charm of historic architecture combined with tastefully decorated accommodations, making it the perfect base for your Mobile adventures. Unwind and indulge in our space!

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, 653 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.

Guest favorite
A spacious living area features a large sectional sofa and a cozy armchair. Light wood flooring enhances the bright atmosphere, while a TV and decorative elements are positioned on the wall. Natural light flows through the windows, complemented by indoor plants.
Home in Mobile
4.97 out of 5 average rating, 89 reviews

Ansley Manor 5br Home w/ Pool, Hot Tub & Game Room

Spacious newly renovated house offers activities for the whole group making for the ultimate getaway. This home is perfect for entertaining a large group with multiple living spaces, a pool, hot tub, game room, firepit, outdoor deck and BBQ. The game room features a poker table, ping pong table, foosball, electronic game table, bar, couch and TV. Centrally located in the Springhill area, only minutes from the interstate, downtown, University of South Alabama and Springhill College.

Guest favorite
A spacious living area features brown leather sofas set on warm wooden flooring. A dining space is visible in the background, with a dark wood table and chairs. Neutral walls are adorned with artwork, and a fireplace serves as a focal point, complemented by a flat-screen TV.
Home in Mobile
4.93 out of 5 average rating, 117 reviews

Convenience Cottage/Close to ALL

Your family will be close to everything when you stay at this centrally-located place. Minutes from South Alabama (USA), Springhill College, Mobile Tennis Center, parks, golf, Mobile Art Museum, Fair Grounds, and much more. The home sits on a large corner lot easy to find. Large privacy fenced back yard for you and your four legged family members to enjoy. Also has a large covered back deck to enjoy along with a gas grill. Walking distance to the park and Japanese’s garden.

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