Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

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Guest favourite
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 favourite
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.

Guest favourite
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 favourite
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 favourite
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 favourite
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.

Top guest favourite
An inviting exterior view of a two-story apartment with large windows, featuring a bright orange door framed by planters. Lush greenery surrounds the area, enhancing the peaceful ambiance. A winding staircase leads to the upper level, while a clear path guides visitors to the entrance.
Condo in Mobile
4.97 out of 5 average rating, 482 reviews

Downtown (B) Historic Detonti Square District

This is a 1br 1 full bath apartment. It is on the second floor unit B. It is located downtown in the historic "DETONTI SQUARE" district. Very quiet with beautiful old homes and large oak trees. It is only 4 blocks from lively 'Dauphin Street' with all of the restaurants, bars and other activities. 1car max parking on property. Parking on street in front if needed. There is a self check in box at entry door, open and remove key. (You have to re-punch #’s to close the lock box door).

Guest favourite
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, 316 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.).

Top guest favourite
A charming cottage stands surrounded by lush greenery, featuring a pink front door and white siding. The porch is adorned with flower pots and string lights, enhancing the inviting atmosphere. Two large windows allow natural light to brighten the space.
Cottage in Mobile
4.97 out of 5 average rating, 453 reviews

Corporate Midtown Cottage Near Airbus/Austal

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!

Guest favourite
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.

Guest favourite
A wooden deck is shown with two red adirondack chairs positioned near a fire pit. Soft lighting is provided by lanterns surrounding the area. Lush greenery is visible in the background, complementing the tranquil setting.
Cottage in Bay Minette
4.9 out of 5 average rating, 103 reviews

Cheerful cottage on the water w/ large deck & dock

This newly renovated 2 bdrm 1 bath cottage is on Tensaw Island. The island is a private gated community. There is plenty of room to spread out and relax on the screened in porch or large platform deck. This is the perfect place if you love to kayak, fish or just want to spend the day on the Tensaw river or hangout on Gravine Island. With just being an hour drive from Gulf Shores/Orange Beach there are endless possibilities for recreation, food, and entertainment.

Guest favourite
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
4.91 out of 5 average rating, 271 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.

Popular amenities for Chickasaw vacation rentals