Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top 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
4.97 out of 5 average rating, 105 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.

Superhost
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, 827 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 favorite
Townhouse in Mobile
4.96 out of 5 average rating, 132 reviews

Furnished Corporate Studio Near Airbus/Austal

A beautiful historic townhome in lovely downtown. Enjoy a completely private stay for your work trips Enjoy the downtown vibe at a place close to everything 2 min walk to world famous Callaghan’s Irish Pub 2 minute walk to beautiful Washington square park 2 minute walk to gorgeous Mobile Public Library 9 minute walk t Less than a mile walk to center of Downtown Enjoy this downtown stay for your next visit! Please note have upgraded the bed in the pictures, to a new similar style gray bed.

Top guest favorite
A private pavilion extends over the calm waters of Mobile Bay, framed by a large oak tree. The soft hues of sunset illuminate the sky, reflecting on the water's surface, creating a peaceful lakeside view.
Cottage in Mobile
4.96 out of 5 average rating, 195 reviews

Sunrise Bay Cottage

Relax with the family or escape for the weekend at this comfortable cottage on Mobile Bay. Just 15 Minutes away from downtown Mobile and 35 Minutes away from Dauphin Island, this home is your private getaway with direct access to Mobile Bay. Spectacular views and situated in the middle of the city providing easy access to the Gulf Coast. Enjoy the small private pavilion over the water, the cozy outdoor living area or grilling out on the upstairs balcony. Public boat launch on the street too!

Guest favorite
Home in Mobile
4.93 out of 5 average rating, 142 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!

Top guest favorite
The exterior of Sheldon Castle is showcased, featuring natural stone walls, intricate architectural details, and a striking red door. Lush greenery surrounds the structure, with mature trees and landscaped areas contributing to the serene environment.
Castle in Fairhope
4.99 out of 5 average rating, 625 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
Condo in Mobile
4.98 out of 5 average rating, 460 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).

Top guest favorite
The screened porch features a spacious sitting area with white seating and views of the surrounding greenery. Sunlight filters through the screen, enhancing the warm atmosphere. Outside, Mobile Bay can be glimpsed, along with the natural landscape, creating a serene setting.
Home in Daphne
4.99 out of 5 average rating, 192 reviews

Frog Symphony・Sunsets ・ Beachfront・Porch Swing Bed

→ Screened porch with bed swing looking over Mobile Bay → Private 1650sf raised cottage on Mobile Bay → 50 steps to the sandy beach on Mobile Bay → 4 miles to Downtown Fairhope → Amazing views of the sunset over the bay → Well stocked kitchen → 598 Mbps internet → Three bedrooms, including loft → Two bathrooms ★"The location is perfect for beach combing and sunset views."★ ★"By far, this Airbnb was our favorite. The house was GORGEOUS! Even better in person than in the photos!"★

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
4.95 out of 5 average rating, 103 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 favorite
An aerial view captures a cozy cottage surrounded by a wooden fence, illuminated by string lights. A paved path leads to the entrance, and outdoor seating with a grill is visible, creating a welcoming space for relaxation and gatherings. The landscape is framed by trees.
Cottage in Mobile
4.92 out of 5 average rating, 249 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.

Top guest favorite
A modern kitchen is highlighted by a spacious island with wooden seating. Pendant lights hang above the island, illuminating the sleek cabinetry and stainless-steel appliances. Large windows offer natural light, complementing the bright, white ceiling beams.
Apartment in Fairhope
4.98 out of 5 average rating, 127 reviews

THE apt in Downtown Fairhope #1

Immerse yourself in downtown Fairhope in our unique one-bedroom apartment above a lively bookstore, coffee shop, and bar. Enjoy complimentary drink tokens and nightly live music. Page & Palette's dynamic calendar enhances your experience. Our attentive staff ensures a memorable stay. Located steps from top restaurants and shopping, this is the sole long-term rental among four units. Welcome to THE heart of Fairhope! Please read full description.

Guest favorite
An A-frame cabin is depicted alongside a spacious dock with a covered area. Soft lights are strung around the dock, illuminating the serene water surrounded by trees at sunset. The peaceful landscape reflects a calming atmosphere.
Cabin in Satsuma
4.91 out of 5 average rating, 197 reviews

Secluded cabin on the water jetski, kayak & hottub

Mobile’s number 1 STAYCATION!!! Private waterfront A-frame cabin—your perfect tranquil getaway. Enjoy a huge dock, hot tub, and stunning views in a peaceful, secluded setting. Calm clean waters with jet ski, kayak, boat & hydro bike rentals (seasonal). Cozy 1-bedroom loft, pet-friendly, and great fishing. Just 20 mins from Mobile and 1 hour from beaches & casinos—privacy with convenience! Experience a one of a kind experience

Popular amenities for Chickasaw vacation rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Mobile County
  5. Chickasaw