
Vacation rentals in Chickasaw
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chickasaw
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

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!

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.

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).

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!"★

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.

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.

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.

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
Other great vacation rentals in Chickasaw

Summerville Suite in Midtown

Top Location! Close to USA, Outdoor Space\Fenced!

Cozy and quiet getaway close to Park & Bay

The King Peter Z House

Peaceful Backyard Suite

Beautiful 1 BR Renovated Apt in downtown

Teal Victorian in Mobile

Quiet Waterfront Home | Dock | Wi-Fi | Downtown
Destinations to explore
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Destin Vacation rentals
- Panama City Beach Vacation rentals
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Pensacola Vacation rentals
- Santa Rosa Island, Florida Vacation rentals
- Rosemary Beach Vacation rentals
- Birmingham Vacation rentals
- Gulf State Park
- Gulf Shores Public Beach
- Perdido Key Beach
- Alabama Point Beach
- OWA Parks & Resort
- Flora-Bama Lounge
- The Hangout
- USS Alabama Battleship Memorial Park
- Waterville USA/Escape House
- The Wharf Amphitheater
- Adventure Island
- The Lighthouse Condominiums
- University of South Alabama
- The Track
- Dauphin Island East End Public Beach
- Alabama Gulf Coast Zoo
- Phoenix 5 Vacation Rental Condominiums
- Bellingrath Gardens and Home
- Gulf Islands National Seashore
- Fort Conde
- Fort Morgan State Historic Site
- Dauphin Island Sea Lab
- Alabama Aquarium At The Dauphin Island Sea Lab
- Lost Key Golf Club





