
Holiday houses in Chickasaw
Find and book unique accommodation on Airbnb
Top-rated holiday 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.

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.

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).

Tim's Paradise Home
Waterfront Mobile Retreat Backing Up to Dog River! 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. Spend time fishing for RedFish off the dock This home feels private and serene, yet you’re only minutes from Downtown Mobile’s restaurants and historic districts. When the beach calls, Dauphin Island is an easy drive for sun, sand, and amazing sunsets.

Guest Favorite/Private Cabana-15min to Downtown
Relax and unwind at DubTwins Cottage, a peaceful 3BR, 2BA retreat near Downtown Mobile. Enjoy a private outdoor cabana with a nice grill area, perfect for relaxing or dining outside. Inside features a full kitchen, dining room, family room, and full laundry. Guests love the quiet neighborhood, spotless clean home, and cozy comfort. Ideal for families, business travelers, and anyone in town for sporting events, Mardi Gras, or a Gulf Coast getaway with nearby beaches.

Bay Cottage!
Welcome to the Bay Cottage!! This beautiful beach style home is nestled in a quiet community located just 8 minutes from Downtown Mobile and the carnival cruise terminal. This home also features in unit washer and dryer facilities, a fully equipped kitchen, and wifi. During your stay enjoy some family time on the outdoor patio gilling on a warm summer day or cuddled up by the fire pit during those winter months. We truly can't wait for you to be our guest!

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!

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

*Bay View* Near Dauphin Island HOT TUB! Unit B
Welcome to the bay! The best of both worlds. Close to dauphin island and close to downtown Mobile! This is a home with two separate units on the property. Unit B (this unit) is the downstairs unit. You have 3 private doors for you to come in and out. Your own outdoor space includes: hot tub, grill and outside area. -500 Ft Pier, Boat House and fire pit are a shared space. - We are always available for questions!
Popular amenities for Chickasaw holiday rentals
Other great holiday rentals in Chickasaw

The King Peter Z House

Stay at The Pearl - Midtown Gem

Cozy and quiet getaway close to Park & Bay

Sleeps 5/clean and cozy

Secluded Woodland Cottage-pond/hiking/birding/43ac

Cozy Cottage near Zeigler Blvd

Teal Victorian in Mobile

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





