
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.

Midtown Funky Black Cottage
Guesthouse cottage in historic Midtown Mobile and close to many area amenities. The living area has an art wall & kitchenette. The 1st bedroom features a king bed & piano bar. A bookcase door leads to the pink room w/ photo props. Host is a photographer & offers mini sessions. We are excited to host & strive for you to have a great experience. *Disclaimer The design/appeal of this black cottage is a cozy retreat. The walls/ceiling are black as shown in pics. There’s a soaking tub and no shower.

Secluded cabin on the water jetski, kayak & hottub
Private cabin on the water. Take it easy at this unique and tranquil getaway. A-frame cabin on the water with huge dock & hot tub! Calm, clean water with jet ski, kayak, boat and hydro bike rental on site! 1 bedroom loft with lots of amenities and amazing views. If your seeking extreme privacy this is the cabin for you! Mobile’s #1 staycation! Pet friendly. 1 of a kind experience with amazing fishing. 1 hr from beaches, 20 min from Mobile, 1 hour from Biloxi Ms casinos, 1 hr from Pensacola FL

*Bay View* Near Dauphin Island HOT TUB!
Hello, we are a married couple with a family renting our full 1/1 downstairs with a kitchen. We are family and kid friendly! We do live on the upstairs floor so you will hear footsteps sometimes. The unit is completely separate with 3 private doors for you to come in and out. Step out and enjoy your privacy with the -500 Ft Pier, Boat House, hot tub, Grill and fire pit! - Hot tub for up to 5 people, with LED lights and control your own water temperature. - We are always available for questions!

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.

Apt. "B" Downtown Art & Eclectic "B"
This is a beautiful, clean and very artsy & eclectic apartment exclusively designed and created for hosting guests. It is on the second floor, building that has 4 apartment. It is located downtown in the historic "DETONTI SQUARE" district. Very quiet with beautiful old homes and large oak trees. It is only 5 blocks from lively 'Dauphin Street' with all of the restaurants, bars and other activities. It has a spacious separate bedroom and separate large living room, full bathroom & kitchen

Adorable 1-Bedroom Guesthouse in Spanish Fort
Enjoy a private space to call home during your Spanish Fort stay, cozy detached guest house with full bath, kitchenette, dinning space and closet space with private entrance. Amazing location only 10 minutes away from Mobile Bay and five rivers delta with the best fishing in the area. US-98 Causeway offers some of the most popular Cafe/Bars and amazing seafood, Italian and Mexican dinning on the Bay. Also within 5 minutes of shopping centers, 20 minutes from Fairhope and 45 to Pensacola Beach.

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.

Historic Midtown • Walkable • 5 Min to DT • WiFi
Centrally located in charming, walkable Midtown Mobile’s Old Dauphin Way Historic District, my home is just minutes from: 🎭 Mardi Gras parade route (2 mi), USS Alabama (5.3 mi), GulfQuest Museum (2.8 mi), Saenger Theatre (2.6 mi), LODA District (2.6 mi), Ladd-Peebles Stadium (0.8 mi), and Convention & Civic Centers (2.9 mi). 🏥 Near USA Health (2.5 mi) & Mobile Infirmary (3.2 mi). 🏖️ Dauphin Island (45 mins). ✈️ 15 mins to Mobile Regional Airport with quick access to I‑10/I‑65.

Private Historic Midtown Cottage Clean Quiet
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!

Updated Historic Apartment with Private Balcony!
Renovated but historic! With a private balcony! This property is a two bedroom, one bath loft apartment on the second floor of a small Midtown building. It was fully updated in 2021, with new central air, new kitchen and renovated bathroom. The location is excellent, just a couple minutes to Downtown Mobile, and under an hour to Dauphin Island or Gulf Shores Beaches. This is a beautiful neighborhood to take an evening stroll and see the 100+ year old homes.

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.

{BOHO}Stylish Stay + King Bed
Please take a few minutes to read our reviews and hear why guests love our place so much... we work hard to provide a five star experience for every single guest we host. We know you will love it too! Our duplex is situated in a very friendly walkable neighborhood. Starbucks is just a short walk down the street. Walking distance to Aldi, Guncles gluten free bakery, and Soul Caffeine coffee shop.
Popular amenities for Chickasaw vacation rentals
Other great vacation rentals in Chickasaw

The Animal House w/ a Speakeasy

Stay at The Pearl - Midtown Gem

Detached Garage Apartment, 800 sqft.

Luxury Downtown Apartment with Rooftop Terrace

Tim's Paradise Home

The GreyWolf - Convenient & Cozy RV

The Midtown Mini-E

Elmira in Oakleigh Garden
Destinations to explore
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Santa Rosa Island, Florida Vacation rentals
- Birmingham Vacation rentals
- Pensacola Vacation rentals
- Tallahassee Vacation rentals
- Gulf Shores Public Beach
- OWA Parks & Resort
- Perdido Key Beach
- Gulf State Park
- Gulf Shores Shrimp Fest
- USS Alabama Battleship Memorial Park
- Magnolia Grove Golf Course
- Steelwood Country Club
- Waterville USA/Escape House
- Hernando Beach
- West End Public Beach
- Surfside Shores Beach
- Bienville Beach
- Branyon Beach
- Alabama Point Beach
- Dauphin Island East End Public Beach
- Fort Conde
- Dauphin Island Beach
- Adventure Island
- Fallen Oak Golf
- Dauphin Beach
- The Preserve Golf Club
- Public Beach
- Beach Park Pier




