Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

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

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Top 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

4.94 out of 5 average rating, 136 reviews

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

Guest favorite

A wooden dock extends over calm waters, bordered by lush greenery and trees. The serene landscape features a clear blue sky with scattered clouds, inviting relaxation and scenic views of the tranquil surroundings.

Home in Elberta

4.89 out of 5 average rating, 230 reviews

Quaint Cottage by the Bay (Porthole Paradise)

A dog friendly (W/ Fee - See Below) picturesque updated cottage centrally located off of Soldier Creek in Perdido Beach, AL. Enjoy a large fenced backyard w/fire pit, minutes walk from Soldier Creek. Bring your boat & head directly into the bay where you can enjoy frequent dolphin sightings, island hopping, bay accessed bars/restaurants. Soldier creek is a Kayak/Paddleboard/pup friendly destination! FAST WiFi! White Sand Beach in Miles: (18mi perdido key)(20mi Gulf Shores) 11mi to OWA & Tanger

Guest favorite

A modern kitchen features a large island with a light stone countertop and four bar stools. White cabinetry and stainless-steel appliances create a clean and functional cooking space. The floor is finished in a light wood tone, contributing to a bright and open atmosphere.

Home in Foley

4.86 out of 5 average rating, 87 reviews

GREAT HOME FOR AMAZING VACATION NEAR THE BEACH!

Convenient location with a short driving distance to the beautiful Gulf Shores and Orange Beach with white sand beaches and attractions, the OWA theme park with lots of fun and the new indoor/outdoor water park, the Wharf Amphitheater, the Tanger outlets, groceries markets, and a variety of restaurants. Brand new home locater in a quiet and green view area, fully equipped with comfortable furniture to accommodate 8 people in four bedrooms. Versatile home for Family vacations or business trips.

Guest favorite

A screened porch is shown with a mix of seating options, including two armchairs and a sectional sofa. A glass-topped coffee table sits in the center, surrounded by lush greenery visible through the screens. Warm light glows from the interior through double doors.

Home in Fairhope

4.91 out of 5 average rating, 87 reviews

Southern 4BR Retreat | Near Grand & Downtown

Enjoy your Fairhope getaway in this luxury 4 bedroom home in a quiet neighborhood on a large private lot with extra parking. This updated bungalow has charm & architectural details. The screened porches, with grill & fire pit heighten the outside experience. Ride our 5 bikes 30 min through Fairhope Park to reach the pier and downtown area with shops and restaurants. Take advantage of the short drive or 30 min bike ride to the Grand Hotel for the spa, Robert Trent course, and marina views.

Top guest favorite

Guesthouse in Fairhope

5 out of 5 average rating, 244 reviews

Fairhope Countryside .15min to dwntwn Fairhpe

Perfect Location! Enjoy a great Beach Day being only 40 min from the Gulf. Return that day to unwind in this quiet country getaway. The Loft is located only 15min to downtown Fairhope. Fairhope is rated as a top 10 best small town in the US w/ its great shoping and dinning. The loft has a great TV viewing area. Best couch ever! Plenty of room on the sectional couch to sprawl out on and watch your fav show. Fast internet. The Loft has as a second story patio to catch the perfect sunset.

Guest favorite

An outdoor space is illuminated by soft lighting, featuring a circular fire pit surrounded by several seating chairs. The spacious backyard is enclosed by a wooden fence, with the bungalow visible in the background under a cloudy sky.

Home in Foley

4.98 out of 5 average rating, 123 reviews

Great Home near Gulf Shores Beaches & Attractions!

Enjoy easy access to everything you desire from this centrally located home. Short drive to beautiful Gulf Shores and Orange Beach white sand beaches. Near other fun attractions: zoo, roller coaster, go karts, water park, and mini golf. Conveniently nearby grocery, restaurants, and shopping! Kid friendly. Very spacious, fully equipped, and beautifully furnished. Easily accommodates 11 in four bedrooms. Versatile vacation home, perfect for staying in and relaxing or a trip to the beach!

Superhost

Townhouse in Pensacola

4.86 out of 5 average rating, 160 reviews

Herons Nest: Gorgeous Waterfront Unit with Kayaks!

Welcome to Heron's Nest! Our oasis sits on a calm, private, shallow cove of Perdido Bay, providing FANTASTIC balcony views AND the perfect place for families to relax, swim, play, & paddle safely, all directly behind this waterfront unit. This 2 bed/2.5 bath sleeps 6 and includes a fully stocked kitchen, laundry, & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming, etc, or take a quick 5 minute drive to Perdido Key Beaches, restaurants, & more!

Guest favorite

A spacious covered dock with a wooden floor overlooks Mobile Bay. The elevated structure features an open design with wooden beams and railings, offering panoramic views of the water and horizon. Natural light floods the area through the open sides, creating an inviting space.

Home in Fairhope

4.86 out of 5 average rating, 111 reviews

Charming Bayfront Getaway - Private Pier

Take a break on Mobile Bay at this quaint Fairhope bungalow. Enjoy kayaking, fishing, crabbing and boating from your own private pier. Relax on the wharf under blue skies & magnificent sunsets. You will be minutes away from downtown Fairhope (shopping/restaurants), and just 30 miles from Gulf Shores/Orange Beach. Plenty of blue crabs & fish to catch here. This cottage is completely furnished and ready to go. Leave your troubles behind, and come stay with us. Pets welcome with a fee.

Top guest favorite

A spacious wrap-around balcony features comfortable seating arrangements with decorative cushions. Soft lighting is provided by overhead string lights, creating an inviting ambiance. Greenery from hanging plants softens the space, while views of the bustling street below are visible through the ornate metal railing.

Apartment in Fairhope

5 out of 5 average rating, 97 reviews

French Quarter Chateau in Lovely Downtown Fairhope

Stay in your own oasis above the beautiful Fairhope French Quarter, surrounded by lush grounds and seasonal decorations. Enjoy your luxurious walk-in shower, comfy beds, fully-equipped kitchen & private laundry room. Unwind on your spacious, wrap-around balcony. Stroll to downtown shops and eateries that define Fairhope. View spectacular sunsets a short walk away at the Fairhope Pier. Watch Mardi Gras parades from the balcony, or have a convenient home base during Arts and Crafts.

Guest favorite

The kitchen area features wooden cabinetry and a work table, providing ample space for meal preparation. Kitchen appliances are neatly arranged, and decorative accents add character to the rustic design. Natural light illuminates the room through a window with patterned curtains.

Cabin in Foley

4.92 out of 5 average rating, 24 reviews

Cuddle-Up Cabin

Privacy, seclusion and tranquil cabin getaway, perfect for *two, but room for two small children. Surrounded by majestic live oaks and only a few minutes to the most beautiful beaches on earth, world class charter fishing, Arnold Palmer designed golf courses, fresh Gulf seafood, with area attractions for the most discriminating traveler. ***The low ceiling loft, approx. 4' at the highest point, sleeps 2 sml children on twin size futons. Prior request for twin bedding needed.

Guest favorite

Cottage in Gulf Beach

4.92 out of 5 average rating, 118 reviews

Intracoastal Beach Cottage

Newly renovated beach cottage. Located on a 2 acre intracoastal waterfront property on beautiful Perdido Key, Florida. Walking or boating distance to any local eats and haunts. Ample space for dry boat parking, or 100 feet of semi-private beach pull up. 1/4 mile from public boat ramp. 1 mile to public beach access on Gulf of Mexico. Fully furnished with extra amenities for a good beach getaway; private grill, deck, walkway, chairs. We welcome you to our little piece of paradise!

Guest favorite

A sandy pathway leads through tall grass and wooden planks towards the beach. Gentle waves can be seen in the distance, meeting a cloudy blue sky. The beach is framed by lush greenery, creating a serene coastal entrance.

Apartment in Silverhill

4.91 out of 5 average rating, 188 reviews

Bama Breeze

Large upstairs apartment centrally located between Mobile and Pensacola. 30 Minutes to beautiful Gulf Beaches. Large pier on Mobile Bay in Fairhope,Al. Great restaurants close by. Close to new Theme Park “OWA” This is a upstairs apartment with the entire upstairs private and separated from lower part of the house. Swimming pool, fire pit, bbq area and more. Pool may be shared with other guest No pets no smoking or vaping inside Outside washer and dryer