Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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

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Superhost

An entryway features a closed door with a decorative glass panel. A white breakfast bar with stools is positioned prominently, while a comfortable seating area includes two chairs. Light streams in through windows, illuminating the neutral tones of the space.

Guesthouse in Downtown Memphis

4.87 out of 5 average rating, 181 reviews

Eclectic Chateau Home with Free Private Parking!

This guesthouse is perfectly situated in the Speedway Terrace district near downtown and midtown Memphis. Located only minutes from the greatest Memphis attractions including Beale Street, Fedex Forum, the Rock 'n Soul Museum, Mississippi Riverfront, Memphis Zoo, and walking distance from Crosstown Concourse. The suite also comes with amenities for any length of stay. With free parking, a kitchen, a queen bed, sofa bed, a beautiful outdoor space, and whole house water filter you'll be at home.

Guest favorite

A compact bathroom space features a white toilet against a backdrop of rustic wooden walls. Decorated with a vibrant collage of food-themed art, the area is complemented by a red bucket containing toiletries.

Place to stay in Brighton

4.95 out of 5 average rating, 131 reviews

Gaga’s Getaway - Entire loft/bungalow

Gaga's Getaway is the ultimate place for a relaxing weekend. This cozy loft/bungalow is located in the town of Brighton, reminiscent of Mayberry from the beloved Andy Griffith Show. Although Gaga's Getaway is tucked away, city life is only 20 minutes away. In addition, this getaway is 30 minutes from Blue Oval City, 20 minutes from the naval base in Millington, and 45 minutes to downtown Memphis. Make sure to enjoy the southern hospitality and food you will encounter at the local eateries!

Top guest favorite

Home in Oakland

4.98 out of 5 average rating, 64 reviews

"The Bartholomew” 3 Bed 2 Bath King w/Jacuzzi Tub

Welcome to The Bartholomew—your perfect retreat! This spacious 3-bedroom home with a study offers comfort, tranquility, and modern amenities. Enjoy a fully equipped kitchen with a coffee station, a master suite with Jacuzzi, and a patio with a grill for relaxing evenings. With WiFi, laundry, and self check-in via keyless entry, your stay is effortless. Located in a peaceful neighborhood, unwind, recharge, and create unforgettable memories in this cozy, serene home. “Your Cozy Retreat”

Guest favorite

A suburban home is depicted with a well-maintained driveway leading up to it. Lush green grass surrounds the property, which features a mix of prominent shrubbery and flowering plants. The house displays a traditional architectural style with various rooflines and multiple windows reflecting the sunlight.

Guest suite in Shelby County

4.85 out of 5 average rating, 368 reviews

Duplex attached to our house! Safe Memphis suburb!

Private outdoor entrance. There is no access from the main house to the duplex and vice versa. It’s completely private with no shared spaces. This cozy duplex has a living room with kitchenette, a bedroom and a bathroom and is attached to our house. (See picture of house in our listing.) Sleeps 2 adults, and up to 2 small children. We don’t accept guests from Memphis and don’t feel our property is right for romantic getaways considering we live next door and have kids and dogs.

Top guest favorite

A modern open-concept living space features a wooden staircase leading to the upper level. A sleek kitchen island with bar seating is visible, complemented by large windows that allow natural light to fill the area. Warm wood tones create a welcoming ambiance.

Home in Collierville

4.98 out of 5 average rating, 143 reviews

Collierville home - 2 bedrooms sleeps 7

Memphis Meadows is **NEW** Country Living at its finest with new appliances/furniture with blazing internet (100+ Mbps). Located in Collierville; 20 mins to Germantown/Bartlett, 40 mins to Graceland, and 45 mins to Beale Street. Incredible mountain biking within walking at Herb Parson's Lake state park. Private Jacuzzi J-465 hot-tub available for guests to use. Beautiful views from second floor residential living area including a full porch and third floor bedroom.

Guest favorite

Home in Crawfordsville

4.94 out of 5 average rating, 177 reviews

Sunset Ittelegna

Take it easy at this unique and tranquil getaway. Secluded, country home with lush gardens and saltwater pool. Sunset Ittelegna is just 20 minutes from Memphis, TN. Fully functioning mini kitchen and separate living space. There is a private drive dedicated to the freestanding home.You’ll enjoy sweeping views of the Delta and most breathtaking sunsets through a wall of floor to ceiling windows.Sunset Ittelegna offers privacy and comfort. Perfect for your getaway.

Guest favorite

An outdoor area is shown, featuring two adirondack chairs positioned near a fire pit. A barbecue grill sits nearby on gravel, while green grass and a wooden fence create a serene backdrop of a spacious lawn with trees in the distance.

Home in Holly Springs

4.84 out of 5 average rating, 196 reviews

Gallop-Inn Bungalow

PETS are welcome but please no more than 2 pets. Super easy self check in with keypad. Great location just outside the city and just a short drive to Historic Downtown Collierville, TN or how about a 30 minute drive to Downtown Memphis/Beale Street, Tunica Casinos, and Graceland. Plenty of Acreage for your pets to exercise. Enjoy the local sights of the area like Pickwick Lake and State Park less than an hour drive. Enjoy all the conveniences of home.

Top guest favorite

An outdoor dining area is set with a rectangular table surrounded by six white wicker chairs. A small vase of flowers is placed at the center of the table. A pink umbrella provides shade, and a grassy area extends into the background, framed by trees.

Guest suite in Collierville

4.95 out of 5 average rating, 229 reviews

Collierville cottage on 3 acre farm

Sun and summer has arrived ☀️Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate cottage with private entrance and porch overlooking pool. Look no further for a nature lovers retreat only minutes from city life. No trains or busy street noises just birds singing and crickets chirping. Amazing restaurants and shopping minutes away when you’re ready to explore! The pool is open.

Top guest favorite

A log home surrounded by an abundance of autumn leaves creates a rustic setting. The spacious porch wraps around the house, providing seating areas with comfortable chairs. Large windows allow for ample natural light, and the facade features a prominent chimney that enhances the home’s character.

Guest suite in Lakeland

4.95 out of 5 average rating, 213 reviews

Log Cabin with Covered Bridge

Our property isn't just a place to spend the night, its a destination. A place to relax. We have been blessed to call this beautiful farmstead home for over 30 years. Upon entering the property you will traverse along the winding drive, rolling hills, across the lake on the covered bridge, and up the hill to the log home. Be sure to look around for the many deer, geese, ducks, turkeys, and other wildlife that also call our farm home.

Guest favorite

The exterior of the tiny house is shown, featuring a green facade with a metal roof. A wooden deck with a railing enhances the entrance, accompanied by two potted plants. An outdoor grill is visible on the deck, providing additional amenities.

Tiny home in Atoka

4.85 out of 5 average rating, 159 reviews

Cozy and Quiet

This cozy tiny house is located off hwy. 14 on the edge of Shelby County and Tipton County. This tiny home sleeps 2 in a queen bed and 1 on a futon. Downtown Memphis is 30 min away. Millington, Bartlett, Atoka, Stanton, Arlington, and Lakeland are 20 min away. This home is in the country surrounded by beautiful trees. There is a pond, old barn, a few barn cats and chickens roaming the property. The property is gated and very quiet.

Top guest favorite

A modern kitchen showcases blue cabinets and a central island with a circular sink. Stainless steel appliances are positioned along one wall, while patterned tile flooring extends throughout the space. Natural light is let in through a skylight above, adding brightness to the area.

Home in Arlington

4.98 out of 5 average rating, 163 reviews

Arlington/65” HDTV/25 min to BLUE OVAL/garage

Enjoy a stylish experience at this conveniently-located zero-lot home in Arlington on the edge of Memphis right off of interstates I-40 and 385 (exit 25). Plenty of room for the entire family in this 1,900 sq ft home with king bed in primary, queen in room down, queen in loft, and queen in 4th bedroom. Large table to dine around, 65” TV in den, additional smart TVs in all bedrooms. Fiber high speed internet. 2 car garage.

Guest favorite

The front exterior of the cottage is depicted, showcasing a modern design with white vertical siding and a contrasting dark roof. A welcoming entrance is framed by a wooden overhang, with two symmetrical windows on either side. A garden bed with colorful flowers is visible near the pathway.

Guesthouse in Cordova

4.95 out of 5 average rating, 228 reviews

Cozy Cottage 1-BR Private Screened Porch

This one bedroom private cottage is tucked back in a little oasis we created for our family and guests. While enjoying morning coffee you will find space that insists you relax on the large screened-in porch and watch deer and other wildlife travel through the yard. Whether you are here to relax or work, there is no place better to do so than at your own oasis. We'd love for you to be our guest!