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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Top guest favorite
Guesthouse in Somerville
5.0 out of 5 average rating, 32 reviews

Quiet Country Garage Apartment - Sleeps 2 Adults +

Small garage apartment on owner's property in quiet country setting. Sleeps 2 adults + 2 children on one queen bed and a futon (makes full-sized bed). Kitchenette: microwave, toaster oven, electric tea kettle, k-cup coffee, refrigerator. Pots/pans for cooking on outside grill top. WiFi; TV w/ local channels and ROKU. Enjoy sitting on outside deck. NO animals/pets. 7 mins. to Blue Oval Ford; 30 mins. west to Memphis Wolfchase; 20 mins. west to Arlington (TN); 45 mins. east to Jackson (TN)

Guest favorite
A spacious bed is presented, adorned with soft linens and decorative pillows. A framed artwork hangs above, adding a touch of elegance. A dresser with three mirrors and a compact light fixture is visible beside the bed, providing functional and aesthetic value to the room.
Home in Lakeland
5.0 out of 5 average rating, 22 reviews

Lakeland with lake & land for work/fun! Memphis.

Relax with the whole family at our peaceful home. Close to shopping, restaurants, and I-40 for work trips. Groceries: Aldi, Sprouts, Kroger (3 mi) Shops/Restaurants: Lake District (1 mile); Wolfchase Galleria (5 mi); Market Wolfcreek (5 mi) Hospitals: Baptist Memorial Mem (16 miles); St. Francis Bartlett (5 mi); Methodist Germantown (13 mi) Entertainment/Outdoors: Shelby Farms Park (11 mi); Mem Zoo (18 mi); Beale St (22 mi) Memphis Airport (24 mi) U of Mem (16 mi) Collierville (15 mi)

Top guest favorite
Cabin in Oakland
4.98 out of 5 average rating, 239 reviews

Lakefront Tiny Cabin Near Memphis with Hot Tub & S

Escape to a charming 240 sq ft lakefront tiny cabin in Oakland, Tennessee, just outside Memphis. This unique place to stay is perfect for couples, small families, or anyone looking for a peaceful retreat surrounded by nature. Enjoy a cozy cabin experience with a relaxing hot tub, fire pit, and beautiful sunset views over a quiet 10-acre lake. Modern comforts include fast Wi-Fi, a well-equipped kitchenette, and a beautiful waterfront setting where you can unwind and reconnect with nature.

Top guest favorite
The exterior of a spacious brick home is featured, set against a lush green lawn. Large windows allow natural light to enhance the warm brick tones, while the surrounding trees provide a tranquil backdrop.
Home in Oakland
4.97 out of 5 average rating, 77 reviews

The Bartholomew: 3BR/2BA • King + 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”

Top guest favorite
The sun sets over a calm lake, casting warm orange and yellow tones across the sky. Silhouetted trees frame the view, enhancing the serene atmosphere. The reflection of the sunset can be seen on the water, creating a peaceful scene.
Home in Williston
5.0 out of 5 average rating, 36 reviews

The Cottage at Sunfire Farm

Newly remodeled countryside retreat with peaceful lake views, stunning sunrises and sunsets-the inspiration behind our name, Sunfire Farm. Enjoy fishing from the shore, watching wildlife, and stargazing under quiet country skies. Fully equipped kitchen and all the comforts of home. In the fall, pick your own pumpkin, carve it by the campfire and enjoy the harvest season. The quiet side of life is closer than you think-come unwind, slow down, and let us host your peaceful stay.

Top guest favorite
Guest suite in Collierville
4.95 out of 5 average rating, 269 reviews

Collierville cottage on 3 acre farm with pool

Summer has arrived 💦 Come enjoy our family farm located on 3 acres in the peaceful countryside of Collierville. We welcome guests in separate downstairs guest house 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 officially open.

Top guest favorite
A cozy corner of the living room features a brown sofa adorned with decorative cushions. A small side table adds functionality. Natural light enters through the window, which is partially covered by blinds. A large mirrored frame reflects the inviting atmosphere.
Guest suite in Shelby County
4.86 out of 5 average rating, 447 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. Private! No shared spaces, no hidden cleaning fees. This cozy duplex has a living room with kitchenette ( mini fridge, microwave) bedroom, bathroom and is attached to our house. 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

Guest favorite
A spacious kitchen features a wooden ceiling with a chandelier, complemented by white cabinetry and natural wood accents. A large island with seating is central, while stainless steel appliances and a window overlook the greenery outside, enhancing the bright, open feel of the space.
Home in Somerville
4.92 out of 5 average rating, 48 reviews

Loosahatchie Lodge

Get out of the city and enjoy country chic living in this 4 bedroom, 4.5 bathroom farm house. Nestled on 3 acres and close to the Loosahatchie River, this beautiful sanctuary offers peaceful surroundings of farm, forest and star gazing. This area is teeming with wildlife including turkey, deer, and the occasional bald eagle. Allow the kids to enjoy nature, and make smore's, while you unwind with a glass of wine. Reset and reboot surrounded by nature.

Top guest favorite
The exterior of a spacious log home is depicted, featuring a large wraparound porch supported by muted stone columns. The roof is gently sloped, and multiple windows elevate the design. Surrounding greenery offers a serene atmosphere, while a stone wall partially encloses the property.
Guest suite in Lakeland
4.96 out of 5 average rating, 253 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 a green tiny house is highlighted, featuring a covered porch with a wooden railing. Two potted plants with yellow flowers are positioned near the entrance, which includes a doorbell and window. Natural surroundings provide a serene atmosphere.
Tiny home in Atoka
4.86 out of 5 average rating, 247 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.

Guest favorite
A spacious bedroom features a comfortable bed dressed in light linens, complemented by decorative pillows. Two bedside lamps provide soft lighting, while a large window allows natural light to enter. A dresser with multiple drawers and wall art adds to the room's inviting decor.
Home in Arlington
4.97 out of 5 average rating, 200 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.

Top 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
4.96 out of 5 average rating, 293 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!

Popular amenities for Oakland vacation rentals