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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Guest favorite
A vibrant living area features a blue sectional sofa adorned with decorative pillows. A stylish coffee table rests on a geometric patterned rug, while bright artwork and bold red letters accentuate the walls. Natural light filters through the window, complemented by modern lighting fixtures.
Home in Binghampton
4.88 out of 5 average rating, 144 reviews

Fun & Funky #2 centrally located in Memphis!

Welcome to our funkiest & fun AirBnB # 2. This quant little house has 2 bedrooms & 1 bath, hosting up to 4 people. It's on a quite street directly across from a city park. Centrally located in Memphis - Midtown/Broad Avenue Arts District. 2 min -> Broad Ave Arts District (food, drink, coffee, brewery!) 4 min -> Overton Square (the best live music, bars & restaurants in Midtown) 4 min -> Zoo 5 min -> Liberty Bowl 12 min -> Airport 12 min -> FedEx Forum 14 min -> Beale Street 20 min -> Graceland

Top guest favorite
A covered porch area is shown, featuring two wooden rocking chairs with orange cushions, positioned on a patterned area rug. A pendant light hangs from the wooden ceiling, and swings are also visible nearby. Lush greenery and a gravel path extend into the distance.
Farm stay in Byhalia
5 out of 5 average rating, 43 reviews

Bobwhite's Retreat

Escape to our charming 1-bedroom barn retreat in Byhalia, set on five peaceful acres just minutes from Collierville and a short drive to Memphis and Oxford. Perfect for up to 4 guests, it features a cozy queen bed, a queen-size pullout couch, and a well-equipped living space. Enjoy tranquil countryside views, a patio for morning coffee or stargazing, and minimal check-out procedures for a stress-free stay. Whether you’re here to relax or explore, this serene getaway offers the perfect escape!

Top guest favorite
The kitchen features blue cabinetry, equipped with glass-fronted upper cabinets displaying dishware. A white refrigerator sits beside a wooden cart with an oven and fruits. Natural light filters through a window above the sink, enhancing the bright, inviting space.
Guest suite in Rhodes View
4.97 out of 5 average rating, 125 reviews

Rhodes Midtown Haven | The Hallwood Loft

Welcome to our luxurious upstairs suite, a stone's throw from Rhodes College. Nestled in a gated property with secure parking, this comfy haven boasts a separate entrance for your privacy. Relax on the rooftop patio, or unwind indoors with our massive 85" 4K TV. The suite features a king-sized bed for supreme comfort, a well-stocked kitchen, and a dedicated workspace with fast WIFI. Perfect for work travel or visiting parents, our space offers a blend of luxury, security, and prime location.

Top guest favorite
An outdoor deck features a mix of seating options, including a black metal table and chairs. A grill is positioned near the railing, with warm string lights installed above creating a welcoming ambiance. A large window provides views of the surrounding greenery.
Place to stay in Brighton
4.96 out of 5 average rating, 143 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
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, 71 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”

Top guest favorite
A cozy living room area is showcased, featuring a dark sofa and a light-colored coffee table. Accent pillows add warmth to the seating options. A lamp and two candles create a soft glow, while a wall-mounted mirror enhances the space's depth.
Guesthouse in Cordova
4.92 out of 5 average rating, 256 reviews

BE OUR GUEST: Adorable Guest House in EastMemphis

Perfect for passing through Memphis. Located in a beautiful neighborhood near 140. Weather you’re touring Memphis for the weekend or in for rotations at work, we have your home away from home waiting for you. Those who love being out doors will enjoy the wooded yard with a sitting area around the fire-pit. There is also a Sofa-sleeper (queen bed) for additional guest. Very centrally located and near I-40 allowing you to be most anywhere you need to be in 20 minutes.

Top guest favorite
An open-concept studio layout is showcased, featuring a spacious bed with a light quilt, a cozy couch adorned with patterned cushions, and a small wooden table. A kitchenette area with a microwave, coffee maker, and utensils is present, complemented by decorative plants.
Guest suite in Collierville
4.95 out of 5 average rating, 242 reviews

Collierville cottage on 3 acre farm

Fall is here 🍁 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 open however water is chilly.

Top guest favorite
A modern kitchen is featured, with light-colored cabinetry and a spacious island at the center. Elegant pendant lights hang above, while stainless steel appliances and a coffee maker are visible. A window allows natural light to illuminate the area, complemented by decorative wall elements.
Home in Millington
4.99 out of 5 average rating, 117 reviews

The Cottage at Kerrville

A cozy 3 bedroom cottage in the historic community of Kerrville, Tennessee. Situated on 5 acres with plenty of room to roam. Newly renovated, fully furnished. Complete with kitchen, laundry room, and oversized shower with endless hot water. Beds are queen size with new memory foam mattresses and ceiling fans in each bedroom. Covered carport with well-lit exterior. Seven minutes from the Navel Air Station in Millington, and 25 minutes from Downtown Memphis.

Top guest favorite
The tiny house features a rustic wooden exterior with a red metal roof. Soft ambient lights are strung around the door area, which is framed by greenery and flower beds. Outdoor seating is provided by two white chairs on a gravel patio, creating a welcoming space.
Tiny home in Olive Branch
4.98 out of 5 average rating, 124 reviews

The Pony

-Boasting a small hoofprint of 128 square feet with a loft. Ideally situated in a safe area for those visiting/passing through Memphis. -Tranquil views of open fields, horses, and a variety of other furry friends at a working horse boarding barn. -Stay solo or with someone you don't mind cozying up to. Ideal for mobile guests comfortable with stairs and tighter spaces. Locals or those without positive reviews will be rejected. Our property is non smoking.

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 Cordova
4.85 out of 5 average rating, 398 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) and a 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

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
4.95 out of 5 average rating, 227 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
4.85 out of 5 average rating, 182 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.

Popular amenities for Oakland vacation rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Fayette County
  5. Oakland