Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

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

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Top guest favourite
A wooden dock extends into a serene pond, where a gentle fountain creates ripples on the water's surface. Soft lighting highlights the surrounding lush grass and trees under a fading sunset, contributing to a peaceful outdoor ambiance.
Guest house in Covington
5 out of 5 average rating, 68 reviews

Peaceful, Private Studio 1Bath

Relax and unwind with the sounds of nature without the hustle and bustle of the city noise around you. You will be able to enjoy the peaceful surrounding like the beautiful pond, and 8 acres of land that would be great for running, walking or just enjoying a picnic. Enjoy summer nights under the covered patio while you cool off from a full day of adventures. Located 30 minutes from Blue Oval City and about 50 minutes from Downtown Memphis. Unpack, unwind and find Serenity. **5g Wifi**

Top guest favourite
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, 73 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 favourite
Farm stay in Olive Branch
4.96 out of 5 average rating, 414 reviews

Horse Farm Hideaway

Industrial farmhouse style meets southern charm on an idyllic horse boarding family farm safely outside of Memphis. Perfect location both for sightseeing in Memphis or bypassing the city entirely. Take a walk among the horses to decompress. Full kitchen and a large bathroom. No exterior windows. Guests sleep well in our quiet and private space. Due to safety concerns, no children under 12. Locals or those without prior positive reviews will be rejected. Our property is smoke free.

Top guest favourite
A cozy pool house is illuminated by soft lighting, providing a tranquil view of the gentle turquoise water. The pool area, framed by landscaping and trees, offers a peaceful retreat, making it ideal for relaxation.
Guest suite in Collierville
4.95 out of 5 average rating, 263 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 favourite
Guest suite in Cordova
4.86 out of 5 average rating, 432 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

Guest favourite
The exterior of the home is presented at twilight, showcasing a welcoming front porch with seating. Warm light spills from the entryway, highlighting a well-maintained yard and pathway. Adjacent vehicles and trees enhance the peaceful neighborhood ambiance.
Home in Millington
4.87 out of 5 average rating, 133 reviews

Bluff City Manor A (2bd 1ba, pet-friendly w/fee)

The home features 2 bedrooms, 1 bath, & a futon in the living room. Nicely updated & offers all the amenities of home. No fenced yard. House is 10-20 minutes to everything, including the Naval Base, Downtown & Wolfchase area. There is a Ring Doorbell at the front door for safety purposes. The entire house is cleaned thoroughly after each guest. Please make sure to register the correct number of guests & make sure to register your pet if bringing with.

Top guest favourite
A contemporary living area is displayed, featuring comfortable leather seating arranged around a rectangular coffee table. A neutral area rug anchors the space, while a fireplace adds a focal point. Natural light filters through large windows, complemented by sheer white drapes.
Home in Memphis
4.97 out of 5 average rating, 105 reviews

Luxury 3BR Home • Central Memphis Retreat

✨ Welcome to our luxury 3-bed retreat in central Memphis! Enjoy an open-plan living room with 📺 smart TV, ⚡ fast Wi-Fi, and plush seating. 🛏️ 3 spacious bedrooms with premium linens 🍳 Chef-ready kitchen with coffee maker & dishwasher 🌿 Private backyard for relaxing evenings 💻 Workspace + super-fast internet 🧺 Washer & dryer for long stays 🎶 Minutes to downtown dining & music venues Ready for an amazing stay ? Book your getaway today.

Guest favourite
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, 246 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 favourite
Tiny home in Atoka
4.86 out of 5 average rating, 217 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 favourite
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
4.97 out of 5 average rating, 191 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 favourite
Home in Mason
5 out of 5 average rating, 14 reviews

Blue Oval City-Workers welcome! Wifi/truck parking

Relax with the whole family at Beaver Creek Farms, just minutes from Blue Oval City with easy access to Hwy 70 and I-40. This peaceful 4-bedroom, 3-bath home sleeps 8 and rests among rolling pastures, backing up to quiet woods for added privacy. Enjoy your morning coffee or unwind after a long day on the front or rear deck while watching deer and wildlife in the serene beauty of the Tennessee countryside.

Top guest favourite
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.
Guest house in Cordova
4.96 out of 5 average rating, 276 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 holiday rentals

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