
Holiday houses in Oakland
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Top-rated holiday rentals in Oakland
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Studio Sweetness with a Patio: Walkable Midtown
Tucked in the heart of Midtown, this charming studio is your front-row seat to Memphis’s rhythm and soul. Whether you're here for music, museums, or mouthwatering food — your Memphis stay starts here. ✔SUPERFAST internet ✔Smart TV linked to WIFI ✔Airconditioning ✔Perfect for LONGER stays ✔In-unit Laundry ✔Street parking is available ➤Overton Park - 4 Min Walk ➤Memphis Brooks Museum of Art - 9 Min Walk ➤Overton Square - 10 Min Walk ➤Memphis Zoo - 18 Min Walk ➤Graceland - 15 Min Drive

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 w/ instant coffee pkgs, refrigerator. Pots/pans for cooking on outside grill top. WiFi; TV w/ local channels and ROKU. Enjoy sitting on outside deck. 7 mins. to Blue Oval Ford; 30 mins. west to Memphis Wolfchase; 20 mins. west to Arlington (TN); 45 mins. east to Jackson (TN)

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”

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.

Whispering Oak Secret Hideaway
Whispering Oak was lovingly built in 1908 by the Mothershed family. It is adorned by a massive Oak tree that holds a swing. We have divided the house into two private apartments. Secret Hideaway is on the right. There are 3 spacious rooms. Living/dining with adjoining kitchenette, large bedroom with closet with en-suite luxurious bathroom with walk in shower. There a lovely front porch with swing that provides amazing sunset views and a beautiful backyard with large covered portico.

Collierville cottage on 3 acre farm
Christmas on the farm 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 closed in the winter.

Birch Cottage: midtown charm & driveway parking
Peaceful guest house with central heat and air, close to everything and no cleaning list! Enjoy driveway parking and complimentary snacks in our comfortable space full of vintage furniture and books. Our historic neighborhood is located blocks from the highway, 7 minutes from downtown, 5 minutes from midtown's best restaurants and shops, & 12 minutes from Graceland and the airport. Explore Memphis and rest in our charming cottage! A full size second bed is available by request.

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

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.

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.

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.

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
Other great holiday rentals in Oakland

Great location! Well appointed 3 bedroom home.

Cozy Farmhouse Getaway E Memphis

The Viking ( offering long term)

Munford Home - Old Oak Cottage

Lakefront Pickleball? | Games & Tranquility

Private Germantown Guesthouse

Castle house in the country

Loosahatchie Lodge
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- FedExForum
- Memphis Zoo
- Overton Park
- Shelby Farms Park
- Orpheum Theatre
- Stax Museum of American Soul Music
- National Civil Rights Muesum
- St. Jude Children's Research Hospital
- Graceland
- Simmons Bank Liberty Stadium
- Meeman-Shelby Forest State Park
- University of Memphis
- Autozone Park
- Lee Park
- Rock'n'Soul Museum
- Graceland Mansion
- Children's Museum of Memphis-North




