
Vacation rentals in Oakland
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Top-rated vacation rentals in Oakland
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Memphis Made | Quiet Cozy 3BR + 20 Mins Downtown
Located in a quiet neighborhood! Dive into this modern and comfortable 3 bedroom home located less than 10 minutes to one of the largest parks in the country, Shelby Farms Park! This home is conveniently located near I-40 highway providing easy access to Memphis' best attractions. Enjoy group-friendly amenities like endless fun on the foosball table, take selfies in front of our custom neon sign, and relax on swingset in the backyard. You will feel right at home during your MEMPHIS MADE STAY!

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!

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.

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!

"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”

The Loft is a private apt w/ 1 bed & 1 full bath
Peaceful upstairs private efficiency or office space. A full bed and a futon bed. Garden, grills, parking & backyard are shared with downstairs owner/ occupants. Absolutely No Parties. Located next door to Moscow Police & City Hall. Note: No Smoking indoors & Leave no butts behind! 5 min from Jupiter Café, Pleasants Grocery, Local Eats & Boutiques! Ghost River / Wolf River access! 30 min from West Tennessee Skydiving! 43 min from MEM AIRPORT! **Low ceiling & very steep stairs**

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.

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.

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.
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland

Peaceful, Private Studio 1Bath

Hillcrest Cottage

Quiet Country Garage Apartment - Sleeps 4

Cozy condo

Private and friendly home

Loosahatchie Lodge

Studio With Artistic Touch!

The Cottage at Sunfire Farm
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