Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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Top guest favorite

A spacious bed is centered against a wooden headboard, with light bedding and decorative pillows. Soft lamps flank the bed on each side, and a wooden tray holds a drink and floral arrangement at the foot. Natural light streams through windows with blinds.

Farm stay in Arlington

5 out of 5 average rating, 23 reviews

1B1B FarmCharm getaway | Near to Memphis & winery

Experience the peaceful countryside of Arlington/Lakeland TN, with a stay at our charming farmhouse retreat. This is our smaller-sized accommodations, perfect for couples, budget-conscious travelers and small groups. Just a short drive to Memphis, TN (& 15min to the closest town), our comfortable home offers a perfect blend of relaxation and convenience. Featuring a fully equipped kitchen, outdoor seating, fishing pond access, BBQ grill, fire pit, and delightful interactions with our horses.

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, 41 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!

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, 120 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, 140 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

4.99 out of 5 average rating, 69 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”

Guest favorite

An efficiency apartment features a full bed and a futon, situated on a neutral-toned wood floor. A red couch with decorative cushions adds a pop of color. A coffee table is centered on a soft rug. Light filters in from an overhead fixture, illuminating the space.

Place to stay in Moscow

5 out of 5 average rating, 9 reviews

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**

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, 250 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, 241 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.

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, 393 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, 225 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, 178 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

4.98 out of 5 average rating, 165 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.