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.

Guest favourite

Guesthouse in Hernando

4.98 out of 5 average rating, 112 reviews

Guesthouse 1 bed, beautiful views NO cleaning fees

Relax at our adorable 1 bedroom quite hide-a-way, but still have the convenience of being located close to everything. There are beautiful views from the front covered porch. Also located about 20 minutes from Memphis and Tunica Casino Strip. Enjoy local attractions: Hernando Town Square, Snowden Grove, Shopping, Graceland, Memphis Botanic Gardens, Museums and Beale Street. This area and home is made for family life, not for the party style, come and enjoy your tranquil stay with us.

Jan. 5 – 12

$159 CAD per night
Guest favourite

Cabin in Oakland

5.0 out of 5 average rating, 96 reviews

Tiny Lakehouse,Hot Tub near Blue Oval,Memphis

Welcome to our 240 sq ft lakeside cabin with a hot tub nestled by a private lake. The gentle sounds of fish jumping provide a soothing soundtrack. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Artistic touches and natural beauty come together in this retreat. Whether it's the thrill of reeling in your catch or the quiet joy of stargazing, each moment is a chapter in your lakeside story. Escape to this cozy paradise where nature's beauty meets comfort.

Aug. 14 – 21

$219 CAD per night
Guest favourite

Guest suite in Shelby County

4.83 out of 5 average rating, 294 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. It’s completely private with no shared spaces. This cozy duplex has a living room with kitchenette, a bedroom and a bathroom and is attached to our house. (See picture of house in our listing.) 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.

Sep. 10 – 17

$163 CAD per night

Popular amenities for Oakland vacation rentals

Other great vacation rentals in Oakland

Guest favourite

Home in Memphis

5.0 out of 5 average rating, 59 reviews

Memphis Outskirts, Safe, Private, Quiet Guesthouse

Jul. 31 – Aug. 7

$240 CAD per night
Guest favourite

Home in Oakland

4.97 out of 5 average rating, 36 reviews

"Charming 3BR Retreat" Near Blue Oval & Memphis

Dec. 1 – 8

$358 CAD per night
Guest favourite

Home in Collierville

4.91 out of 5 average rating, 22 reviews

Newly Renovated 3 Bedroom Quiet Private Farmhouse

Jun. 30 – Jul. 7

$374 CAD per night
Superhost

Home in Mason

5.0 out of 5 average rating, 3 reviews

Blue Oval City-Workers welcome! Wifi/truck parking

Apr. 14 – 21

$212 CAD per night
Guest favourite

Farm stay in Arlington

5.0 out of 5 average rating, 52 reviews

FarmCharm getaway outside Memphis | Nearby winery

Sep. 2 – 9

$418 CAD per night
Guest favourite

Guesthouse in Millington

4.9 out of 5 average rating, 40 reviews

Cozy guest house in a country setting w/pool.

Sep. 26 – Oct. 3

$214 CAD per night
Guest favourite

Guesthouse in Covington

5.0 out of 5 average rating, 22 reviews

Peaceful, Private Studio 1Bath

Dec. 3 – 10

$194 CAD per night
Guest favourite

Guesthouse in Olive Branch

4.98 out of 5 average rating, 48 reviews

The Country Bungalow

Jun. 17 – 24

$146 CAD per night
Guest favourite

Home in Lakeland

4.96 out of 5 average rating, 24 reviews

Lakeland Cottage

Apr. 24 – May 1

$276 CAD per night
Guest favourite

Cabin in Somerville

5.0 out of 5 average rating, 8 reviews

Stanton/Somerville cabin w/private fishing dock

Sep. 20 – 27

$156 CAD per night
Guest favourite

Cottage in Brighton

5.0 out of 5 average rating, 39 reviews

Cockatoo Cottage - 3BR/1.5BA Home on 1 Acre

Sep. 16 – 23

$263 CAD per night
Guest favourite

Home in Millington

5.0 out of 5 average rating, 74 reviews

The Cottage at Kerrville

May 15 – 22

$260 CAD per night

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