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 favorite

Apartment in Calhoun City

4.93 out of 5 average rating, 129 reviews

Comfortable and stylish one bedroom apartment.

We are excited to host you and a loved one (max. of 2 guests) at our 2nd floor (stairs), 1 bedroom/1 bath short-term rental full of character. In this apartment, you will have exclusive access to a spacious, private bedroom and a large, full bathroom and kitchen. If you're looking for a tastefully decorated space with a modern feel but with the ambiance of something historic, we're the perfect spot. Guests aren’t allowed to host “company”. Only reg. guests Read full listing before booking.

Nov 11 – 18

R1,762 ZAR per night
Guest favorite

Home in Oxford

4.99 out of 5 average rating, 169 reviews

Private, one bedroom guest house

Lovely, well-appointed apartment SUITABLE FOR ONE PERSON OR A COUPLE. Driveway and private entrance. ADA compliant for wheelchairs. Direct TV in bedroom and living room-includes HBO & dozens of channels. Refrigerator with ice maker, microwave, toaster oven, cooking plate ( skillet and saucepan) Keurig coffee maker. Located behind our house but plenty of privacy. 3 miles from the square and university. 2-night minimum on football game weekends, Double-Decker Weekend in April and UM commencement.

Jun 23 – 30

R2,411 ZAR per night
Guest favorite

Home in Oakland

4.92 out of 5 average rating, 86 reviews

Hidden Treasure at Enid Lake

This peaceful location will have you relaxing and unwinding in no time. This is a true rustic cabin experience approximately 1 mile from George Cossar State Park. This is great for hunting, fishing or just relaxing with family. The park offers a playground, a putt putt golf course, and a disc golf course. The cabin has 3 bedrooms, living room, kitchen and 1.5 baths. The exterior has a 3 sided wrap around porch, 30x40 enclosed garage, and fish cleaning station. Parties & events are not allowed

Nov 17 – 24

R2,690 ZAR per night

Popular amenities for Oakland vacation rentals

Other great vacation rentals in Oakland

Guest favorite

Home in Charleston

4.81 out of 5 average rating, 27 reviews

Beautiful 3 bedroom, 2 bath residential home!

Sep 20 – 27

R4,142 ZAR per night
Guest favorite

Vacation home in Scobey

4.91 out of 5 average rating, 22 reviews

Home place

May 25 – Jun 1

R3,122 ZAR per night
Guest favorite

Cabin in Batesville

4.82 out of 5 average rating, 65 reviews

Little Loft in the Trees

Aug 7 – 14

R2,132 ZAR per night
Guest favorite

Home in Water Valley

5.0 out of 5 average rating, 9 reviews

Cozy house, close to the lake.

Jul 16 – 23

R2,337 ZAR per night
Guest favorite

Home in Batesville

4.93 out of 5 average rating, 59 reviews

Spacious Batesville Home - Quiet Neighborhood

Jul 30 – Aug 6

R3,572 ZAR per night
Guest favorite

Cottage in Grenada

4.83 out of 5 average rating, 53 reviews

Ms Maggie's Place

Jan 19 – 26

R2,013 ZAR per night
Guest favorite

Home in Water Valley

4.95 out of 5 average rating, 19 reviews

Entire home. 2-bedroom 1 bath covered patio

Aug 4 – 11

R2,571 ZAR per night
Guest favorite

Cabin in Grenada

4.93 out of 5 average rating, 74 reviews

Piney Woods Cabin

Mar 12 – 19

R2,493 ZAR per night
Superhost

Guesthouse in Grenada

4.86 out of 5 average rating, 7 reviews

Jaxsonville Southern Guesthouse

May 29 – Jun 5

R2,186 ZAR per night
Guest favorite

Cabin in Grenada

4.95 out of 5 average rating, 75 reviews

The Crappie-2 bedroom cabin with spacious parking

Sep 23 – 30

R2,304 ZAR per night
Superhost

Home in Tutwiler

4.88 out of 5 average rating, 41 reviews

Mississippi Delta Family Getaway

Dec 3 – 10

R3,015 ZAR per night
Guest favorite

Cabin in Como

5.0 out of 5 average rating, 25 reviews

Sardis Lake • No FEES • Fast WI-FI • Studio Cabin

Jan 7 – 14

R2,573 ZAR per night

Destinations to explore

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