Oakland Vacation Rentals, Mississippi: house rentals & more

Discover a selection of 6 cabins and other vacation rentals in Oakland that are perfect for your trip. Vacation rentals offer the best amenities for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Oakland

Waterfront property located at Point Pleasant on Enid Lake

Sleeps 6 · 2 bedrooms · 1 bathroom

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

Sleeps 6 · 3 bedrooms · 1+ bathroom

Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss

Sleeps 8 · 3 bedrooms · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find the perfect vacation rental for your Oakland getaway

The parks and other outdoor surroundings create an inviting atmosphere in Oakland. This city has something for everyone. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Oakland

Are you hoping to discover attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that makes Oakland a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

Panola Country Club (17.4 mi / 27.9 km)
Dogwoods Golf Course (20.5 mi / 33 km)

Exploring the natural landscape of Oakland

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Oakland is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

George Payne Cossar State Park (5.8 mi / 9.4 km)
Enid Lake (10.5 mi / 17 km)
Hugh White State Park (20.1 mi / 32.3 km)
Grenada Lake (20.6 mi / 33.2 km)
Chickasaw Hill Recreation Area (9.2 mi / 14.8 km)
Batesville Mounds (20.2 mi / 32.4 km)

Transportation options to and around Oakland

Fly into University, MS (UOX-University - Oxford), the closest airport, located 31.2 mi (50.2 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Oakland?

Different factors can affect the price of a vacation rental in Oakland, including the season, length of stay and type of property. But, all Vrbo homes have one thing in common — unbeatable value. Just enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Oakland?

When you travel and the size and style of the property will help determine the cost of your beachside stay. Put in your Oakland travel dates to view your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to choose the features and amenities you want in your beach house.

What are the top attractions for families in Oakland?

If you’re seeking some family-friendly fun close to the center of Oakland, make your way to George Payne Cossar State Park.

How old do you have to be to rent a vacation rental in Oakland?

The minimum age is normally 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your chosen Oakland vacation rental before booking your stay.

How long can I rent a vacation rental in Oakland for?

How long you can rent a vacation rental in Oakland differs according to the property. Simply enter your desired dates to look at a list of options offering extended stays. With tons of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere perfect to call your home away from home in Oakland.