Oakland Vacation Rentals

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Oakland vacation rentals

Exterior

Tiny Home close to Ole Miss / Lake

Tiny Home close to Ole Miss / Lake
Sardis
10.0 out of 10, Exceptional, (12 reviews)
"Very rural but very comfortable. "
United States
Phil S.
$245 nightly
The price is $247
Apr 6 - Apr 7
Total with taxes and fees
Tiny Home close to Ole Miss / Lake
TV, fireplace

The Ravine, 5BR Boutique by Velvet Ditch Villas

The Ravine, 5BR Boutique by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Easy to find, as advertised, cool spot."
United States
Matt R.
$2,394 nightly
The price is $2,604
Mar 9 - Mar 10
Total with taxes and fees
The Ravine, 5BR Boutique by Velvet Ditch Villas
Interior

Minutes away from one of the greatest crappie fishing lakes in the world

Minutes away from one of the greatest crappie fishing lakes in the world
Coffeeville
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place! Very clean and is equipped with everything you need. The hosts had great communication throughout our stay. Would highly recommend and will definitely be staying again in the future! "
United States
Shayna
$226 nightly
The price is $242
Mar 9 - Mar 10
Total with taxes and fees
Minutes away from one of the greatest crappie fishing lakes in the world
Interior

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley
Water Valley
$104 nightly
The price is $112
Mar 8 - Mar 9
Total with taxes and fees
Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley
Outdoor spa tub

Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
9.0 out of 10, Wonderful, (4 reviews)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
$233 nightly
The price is $235
Apr 6 - Apr 7
Total with taxes and fees
Magnolia Estate Container Home
Exterior detail

Oxford Condo-Minutes from Campus and Square

Oxford Condo-Minutes from Campus and Square
Oxford
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay, would do it again!"
United States
Kristel R.
$457 nightly
The price is $498
Mar 8 - Mar 9
Total with taxes and fees
Oxford Condo-Minutes from Campus and Square
Smart TV, fireplace

One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
Water Valley
10.0 out of 10, Exceptional, (23 reviews)
"This is a nice place with a convenient location in water Valley MS. Host was very welcoming."
United States
Alonzo C.
$286 nightly
The price is $306
Mar 9 - Mar 10
Total with taxes and fees
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
Terrace/patio

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Gore Springs
10.0 out of 10, Exceptional, (4 reviews)
"THE CABIN WAS AMAZING!! THE VEIWS FROM THE BACK PORCH WAS ABSOLUTELY BREATH TAKING!THE CABIN WAS VERY NICE AND CLEAN. CAN'T WAIT TO GO BACK!"
United States
JANNIE T.
$235 nightly
The price is $251
Mar 8 - Mar 9
Total with taxes and fees
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Smart TV

Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful place and hosts "
United States
Sonya V.
$337 nightly
The price is $361
Mar 29 - Mar 30
Total with taxes and fees
Cabin in the woods overlooking Grenada lake.
Exterior

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
Sardis
8.0 out of 10, Very Good, (1 review)
"The house was clean and decorated beautifully. The hosts were attentive and handled any issues or questions that I had. "
United States
Christy W.
$265 nightly
The price is $284
Mar 8 - Mar 9
Total with taxes and fees
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
Property grounds

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay at. The getaway Place was fully stocked and exceptionally clean, we expect to visit again in the fall and will definitely book this place again. ! Host is great, responded to questions almost immediately."
United States
David S.
$343 nightly
The price is $367
Mar 9 - Mar 10
Total with taxes and fees
The Get-A-Way at Grenada lake
Fridge, microwave, oven, stovetop

NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.

NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Oxford
$609 nightly
The price is $663
Mar 9 - Mar 10
Total with taxes and fees
NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Terrace/patio

The Magnolia Shedhaus

The Magnolia Shedhaus
Panola County
$307 nightly
The price is $310
Apr 6 - Apr 7
Total with taxes and fees
The Magnolia Shedhaus
Smart TV, fireplace, DVD player, books

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
10.0 out of 10, Exceptional, (11 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
$263 nightly
The price is $282
Mar 9 - Mar 10
Total with taxes and fees
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Terrace/patio

Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!

Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful, immaculate accommodations. Our host thought of all the little details and we thoroughly enjoyed our stay. We’ll definitely be back! "
United States
Kathy M.
$287 nightly
The price is $313
Mar 8 - Mar 9
Total with taxes and fees
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!
Fridge, microwave, oven, stovetop

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely loved our visit!! Clean, cozy, and just the right size for our family of four. "
United States
Coreen M.
$327 nightly
The price is $356
Mar 8 - Mar 9
Total with taxes and fees
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Exterior

The Carl, 2BR Townhome by Velvet Ditch Villas

The Carl, 2BR Townhome by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"This was one of the nicest VRBO’s I have ever stayed in. The place was very clean and was a great set up for multiple people."
United States
Jennifer O.
$273 nightly
The price is $298
Mar 9 - Mar 10
Total with taxes and fees
The Carl, 2BR Townhome by Velvet Ditch Villas
Exterior

The Blake, 3BR Townhome by Velvet Ditch Villas

The Blake, 3BR Townhome by Velvet Ditch Villas
Oxford
$386 nightly
The price is $421
Mar 9 - Mar 10
Total with taxes and fees
The Blake, 3BR Townhome by Velvet Ditch Villas
Exterior

The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas

The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
Oxford
10.0 out of 10, Exceptional, (1 review)
"The accommodations were wonderful! New and bright on the inside and provided a great stay for my family. I will definitely be staying again on our next visit.Also, communication was prompt and friendly."
United States
Mark D.
$347 nightly
The price is $378
Mar 9 - Mar 10
Total with taxes and fees
The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
Fridge, microwave, oven, stovetop

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Magnificent place to stay. Owner has created a great and easy instructional book and super willing to communicate with any question you may have. "
United States
Stephen B.
$857 nightly
The price is $934
Apr 5 - Apr 6
Total with taxes and fees
Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakland Hotel Reviews

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

2/10 Terrible
"I have been trying get a folio (receipt) since Feb 25, 2025 and refund last 2 nights. havent had any luck thru ecpedia or Wyndham. am about to escalate to a charge back on credit card and notify Mississippi Department of Revenue and Attorney General if no results from my email i sent today"
Terrill 7-night trip
Posted 7 hours ago
Baymont by Wyndham Grenada

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $242 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, you can find vacation rentals close to popular sights in Oakland, or you can select a more remote option if you're looking for relaxation. Oakland is known for its parks.

What's the top vacation rental in Oakland?

Waterfront property located at Point Pleasant on Enid Lake: Visitors like this Oakland vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like an arcade game room.

How many vacation rentals will I find in Oakland?

Expedia has 3 vacation rentals for your stay in Oakland.

What’s there to see and do in Oakland?

George Payne Cossar State Park and Enid Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Persimmon Hill Recreation Area and Long Branch Recreation Area.

What’s a vacation rental in Oakland like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oakland. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.