Oakland Holiday Rentals

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Holiday Rentals in Oakland

campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire

1.0 star property
Water Valley
The price is AU$126
includes taxes & fees
16 Dec - 17 Dec
campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire

Tiny Home close to Ole Miss / Lake

Sardis
10.0 out of 10, Exceptional, (12)
"We really were comfortable and enjoyed our stay. "
United States
Geoffrey T.
The price is AU$367
includes taxes & fees
5 Dec - 6 Dec
Tiny Home close to Ole Miss / Lake

The Carl, 2BR Townhome by Velvet Ditch Villas

Oxford
10.0 out of 10, Exceptional, (3)
"Loved everything about this house and our stay. Quiet, cozy, well equipped and great communication with management. "
United States
Janet S.
The price is AU$491
includes taxes & fees
8 Dec - 9 Dec
The Carl, 2BR Townhome by Velvet Ditch Villas

Magnolia Estate Container Home

Sardis
9.0 out of 10, Wonderful, (2)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
The price is AU$360
includes taxes & fees
5 Dec - 6 Dec
Magnolia Estate Container Home

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

Gore Springs
10.0 out of 10, Exceptional, (3)
"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.
The price is AU$385
includes taxes & fees
5 Dec - 6 Dec
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

The Pappy, 2BR House by Velvet Ditch Villas

Oxford
The price is AU$491
includes taxes & fees
8 Dec - 9 Dec
The Pappy, 2BR House by Velvet Ditch Villas

The Colonel's Cottage, 2BR by Velvet Ditch Villas

Oxford
9.6 out of 10, Exceptional, (5)
"Nice property "
United States
Christina M.
The price is AU$493
includes taxes & fees
8 Dec - 9 Dec
The Colonel's Cottage, 2BR by Velvet Ditch Villas

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

2.0 star property
Water Valley
The price is AU$223
includes taxes & fees
19 Dec - 20 Dec
Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley

The 1848, 2BR Condo by Velvet Ditch Villas

Oxford
The price is AU$491
includes taxes & fees
15 Dec - 16 Dec
The 1848, 2BR Condo by Velvet Ditch Villas

3-bedroom house in peaceful Water Valley with AC, WiFi. Enjoy your stay

Water Valley
The price is AU$434
includes taxes & fees
6 Dec - 7 Dec
3-bedroom house in peaceful Water Valley with AC, WiFi. Enjoy your stay

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

Oxford
9.2 out of 10, Wonderful, (5)
"A perfect place to spend the weekend in Oxford. Quiet location in close proximity to everything we wanted to do. Would definitely stay here again!"
United States
Tori Z.
The price is AU$491
includes taxes & fees
17 Dec - 18 Dec
The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

The Get-A-Way at Grenada lake

Grenada
9.8 out of 10, Exceptional, (12)
"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.
The price is AU$559
includes taxes & fees
6 Dec - 7 Dec
The Get-A-Way at Grenada lake

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

Water Valley
10.0 out of 10, Exceptional, (22)
"Great place while back home "
United States
Steve S.
The price is AU$469
includes taxes & fees
3 Jan - 4 Jan 2026
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

Cabin in the woods overlooking Grenada lake.

Coffeeville
10.0 out of 10, Exceptional, (37)
"Wonderful place and hosts "
United States
Sonya V.
The price is AU$559
includes taxes & fees
5 Dec - 6 Dec
Cabin in the woods overlooking Grenada lake.

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

Coffeeville
10.0 out of 10, Exceptional, (8)
"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
The price is AU$370
includes taxes & fees
18 Dec - 19 Dec
Minutes away from one of the greatest crappie fishing lakes in the world

The Magnolia Shedhaus

2.0 star property
Panola County
The price is AU$294
includes taxes & fees
7 Dec - 8 Dec
The Magnolia Shedhaus

The Cross Creek, Cozy 3BR by Velvet Ditch Villas

Oxford
The price is AU$628
includes taxes & fees
17 Dec - 18 Dec
The Cross Creek, Cozy 3BR by Velvet Ditch Villas

Oxford Condo-Minutes from Campus and Square

Oxford
10.0 out of 10, Exceptional, (20)
"Great condition, location and very clean!"
United States
Paul V.
The price is AU$763
includes taxes & fees
5 Dec - 6 Dec
Oxford Condo-Minutes from Campus and Square

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

Oxford
10.0 out of 10, Exceptional, (2)
"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.
The price is AU$518
includes taxes & fees
17 Dec - 18 Dec
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!

The Hurley, 3BR Luxe Townhouse by VelvetDitchVilla

Oxford
The price is AU$684
includes taxes & fees
7 Dec - 8 Dec
The Hurley, 3BR Luxe Townhouse by VelvetDitchVilla
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

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as AU$360 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay. Oakland is known for its parks.

What are some of the best holiday rentals that Oakland has to offer?

Waterfront property located at Point Pleasant on Enid Lake: This highly rated holiday home rental in Oakland is located on a lake, and has a fireplace, a patio and a BBQ 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 holiday with amenities such as an arcade/games room. Another good choice for your trip to Oakland is Rustic Retreat at Enid Lake.

How many holiday rentals will I find in Oakland?

Expedia has 3 holiday 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 holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family gatherings.