Oakland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oakland holiday rentals

10.0 out of 10, Exceptional, (12 reviews)
"Very rural but very comfortable. "
United States
Phil S.
The price is AU$349
includes taxes & fees
21 Mar - 22 Mar
Tiny Home close to Ole Miss / Lake
10.0 out of 10, Exceptional, (2 reviews)
"Easy to find, as advertised, cool spot."
United States
Matt R.
The price is AU$3,608
includes taxes & fees
10 Mar - 11 Mar
The Ravine, 5BR Boutique by Velvet Ditch Villas
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
The price is AU$338
includes taxes & fees
22 Mar - 23 Mar
Minutes away from one of the greatest crappie fishing lakes in the world
The price is AU$162
includes taxes & fees
10 Mar - 11 Mar
Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley

Holiday Home in Sardis

Magnolia Estate Container Home
9.0 out of 10, Wonderful, (4 reviews)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
The price is AU$335
includes taxes & fees
1 Apr - 2 Apr
Magnolia Estate Container Home
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay, would do it again!"
United States
Kristel R.
The price is AU$703
includes taxes & fees
10 Mar - 11 Mar
Oxford Condo-Minutes from Campus and Square
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.
The price is AU$432
includes taxes & fees
10 Mar - 11 Mar
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
10.0 out of 10, Exceptional, (5 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.
The price is AU$355
includes taxes & fees
15 Mar - 16 Mar
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful place and hosts "
United States
Sonya V.
The price is AU$508
includes taxes & fees
29 Mar - 30 Mar
Cabin in the woods overlooking Grenada lake.
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.
The price is AU$401
includes taxes & fees
10 Mar - 11 Mar
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
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.
The price is AU$508
includes taxes & fees
15 Mar - 16 Mar
The Get-A-Way at Grenada lake
The price is AU$932
includes taxes & fees
10 Mar - 11 Mar
NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.

Holiday Home in Panola County

The Magnolia Shedhaus
The price is AU$441
includes taxes & fees
10 Mar - 11 Mar
The Magnolia Shedhaus
10.0 out of 10, Exceptional, (11 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
The price is AU$403
includes taxes & fees
12 Mar - 13 Mar
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
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.
The price is AU$443
includes taxes & fees
10 Mar - 11 Mar
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!
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.
The price is AU$503
includes taxes & fees
10 Mar - 11 Mar
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
10.0 out of 10, Exceptional, (4 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.
The price is AU$421
includes taxes & fees
10 Mar - 11 Mar
The Carl, 2BR Townhome by Velvet Ditch Villas
The price is AU$582
includes taxes & fees
10 Mar - 11 Mar
The Blake, 3BR Townhome by Velvet Ditch Villas
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.
The price is AU$522
includes taxes & fees
16 Mar - 17 Mar
The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
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.
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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$338 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.

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.