Oakland Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Oakland

Waterfront property located at Point Pleasant on Enid Lake

9.8 out of 10, Exceptional, (88)
"We had a great time it was definitely worth it hope to be back soon!!!"
Waterfront property located at Point Pleasant on Enid Lake

Lakefront Cabin at Point Pleasant on Enid Lake

10.0 out of 10, Exceptional, (57)
"Very clean and great place to spend time with family and relax. "
Lakefront Cabin at Point Pleasant on Enid Lake

Rustic Retreat at Enid Lake

9.6 out of 10, Exceptional, (23)
"Had a great time. Nice place to stay and planning on coming back."
Rustic Retreat at Enid Lake

Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

9.4 out of 10, Exceptional, (39)
"Enjoyed being able to sit in comfort and take a hot shower each night."
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

Enid Lake Waterfront Cabin- Point Pleasant

10.0 out of 10, Exceptional, (22)
"Great place with a wonderful view of the lake."
Enid Lake Waterfront Cabin- Point Pleasant

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

9.6 out of 10, Exceptional, (27)
"Nice wooded areaCozy cabin with everything except can openerNo complaints"
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

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

9.6 out of 10, Exceptional, (24)
"Great area and cabin was very cozy. Everything we needed."
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss

Log Cabin at Sardis Lake

9.4 out of 10, Exceptional, (20)
"Nice, peaceful, clean and great communication with property manager. Will stay again! "
Log Cabin at Sardis Lake

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

10.0 out of 10, Exceptional, (20)
"Great place while back home "
The price is NZ$510
includes taxes & fees
9 July - 10 July
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

Cozy Oxford Townhouse, Close to Campus

9.8 out of 10, Exceptional, (19)
"Property was well maintained and nicely decorated. The check in/out process was easy and flexible. "
Cozy Oxford Townhouse, Close to Campus

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (3)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is NZ$499
includes taxes & fees
9 July - 10 July
The most unique getaway experience in North Mississippi!

Rustic Cabin near Sardis Lake Boat Ramp

10.0 out of 10, Exceptional, (44)
"Felt like being at home. Was easy to get to and close to the lake. We had everything we needed. Will definitely stay again."
Rustic Cabin near Sardis Lake Boat Ramp

Located 3 miles to Grenada Lake

10.0 out of 10, Exceptional, (1)
"Very Peaceful and relaxing "
Located 3 miles to Grenada Lake

Blackjack Cabin at Sardis Lake

10.0 out of 10, Exceptional, (3)
"the cabin was super cozy & just right for me, my husband & my kid. We enjoyed our stay! "
Blackjack Cabin at Sardis Lake

Dogwoods-2 bedroom cabin with spacious parking

9.4 out of 10, Exceptional, (10)
"Great cabin close to the lake and easy access to town. Except for the fact that we didn’t catch any fish, and it rained, it was a fun trip. Only negative I could find….single ply toilet paper. Haha, but seriously, it’s a great place and the hosts are excellent to work with. "
The price is NZ$415
includes taxes & fees
11 July - 12 July
Dogwoods-2 bedroom cabin with spacious parking

Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus

10.0 out of 10, Exceptional, (2)
"This property was absolutely lovely! It is in pristine condition, and it has so many nice touches to make your stay top notch. It was very easy to book, check in, and check out. We cannot say enough good things about this condo and highly recommend it! Thank you for allowing us to enjoy your beautiful property."
Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus

The Get-A-Way at Grenada lake

9.6 out of 10, Exceptional, (9)
"Great place to stay for a fishing getaway ,close to the lake and not far from town . Owner was very responsive to my text , love that you can back your boats up under the shelter will definitely stay here again if we come down again!"
The price is NZ$611
includes taxes & fees
9 July - 10 July
The Get-A-Way at Grenada lake

The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus

10.0 out of 10, Exceptional, (56)
"Everything was great! "
The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus

Water View Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails

9.2 out of 10, Wonderful, (132)
"good time, weather sucked!!!"
Water View Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails

Fox Hunting, Crappie Fishing Getaway

9.8 out of 10, Exceptional, (45)
"Very good, will stay there again and tell my friends"
Fox Hunting, Crappie Fishing Getaway
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.
Save an average of 15% on thousands of hotels when you're signed in

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. Some other homes for rent in Oakland include Lakefront Cabin at Point Pleasant on Enid Lake and 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 Point Pleasant 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.