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 NZ$143
includes taxes & fees
17 Nov - 18 Nov
campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire

The Carl, 2BR Townhome by Velvet Ditch Villas

Oxford
10.0 out of 10, Exceptional, (3)
"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 NZ$518
includes taxes & fees
17 Nov - 18 Nov
The Carl, 2BR Townhome by Velvet Ditch Villas

The 1848, 2BR Condo by Velvet Ditch Villas

Oxford
The price is NZ$668
includes taxes & fees
26 Nov - 27 Nov
The 1848, 2BR Condo by Velvet Ditch Villas

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

Oxford
9.6 out of 10, Exceptional, (5)
" We really enjoyed our stay. It was perfect As well as the location to Ole Miss"
United States
Sheryl
The price is NZ$474
includes taxes & fees
17 Nov - 18 Nov
The Colonel's Cottage, 2BR by Velvet Ditch Villas

Tiny Home close to Ole Miss / Lake

Sardis
10.0 out of 10, Exceptional, (12)
"We absolutely loved getting off the beaten path and into this nature lover's paradise! The tiny home was fantastic!"
United States
M H.
The price is NZ$420
includes taxes & fees
17 Nov - 18 Nov
Tiny Home close to Ole Miss / Lake

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

Oxford
9.2 out of 10, Wonderful, (5)
"Our family came for the Ole Miss vs Aggie game! We from DFW area … this condo was convenient, so quiet, beautifully decorated and so comfortable! The property managers were very responsive to our questions! I will stay here again!"
United States
lisa r.
The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

The Grove House, 2BR Condo by Velvet Ditch Villas

Oxford
The Grove House, 2BR Condo by Velvet Ditch Villas

The Pappy, 2BR House by Velvet Ditch Villas

Oxford
The Pappy, 2BR House by Velvet Ditch Villas

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 NZ$439
includes taxes & fees
17 Nov - 18 Nov
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

Farm experience 3-bedroom tiny uome in Water Valley with AC -emus/donkey/cow ect

2.0 star property
Water Valley
The price is NZ$313
includes taxes & fees
17 Nov - 18 Nov
Farm experience 3-bedroom tiny uome in Water Valley with AC -emus/donkey/cow ect

The Get-A-Way at Grenada lake

Grenada
9.8 out of 10, Exceptional, (12)
"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!"
United States
John S.
The price is NZ$642
includes taxes & fees
17 Nov - 18 Nov
The Get-A-Way at Grenada lake

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 NZ$412
includes taxes & fees
25 Nov - 26 Nov
Magnolia Estate Container Home

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

Water Valley
The price is NZ$499
includes taxes & fees
21 Nov - 22 Nov
3-bedroom house in peaceful Water Valley with AC, WiFi. Enjoy your stay

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 NZ$539
includes taxes & fees
13 Dec - 14 Dec
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

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

Oxford
10.0 out of 10, Exceptional, (2)
"Brand new and squeaky clean! Very comfortable. "
United States
Sibyl d.
The price is NZ$550
includes taxes & fees
17 Nov - 18 Nov
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!

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

Coffeeville
10.0 out of 10, Exceptional, (8)
"This property was absolutely beautiful. It had everything you need. Excellent location for fishing. Property owner was great. I would highly recommend this property!"
United States
Molly C.
The price is NZ$426
includes taxes & fees
18 Nov - 19 Nov
Minutes away from one of the greatest crappie fishing lakes in the world

Cabin in the woods overlooking Grenada lake.

Coffeeville
10.0 out of 10, Exceptional, (36)
"Great cabin in very quiet remote location yet close to several boat ramps. Road to the cabin is alittle rough but worth it for the location. Property is well kept and has everything you need for a long stay."
United States
Daniel R.
The price is NZ$646
includes taxes & fees
17 Nov - 18 Nov
Cabin in the woods overlooking Grenada lake.

The Ravine, 5BR Boutique by Velvet Ditch Villas

Oxford
10.0 out of 10, Exceptional, (2)
"Easy to find, as advertised, cool spot."
United States
Matt R.
The price is NZ$3,284
includes taxes & fees
17 Nov - 18 Nov
The Ravine, 5BR Boutique by Velvet Ditch Villas

Oxford Condo-Minutes from Campus and Square

Oxford
10.0 out of 10, Exceptional, (20)
"This place has a lot of room, is very clean and was perfect for our graduation weekend stay. Conveniently located to Ole Miss and the property location has a pool area. The owners were great and the check in and out process was easy. I highly recommend this place."
United States
Anthony C.
The price is NZ$877
includes taxes & fees
17 Nov - 18 Nov
Oxford Condo-Minutes from Campus and Square

10% Discount for Ole Miss Parents with 3 Night Booking

Oxford
10.0 out of 10, Exceptional, (4)
"Awesome stay, clean and comfortable "
United States
Michael E.
The price is NZ$1,052
includes taxes & fees
15 Dec - 16 Dec
10% Discount for Ole Miss Parents with 3 Night Booking
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 favorite 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 depends 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 NZ$412 per night. Entering your travel dates in the search wizard you might find 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 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.