Oakland Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Oakland holiday rentals

Exterior

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

The Colonel's Cottage, 2BR by Velvet Ditch Villas
Oxford
9.6 out of 10, Exceptional, (5 reviews)
"Nice property "
United States
Christina M.
The price is HK$484
HK$1,914 total
includes taxes & fees
2 Feb - 3 Feb
The Colonel's Cottage, 2BR by Velvet Ditch Villas
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.
The price is HK$812
HK$2,323 total
includes taxes & fees
2 Feb - 3 Feb
The Carl, 2BR Townhome by Velvet Ditch Villas
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.
The price is HK$816
HK$2,619 total
includes taxes & fees
1 Feb - 2 Feb
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Exterior detail

The 1848, 2BR Condo by Velvet Ditch Villas

The 1848, 2BR Condo by Velvet Ditch Villas
Oxford
The price is HK$484
HK$1,914 total
includes taxes & fees
2 Feb - 3 Feb
The 1848, 2BR Condo by Velvet Ditch Villas
Outdoor spa tub

Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
9.4 out of 10, Exceptional, (3 reviews)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
The price is HK$1,210
HK$1,826 total
includes taxes & fees
4 Feb - 5 Feb
Magnolia Estate Container Home
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.
The price is HK$1,285
HK$1,909 total
includes taxes & fees
1 Feb - 2 Feb
Tiny Home close to Ole Miss / Lake
Interior

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

Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley
Water Valley
The price is HK$541
HK$871 total
includes taxes & fees
1 Feb - 2 Feb
Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley
Exterior

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas
Oxford
9.2 out of 10, Wonderful, (5 reviews)
"We had an absolutely wonderful experience at this VRBO! From the moment we arrived, everything was exactly as described- clean, welcoming, and thoughtfully prepared. The home was spotless and well stocked with everything we needed for a comfortable stay. "
United States
Robert C.
The price is HK$812
HK$2,323 total
includes taxes & fees
2 Mar - 3 Mar
The Collegiate, 2BR Cozy Stay by VelvetDitchVillas
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.
The price is HK$1,171
HK$1,946 total
includes taxes & fees
1 Feb - 2 Feb
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Outdoor dining

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

campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire
Water Valley
The price is HK$492
HK$693 total
includes taxes & fees
1 Feb - 2 Feb
campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire
3 bedrooms, desk, iron/ironing board, WiFi

Charming 3-bedroom cottage - 5 minutes to Ole Miss!

Charming 3-bedroom cottage - 5 minutes to Ole Miss!
Oxford
The price is HK$1,288
HK$3,795 total
includes taxes & fees
1 Feb - 2 Feb
Charming 3-bedroom cottage - 5 minutes to Ole Miss!
Fridge, microwave, oven, stovetop

The Rebel Sole in Oxford

The Rebel Sole in Oxford
Oxford
The Rebel Sole in Oxford
Fridge, microwave, oven, stovetop

The Grove Sole in Oxford

The Grove Sole in Oxford
Oxford
The Grove Sole in Oxford
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.
The price is HK$1,561
HK$2,848 total
includes taxes & fees
1 Feb - 2 Feb
The Get-A-Way at Grenada lake
Exterior

The Hurley, 3BR Luxe Townhouse by VelvetDitchVilla

The Hurley, 3BR Luxe Townhouse by VelvetDitchVilla
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.
The price is HK$1,116
HK$2,952 total
includes taxes & fees
2 Mar - 3 Mar
The Hurley, 3BR Luxe Townhouse by VelvetDitchVilla
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, (8 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 HK$1,561
HK$1,904 total
includes taxes & fees
9 Feb - 10 Feb
Minutes away from one of the greatest crappie fishing lakes in the world
Exterior detail

10% Discount for Ole Miss Parents with 3 Night Booking

10% Discount for Ole Miss Parents with 3 Night Booking
Oxford
10.0 out of 10, Exceptional, (4 reviews)
"Awesome stay, clean and comfortable "
United States
Michael E.
The price is HK$3,025
HK$5,952 total
includes taxes & fees
15 Feb - 16 Feb
10% Discount for Ole Miss Parents with 3 Night Booking
Iron/ironing board, free WiFi, bed sheets

Hotty Toddy Headquarters

Hotty Toddy Headquarters
Oxford
Hotty Toddy Headquarters
Smart TV

Family - Friendly Oxford Retreat Near University

Family - Friendly Oxford Retreat Near University
Oxford
Family - Friendly Oxford Retreat Near University
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.
The price is HK$1,569
HK$2,621 total
includes taxes & fees
9 Feb - 10 Feb
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!
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

Hampton Inn Batesville

Hampton Inn Batesville

10/10 Excellent
"We will be staying in Hampton Inns from now on."
Norman 1-night trip
Posted 4 days ago
Hampton Inn Batesville

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

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 Wallace Creek 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.