Oakland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Oakland holiday rentals

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$1,296
HK$1,921 total
includes taxes & fees
10 Mar - 11 Mar
Tiny Home close to Ole Miss / Lake
TV, fireplace

The Ravine, 5BR Boutique by Velvet Ditch Villas

The Ravine, 5BR Boutique by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Easy to find, as advertised, cool spot."
United States
Matt R.
The price is HK$13,462
HK$20,365 total
includes taxes & fees
10 Mar - 11 Mar
The Ravine, 5BR Boutique by Velvet Ditch Villas
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, (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 HK$1,564
HK$1,875 total
includes taxes & fees
22 Mar - 23 Mar
Minutes away from one of the greatest crappie fishing lakes in the world
Interior

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

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley
Water Valley
The price is HK$542
HK$873 total
includes taxes & fees
10 Mar - 11 Mar
Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley
Outdoor spa tub

Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
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 HK$1,220
HK$1,837 total
includes taxes & fees
10 Mar - 11 Mar
Magnolia Estate Container Home
Exterior detail

Oxford Condo-Minutes from Campus and Square

Oxford Condo-Minutes from Campus and Square
Oxford
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay, would do it again!"
United States
Kristel R.
The price is HK$1,760
HK$3,897 total
includes taxes & fees
10 Mar - 11 Mar
Oxford Condo-Minutes from Campus and Square
Smart TV, fireplace

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

One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
Water Valley
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 HK$1,564
HK$2,394 total
includes taxes & fees
10 Mar - 11 Mar
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
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, (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 HK$1,173
HK$1,950 total
includes taxes & fees
15 Mar - 16 Mar
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Smart TV

Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful place and hosts "
United States
Sonya V.
The price is HK$1,564
HK$2,837 total
includes taxes & fees
29 Mar - 30 Mar
Cabin in the woods overlooking Grenada lake.
Exterior

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
Sardis
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 HK$1,033
HK$2,193 total
includes taxes & fees
10 Mar - 11 Mar
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
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$1,564
HK$2,871 total
includes taxes & fees
15 Mar - 16 Mar
The Get-A-Way at Grenada lake
Fridge, microwave, oven, stovetop

NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.

NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Oxford
The price is HK$2,601
HK$5,188 total
includes taxes & fees
10 Mar - 11 Mar
NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Terrace/patio

The Magnolia Shedhaus

The Magnolia Shedhaus
Panola County
The price is HK$1,338
HK$2,430 total
includes taxes & fees
10 Mar - 11 Mar
The Magnolia Shedhaus
Smart TV, fireplace, DVD player, books

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
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 HK$1,050
HK$2,203 total
includes taxes & fees
12 Mar - 13 Mar
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
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$1,415
HK$2,446 total
includes taxes & fees
10 Mar - 11 Mar
Lovely and Cozy! New 1-Bdr Condo, Sleeps 4! Come stay with Southern Sole!
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$947
HK$2,782 total
includes taxes & fees
10 Mar - 11 Mar
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Exterior

The Carl, 2BR Townhome by Velvet Ditch Villas

The Carl, 2BR Townhome by Velvet Ditch Villas
Oxford
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 HK$814
HK$2,328 total
includes taxes & fees
10 Mar - 11 Mar
The Carl, 2BR Townhome by Velvet Ditch Villas
Exterior

The Blake, 3BR Townhome by Velvet Ditch Villas

The Blake, 3BR Townhome by Velvet Ditch Villas
Oxford
The price is HK$1,392
HK$3,291 total
includes taxes & fees
23 Mar - 24 Mar
The Blake, 3BR Townhome by Velvet Ditch Villas
Exterior

The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas

The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
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$1,119
HK$2,959 total
includes taxes & fees
16 Mar - 17 Mar
The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
Fridge, microwave, oven, stovetop

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
Oxford
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.
The price is HK$3,911
HK$7,307 total
includes taxes & fees
5 Apr - 6 Apr
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Fairfield Inn and Suites by Marriott Batesville

Fairfield Inn and Suites by Marriott Batesville

10/10 Excellent
"Everything was clean, and the staff were very friendly"
Denise 1-night trip
Posted 7 hours ago
Fairfield Inn and Suites by Marriott 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 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.