Search Vacation Homes in Oakland

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 101 Vacation Homes in Oakland with updated reviews, rates, and availability.

Cozy Charming Cottage with all the Amenities Included 3.8 Miles to Oxford Square

10.0 out of 10, Exceptional, (2)
"Stayed over Thanksgiving weekend to visit family and go to the football game. The house was clean and a perfect set up for us. We would definitely stay here again."
Cozy Charming Cottage with all the Amenities Included 3.8 Miles to Oxford Square

Multi-families/Friends Share House Ole Miss Football Weekends or Weekly/Monthly

10.0 out of 10, Exceptional, (28)
"We had our Family in Oxford for Thanksgiving and the Egg Bowl---was 8 of us and the house was very comfortable and well furnished and Eugenia was wonderful to work with for our stay. The beds are standard double sized beds so keep that in mind if you are use to queen or king beds. Thanks so much for the use of your home and all of your help Eugenia."
Multi-families/Friends Share House Ole Miss Football Weekends or Weekly/Monthly

Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great atmosphere and great area near downtown Grenada..."
Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown

Coffeeville getaway minutes from grenada lake

10.0 out of 10, Exceptional, (46)
"My friends and I had another outstanding stay at Cody's VRBO property. Everything was so nice and clean, we so enjoyed the back porch for grilling steaks on Friday night and the fire pit was a great way to relax. Everyone bragged on how comfy the beds were and plenty of hot water to get ready for game day. The only thing, and this isn't anyone's fault, but there were several ant beds in the back yard and I got stung as one of them built a bed around my tailgate chair and got me when I tried...
Coffeeville getaway minutes from grenada lake

Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

9.4 out of 10, Exceptional, (47)
"Grenada is halfway between all our kids. This was a great place for all of to meet for the long weekend. Convenient to town and the lake. "
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

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

10.0 out of 10, Exceptional, (15)
"Great place and great owner. We enjoyed staying in this home during our trip to Mississippi. "
The price is SAR 751
SAR 1,140 total
includes taxes & fees
2 Jan - 3 January 2025
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

Entire home in Water Valley close to Oxford Ms, Ole Miss, & the Tri lakes area

10.0 out of 10, Exceptional, (11)
" Stayed here for game weekend, its not a bad drive to Oxford. Host is very responsive, when coffee maker broke she was over in a flash with another one! "
Entire home in Water Valley close to Oxford Ms, Ole Miss, & the Tri lakes area

Cozy Oxford Townhouse, Close to Campus

10.0 out of 10, Exceptional, (13)
"Great lication and experienc"
Cozy Oxford Townhouse, Close to Campus

Townhome: 2 Bedrooms, 2.5 Baths, Close to Campus

10.0 out of 10, Exceptional, (23)
"Everything was great. It took a little while for owner to get me check in code, but found out that it was a technical problem. Just a suggestion that I would have found very helpful, it would be nice to include check out instructions. For example, taking out trash, (& where to empty the trash, (I asked a neighbor walking her dog.)cleaning out fridge, (I cleaned out everything that we put in & only left what was in fridge when we checked in) stripping sheets off the bed etc. I did do all of these...
The price is SAR 882
SAR 1,551 total
includes taxes & fees
4 Jan - 5 January 2025
Townhome: 2 Bedrooms, 2.5 Baths, Close to Campus

Just minutes from the Square and the Grove-Comfy beds, quiet neighborhood

9.4 out of 10, Exceptional, (17)
"Had a great experience staying at this house! You are in a safe, quiet neighborhood with easy access to the square. The house was extremely clean and perfect for our game day weekend! I would recommend again. "
Just minutes from the Square and the Grove-Comfy beds, quiet neighborhood

Charming Oxford Vacation Rental

10.0 out of 10, Exceptional, (2)
"We stayed for a quick parents weekend and Ole Miss football game. The house was lovely and well taken care of. We had everything we needed. We had excellent communication with the host. We would book again. "
Charming Oxford Vacation Rental

Perfect for all Ole Miss functions. 3 bedroom home just off of Old Taylor Road

Perfect for all Ole Miss functions. 3 bedroom home just off of Old Taylor Road

Spacious Home in the Heart of Oxford

Spacious Home in the Heart of Oxford

Lakefront Cabin at Point Pleasant on Enid Lake

10.0 out of 10, Exceptional, (55)
"Very clean and great place to spend time with family and relax. "
Lakefront Cabin at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake

9.8 out of 10, Exceptional, (82)
"I loved Connie’s property. It was peaceful and serene….The ultimate get away from it all location. I would definitely stay again."
Waterfront property located at Point Pleasant on Enid Lake

Cabin in the woods overlooking Grenada lake.

10.0 out of 10, Exceptional, (26)
"It was wonderful"
The price is SAR 751
SAR 1,363 total
includes taxes & fees
25 Jan - 26 January 2025
Cabin in the woods overlooking Grenada lake.

Tiny Home close to Ole Miss / Lake

10.0 out of 10, Exceptional, (10)
"Very quit and rural getaway spot. A little tight for more than 2, but we made due! The fire area is wonderful and the property in general "
The price is SAR 560
SAR 804 total
includes taxes & fees
31 Dec - 1 January 2025
Tiny Home close to Ole Miss / Lake

Sardis Lakefront Cabin

9.8 out of 10, Exceptional, (53)
"House is in great condition had everything i needed for the stay, wish the lake would have been up but was anticipating that prior to visit."
Sardis Lakefront Cabin

Great place for family vacation!

10.0 out of 10, Exceptional, (86)
"Great overall. Only 2 things I would recommend to be on the website. Very friendly outside cat, in case of allergies and no bathroom upstairs. "
Great place for family vacation!

Rustic Cabin near Sardis Lake Boat Ramp

10.0 out of 10, Exceptional, (38)
"The cabin is very clean and well kept up with a nice outdoors/hunter-type ambience decor inside the cabin. The location is ideal and is right off Route 278 and 20 minutes from Ole Miss and the Oxford Square. We plan to stay again next time we visit our granddaughter!"
Rustic Cabin near Sardis Lake Boat Ramp
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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Oakland

Enid Lake Waterfront Cabin- Point Pleasant

10.0 out of 10, Exceptional, (18)
"If you want a true get away from the world, then this is the place for you. (They still have great internet to keep your kids entertained on their gadgets.) Lovely cabin with plenty of space and bedrooms that were all appropriately accommodating. We had 11 people (4 adults + 7 kids) stay for 6 days and we all had a blast and had plenty of privacy. "
Enid Lake Waterfront Cabin- Point Pleasant

Lakefront Cabin at Point Pleasant on Enid Lake

10.0 out of 10, Exceptional, (55)
"Very clean and great place to spend time with family and relax. "
Lakefront Cabin at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake

9.8 out of 10, Exceptional, (82)
"I loved Connie’s property. It was peaceful and serene….The ultimate get away from it all location. I would definitely stay again."
Waterfront property located at Point Pleasant on Enid Lake
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.