Oakland Vacation Rentals

    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

Vacation Rentals in Oakland

Smart TV
Enid Lake Waterfront Cabin- Point Pleasant
10.0 out of 10, Exceptional, (15)
"This was a nice peaceful get away. Property was clean and well maintained."
Enid Lake Waterfront Cabin- Point Pleasant
Property grounds
Lakefront Cabin at Point Pleasant
10.0 out of 10, Exceptional, (43)
"Enjoyed our stay at the cabin. Quiet and peaceful surroundings. We really enjoyed the views and sounds from the screened in porch. The cabin had everything we needed for cooking, relaxing, and fun!"
Lakefront Cabin at Point Pleasant
View from property
Waterfront property located at Point Pleasant on Enid Lake
9.8 out of 10, Exceptional, (79)
"Everything was clean and meet. Miss Connie was a great host. Lake is very peaceful and the view from the house is amazing"
Waterfront property located at Point Pleasant on Enid Lake
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
9.4 out of 10, Exceptional, (33)
"My group have been having annual fishing trips for over 20 years and this seems to be our best accommodation. Really loved the setup for boat parking, charging, fish cleaning and adequate lighting all around. Comfort seating in the family room. Nice bar set up. Adequate kitchen supplies. Nice deep freezer on the back porch. Overall a very nice stay."
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
Property grounds
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
9.6 out of 10, Exceptional, (17)
"The property was great the cabin was great will stay again highly recommended "
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
Property grounds
Tiny Home close to Ole Miss / Lake
10.0 out of 10, Exceptional, (8)
"We absolutely loved getting off the beaten path and into this nature lover's paradise! The tiny home was fantastic!"
The price is CA $204
CA $293 total
includes taxes & fees
May 27 - May 28
Tiny Home close to Ole Miss / Lake
Fridge, microwave, oven, stovetop
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
9.4 out of 10, Exceptional, (45)
"Check in was super easy and owner was easy going. The house was spacious and accommodations were great. Nice private area with fenced in yard. 5 mins away from the lake or any of the restaurants. Can’t wait to make another trip to Grenada again and will gladly stay in the same house."
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
Fridge, microwave, oven, stovetop
Sardis Lakefront Cabin
10.0 out of 10, Exceptional, (49)
"Very nice. Met all our needs."
Sardis Lakefront Cabin
Outdoor pool
Great place for family vacation!
10.0 out of 10, Exceptional, (74)
"This place is absolutely gorgeous, comfy and clean! The owner made sure we wanted for nothing and the pool was warmed up for us in APRIL! It was amazing! We are going back again in a couple of months! I definitely say yes stay here you will not be disappointed!"
Great place for family vacation!
Smart TV
Poolside condo close to Ole Miss campus and Historic Oxford Square
10.0 out of 10, Exceptional, (16)
"Very clean and easy check in. Communication was great!"
Poolside condo close to Ole Miss campus and Historic Oxford Square
Fridge, microwave, dishwasher, coffee/tea maker
Rebel-Great cabin near upper lake at Sardis. Only 20 mins to Oxford
9.8 out of 10, Exceptional, (49)
"Nice home and amenities. Short drive to Oxford, Batesville, or Lake."
Rebel-Great cabin near upper lake at Sardis. Only 20 mins to Oxford
View from property
Log Cabin at Sardis Lake
9.6 out of 10, Exceptional, (4)
"It was great and great people to deal with"
Log Cabin at Sardis Lake
Fridge, microwave, oven, stovetop
Cozy home near Ole Miss and Enid & Sardis Lakes. Bunkroom, grill, and fish fryer
9.8 out of 10, Exceptional, (7)
"great place"
Cozy home near Ole Miss and Enid & Sardis Lakes. Bunkroom, grill, and fish fryer
Exterior
Water Front Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails
9.2 out of 10, Wonderful, (120)
"This cabin was located directly on the water. It was clean, updated, and very comfortable. Easy to get to. There are stairs to get to the main floor so if anyone has trouble with steps it could be an issue but I'd stay here again for sure."
Water Front Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails
1 bedroom, free WiFi, bed sheets
Quiet, country space close to Oxford
9.8 out of 10, Exceptional, (6)
"Great Host as always. Will stay again soon"
Quiet, country space close to Oxford
Property grounds
1 bed guesthouse w/ sofa sleeper on 15 acres 10 minutes from anywhere in Oxford
8.0 out of 10, Very good, (1)
"Excellent rental with easy access. Simple but more than adequate decor and furniture. Cozy and comfortable. Would definitely stay again."
1 bed guesthouse w/ sofa sleeper on 15 acres 10 minutes from anywhere in Oxford
Exterior
The Crappie-2 bedroom cabin with spacious parking
The price is CA $199
CA $332 total
includes taxes & fees
May 27 - May 28
The Crappie-2 bedroom cabin with spacious parking
Living area
Full Townhouse Fleur de Lis condominiums 1 Mile To Stadiums
10.0 out of 10, Exceptional, (15)
"We have stayed here several times now,, everything is always nice and the owner is very easy and quick to communicate with. It’s my go to place when we are going to Oxford."
Full Townhouse Fleur de Lis condominiums 1 Mile To Stadiums
Interior
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
10.0 out of 10, Exceptional, (11)
"We ran away to WV for the weekend and this home was perfect. Everything was so clean and we were comfortable. High recommend."
The price is CA $274
CA $414 total
includes taxes & fees
May 25 - May 26
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
Microwave, coffee/tea maker
Grenada Lake Resort Cabin # 5
10.0 out of 10, Exceptional, (5)
"Great time and a great place to stay. I just wish it was a little closer to places to eat."
The price is CA $146
CA $221 total
includes taxes & fees
May 25 - May 26
Grenada Lake Resort Cabin # 5
Don't see what you're looking for?
See all available properties in Oakland
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.

Oakland Vacation Rental Travel Info

Other types of properties in Oakland you may be interested in

Property grounds
Lakefront Cabin at Point Pleasant
10.0 out of 10, Exceptional, (43)
"Enjoyed our stay at the cabin. Quiet and peaceful surroundings. We really enjoyed the views and sounds from the screened in porch. The cabin had everything we needed for cooking, relaxing, and fun!"
Lakefront Cabin at Point Pleasant
View from property
Waterfront property located at Point Pleasant on Enid Lake
9.8 out of 10, Exceptional, (79)
"Everything was clean and meet. Miss Connie was a great host. Lake is very peaceful and the view from the house is amazing"
Waterfront property located at Point Pleasant on Enid Lake
Smart TV
Enid Lake Waterfront Cabin- Point Pleasant
10.0 out of 10, Exceptional, (15)
"This was a nice peaceful get away. Property was clean and well maintained."
Enid Lake Waterfront Cabin- Point Pleasant
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, you can find vacation rentals close to popular sights in Oakland, or you can select a more remote option if you're looking for relaxation. Oakland is known for its parks.

What's the top vacation rental in Oakland?

Lakefront Cabin at Point Pleasant: Visitors give good reviews to this Oakland vacation home rental, which is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Oakland is Waterfront property located at Point Pleasant on Enid Lake.

How many vacation rentals will I find in Oakland?

Expedia has 5 vacation 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. In the larger area, you’ll find Factory Stores At Batesville and Panola Country Club.

What’s a vacation rental in Oakland like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oakland. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

Recent reviews of Oakland properties
Expedia verified reviews