Oakland Holiday Rentals

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Holiday Rentals in Oakland

Lakefront Cabin at Point Pleasant
10.0 out of 10, Exceptional, (44)
"House was great and perfect for our long weekend to attend our Nieces Ole Miss graduation. Definitely off the beaten path but that’s exactly what we were looking for - peace, quiet, and beautiful views of the lake. Would definitely stay again!"
Lakefront Cabin at Point Pleasant
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
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
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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
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
Sardis Lakefront Cabin
10.0 out of 10, Exceptional, (49)
"Very nice. Met all our needs."
Sardis Lakefront Cabin
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.
Great place for family vacation!
10.0 out of 10, Exceptional, (75)
"This is my family's favorite weekend get away. It is spacious, lovely, and well-stocked. The outdoor space, with three sitting areas, a pool, TV, grills, children's play area, is amazing. You will love it."
Great place for family vacation!
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
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 NZ$346
per night
2 Jun - 3 Jun
Tiny Home close to Ole Miss / Lake
Beautiful cabin near Sardis Lake 3 miles to Sardis Lake
9.6 out of 10, Exceptional, (7)
"We loved every second of this listing from the moment we seen the outside. The cabin feel; the hunting vibe was right up my kids alley. We love camping and this was the next best thing. Everything was clean, welcoming, and that hot shower was the best! I would recommend this listing over and over. And I plan on visiting again myself. 😊"
Beautiful cabin near Sardis Lake 3 miles to Sardis Lake
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
Cozy Oxford Townhouse, Close to Campus
10.0 out of 10, Exceptional, (8)
"This is my favorite condo to stay in when I’m in Oxford. Everything is so clean and tidy. I have everything I need for a comfortable stay. The location is very quiet and a short drive to the Ole Miss campus!"
Cozy Oxford Townhouse, Close to Campus
Rustic Cabin near Sardis Lake Boat Ramp
10.0 out of 10, Exceptional, (35)
"We came in for the weekend to attend our daughter’s graduation at Ole Miss. Cabin was clean and close to everything we needed."
Rustic Cabin near Sardis Lake Boat Ramp
Water Front Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails
9.2 out of 10, Wonderful, (121)
"Great space for all to sleep and spread out when needed. The kitchen is fully stocked with any utensil or appliance needed! We had a great time playing games with the kids"
Water Front Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails
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
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 NZ$263
per night
30 May - 31 May
Grenada Lake Resort Cabin # 5
Cabin in the woods overlooking Grenada lake.
10.0 out of 10, Exceptional, (19)
"The cabin was perfect. The property is peaceful and beautiful. We enjoyed morning coffee on the porch listening to the birds. We walked around the property a bit and found a big old turtle shell in the woods that we left on the back porch. I wish we would’ve stayed a few more nights. Certainly is a great place to relax and unwind. "
The price is NZ$589
per night
30 May - 31 May
Cabin in the woods overlooking Grenada lake.
Grenada Lake Resort Cabin # 1
The price is NZ$263
per night
30 May - 31 May
Grenada Lake Resort Cabin # 1
Coffeeville getaway minutes from grenada lake
10.0 out of 10, Exceptional, (44)
"Very friendly owners, not too far from the lake. A very quiet and laid back place. Would highly recommend. "
Coffeeville getaway minutes from grenada lake
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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.

Other types of properties in Oakland you may be interested in

Lakefront Cabin at Point Pleasant
10.0 out of 10, Exceptional, (44)
"House was great and perfect for our long weekend to attend our Nieces Ole Miss graduation. Definitely off the beaten path but that’s exactly what we were looking for - peace, quiet, and beautiful views of the lake. Would definitely stay again!"
Lakefront Cabin at Point Pleasant
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
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakland holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakland. 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 Oakland. 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 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 holiday 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 Oakland short-term rentals, that won’t be hard to do.

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?

Lakefront Cabin at Point Pleasant: This highly rated holiday home rental in Oakland is located on a lake, and has a patio, a garden and a BBQ 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 that 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 holiday rentals will I find in Oakland?

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

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.

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