Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Waterfront property located at Point Pleasant on Enid Lake

9.8 out of 10, Exceptional, (90)
"Connie, thank you for providing such a lovely place to stay. We will be back!"
Waterfront property located at Point Pleasant on Enid Lake

Enid Lake Waterfront Cabin- Point Pleasant

10.0 out of 10, Exceptional, (23)
"Great place with a wonderful view of the lake."
Enid Lake Waterfront Cabin- Point Pleasant

Rustic Retreat at Enid Lake

9.6 out of 10, Exceptional, (24)
"Had a great time. Nice place to stay and planning on coming back."
Rustic Retreat at Enid Lake

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

9.6 out of 10, Exceptional, (27)
"Great fishing and great cabin, can’t wait to come back!"
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

The Presidential Suite, Enid Lake, Ole Miss, Crappie Fishing, ATV, Hunting

2.0 star property
10.0 out of 10, Exceptional, (1)
The Presidential Suite, Enid Lake, Ole Miss, Crappie Fishing, ATV, Hunting

Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

9.4 out of 10, Exceptional, (39)
"This was our second stay at The Honey Hole and everything was great. Everything we needed was available and the parking for the boats was an added plus."
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

Comfortable, Convenient and Well Appointed 3B/3.5BA

10.0 out of 10, Exceptional, (20)
"Great stay…all the accommodations needed. Perfect for family stay. Tara was perfect hostess"
Comfortable, Convenient and Well Appointed 3B/3.5BA

Modern new 1-Bedroom condo, sleeps 4, close to Ole Miss in wonderful Oxford

10.0 out of 10, Exceptional, (4)
"Great hosts, new modern place with awesome little amenities like snacks and a gift card to a local coffee shop. Exceeded all expectations and will return. "
Modern new 1-Bedroom condo, sleeps 4, close to Ole Miss in wonderful Oxford

Alice Moseley's Plum Point Retreat @ Enid Lake

9.6 out of 10, Exceptional, (18)
"Wonderful stay and wonderful host. Perfect geteway, close to Lake and everything you need!"
Alice Moseley's Plum Point Retreat @ Enid Lake

Spacious 3 br home with large covered deck

9.8 out of 10, Exceptional, (12)
"Very clean, spacious cabin. Had everything we needed. Loved the kitchen! Cute decorations. would recommend staying here, we had a great stay."
Spacious 3 br home with large covered deck

Poolside condo close to Ole Miss campus and Historic Oxford Square

10.0 out of 10, Exceptional, (19)
"Great parents weekend stay! Easy to get to campus, very clean and communication was great! Will be back!"
Poolside condo close to Ole Miss campus and Historic Oxford Square

Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus

10.0 out of 10, Exceptional, (5)
Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (3)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is €265
includes taxes & fees
2 Sept - 3 Sept
The most unique getaway experience in North Mississippi!

Sardis Lakefront Cabin

9.8 out of 10, Exceptional, (62)
"Great place, Great people"
Sardis Lakefront Cabin

Log Cabin at Sardis Lake

9.6 out of 10, Exceptional, (22)
"Nice, peaceful, clean and great communication with property manager. Will stay again! "
Log Cabin at Sardis Lake

4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

10.0 out of 10, Exceptional, (2)
"House and property are very nice, and well maintained. The outside recreation area has everything for a great time for all ages. 100% plan on making this a yearly getaway for the family. "
The price is €807
includes taxes & fees
28 Sept - 29 Sept
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!

10.0 out of 10, Exceptional, (2)
"Very clean and roomy, close to everything that we needed."
7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!

Spacious Home in the Heart of Oxford

10.0 out of 10, Exceptional, (1)
"Our family of 7 stayed here for a weekend of travel baseball, and it was the perfect place! We booked this specific house in case we needed to bring our dogs, but that ended up not being the case.The bed in the master was incredibly comfortable, the kitchen seemed well stocked even though we didn't do any cooking, and there was plenty of space for us all. The coffee and snacks were a wonderful touch as well! We will definitely try to stay here if we're back in the area! "
Spacious Home in the Heart of Oxford

Grenada Lake Resort Cabin # 5

10.0 out of 10, Exceptional, (6)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
The price is €138
includes taxes & fees
25 Sept - 26 Sept
Grenada Lake Resort Cabin # 5

7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!

3.0 star property
7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!
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

Find out more about Oakland

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as €138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Another good choice for your trip to Oakland is Rustic Retreat at Enid Lake.

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 Point Pleasant 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.