Holiday Rentals in Oakland

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Oakland

Exterior
Waterfront property located at Point Pleasant on Enid Lake
Waterfront property located at Point Pleasant on Enid Lake
9.8 out of 10, Exceptional, (92)
"Great views comfortable beds. Host was really nice and accommodating. "
Waterfront property located at Point Pleasant on Enid Lake
Smart TV, fireplace
Rustic Retreat at Enid Lake
Rustic Retreat at Enid Lake
9.6 out of 10, Exceptional, (25)
"Had a great time. Nice place to stay and planning on coming back."
Rustic Retreat at Enid Lake
Property grounds
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss
9.6 out of 10, Exceptional, (27)
"We had an amazing time. The neighbors are great as well and are very welcoming to anyone staying there. Will definitely be going back! "
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss
Smart TV
Enid Lake Waterfront Cabin- Point Pleasant
Enid Lake Waterfront Cabin- Point Pleasant
10.0 out of 10, Exceptional, (24)
"Great place with a wonderful view of the lake."
Enid Lake Waterfront Cabin- Point Pleasant
Terrace/patio
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
9.6 out of 10, Exceptional, (24)
"It was a very beautiful and wonderful place to stay. "
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
Property grounds
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
9.4 out of 10, Exceptional, (40)
"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
Dining
The Presidential Suite, Enid Lake, Ole Miss, Crappie Fishing, ATV, Hunting
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
Smart TV
Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus
Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus
10.0 out of 10, Exceptional, (9)
"This property was absolutely lovely! It is in pristine condition, and it has so many nice touches to make your stay top notch. It was very easy to book, check in, and check out. We cannot say enough good things about this condo and highly recommend it! Thank you for allowing us to enjoy your beautiful property."
Charming 1-bedroom condo in wonderful Oxford one mile from Ole Miss campus
Interior
Oxford Condo-Minutes from Campus and Square
Oxford Condo-Minutes from Campus and Square
10.0 out of 10, Exceptional, (19)
"Great condition, location and very clean!"
The price is €441
includes taxes & fees
16 Oct - 17 Oct
Oxford Condo-Minutes from Campus and Square
Exterior
Cozy, 1-bedroom apartment, 11 miles to campus
Cozy, 1-bedroom apartment, 11 miles to campus
10.0 out of 10, Exceptional, (16)
"We had a wonderful stay at this home! It was meticulously clean and in a beautiful, quiet and convenient location. We will be back! "
Cozy, 1-bedroom apartment, 11 miles to campus
Fridge, microwave, oven, stovetop
Modern new 1-Bedroom condo, sleeps 4, close to Ole Miss in wonderful Oxford
Modern new 1-Bedroom condo, sleeps 4, close to Ole Miss in wonderful Oxford
10.0 out of 10, Exceptional, (8)
"Awesome property! Very convenient. Host was amazing."
Modern new 1-Bedroom condo, sleeps 4, close to Ole Miss in wonderful Oxford
Exterior detail
Cozy family home setting and 5 minutes from The University of Mississippi.
Cozy family home setting and 5 minutes from The University of Mississippi.
9.8 out of 10, Exceptional, (6)
"Great stay and property."
The price is €1,168
includes taxes & fees
15 Nov - 16 Nov
Cozy family home setting and 5 minutes from The University of Mississippi.
Exterior
The most unique getaway experience in North Mississippi!
The most unique getaway experience in North Mississippi!
10.0 out of 10, Exceptional, (4)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is €265
includes taxes & fees
19 Oct - 20 Oct
The most unique getaway experience in North Mississippi!
Interior
The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus
The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus
10.0 out of 10, Exceptional, (59)
"Great place and location to stay. Definitely will try to stay there for future visits to Oxford. Hosts were friendly and helpful. "
The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus
Outdoor dining
Alice Moseley's Plum Point Retreat @ Enid Lake
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
Fridge, microwave, oven, stovetop
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
10.0 out of 10, Exceptional, (2)
"Amazing home and outdoor patio with pool! This place is beautiful and very close to Grenada Lake boat launch. "
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
TV
Wildwood Charming Cabin Near Oxford and Sardis Lake!
Wildwood Charming Cabin Near Oxford and Sardis Lake!
Wildwood Charming Cabin Near Oxford and Sardis Lake!
Exterior
Spacious Home in the Heart of Oxford
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
Smart TV, books
Near Enid Lake and minutes to Ole Miss Campus
Near Enid Lake and minutes to Ole Miss Campus
10.0 out of 10, Exceptional, (21)
"Great little getaway place! Not too far from Oxford for school events, far enough to have some quiet time! A little challenging to find in the dark, so plan ahead! Plenty of space for everyone. "
Near Enid Lake and minutes to Ole Miss Campus
Fridge, microwave, oven, stovetop
Dogwoods-2 bedroom cabin with spacious parking
Dogwoods-2 bedroom cabin with spacious parking
9.6 out of 10, Exceptional, (14)
"My family and I were in town for a family reunion, some other family members had stayed the previous year and highly recommend it. I was very impressed by the cleanliness of the cabin and the size was perfect for me and my family. The owners were very nice and even let us check in a little early. We visit that area a few times a year and if available we will definitely stay again. Thank You !"
The price is €235
includes taxes & fees
16 Oct - 17 Oct
Dogwoods-2 bedroom cabin with spacious parking
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

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada

10/10 Excellent
"Nice breakfast, comfortable room, friendly staff."
Connie 1-night trip
Posted 4 days ago
Comfort Inn & Suites Grenada

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 €235 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?

Rustic Retreat at Enid Lake: This highly rated holiday home rental in Oakland is located on a lake, and has a fireplace, a balcony 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 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.