Oakland Vacation Rentals

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Vacation Rentals in Oakland

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

Oakland
9.4 out of 10, Exceptional, (28)
"We had an amazing time. The neighbors are great as well and are very welcoming to anyone staying there. Will definitely be going back! "
United States
Braden T.
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss
Property grounds
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

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

Oakland
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."
United States
Jimmie T.
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
Exterior
Waterfront property located at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake

Oakland
9.8 out of 10, Exceptional, (92)
"We had a great stay! We enjoyed a peaceful weekend on the lake…just what we were looking for."
United States
Scott R.
Waterfront property located at Point Pleasant on Enid Lake
Smart TV
Enid Lake Waterfront Cabin- Point Pleasant

Enid Lake Waterfront Cabin- Point Pleasant

Oakland
10.0 out of 10, Exceptional, (24)
"Beautiful property on Enid lake. Amazing views from the porch and most of the bedroomwindows. Perfect for a large family or friends. Had plenty of cookware, a grill, fryer and outdoor seating. "
United States
Valerie C.
Enid Lake Waterfront Cabin- Point Pleasant
Smart TV, fireplace
Rustic Retreat at Enid Lake

Rustic Retreat at Enid Lake

Oakland
9.6 out of 10, Exceptional, (25)
"We had the best July 4th weekend at the lake. This property is in a great location!"
United States
Stephanie P.
Rustic Retreat at Enid Lake
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
Oakland
10.0 out of 10, Exceptional, (1)
The Presidential Suite, Enid Lake, Ole Miss, Crappie Fishing, ATV, Hunting
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

Oakland
9.6 out of 10, Exceptional, (24)
"It was a very beautiful and wonderful place to stay. "
United States
Megan P.
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
Interior
Oxford Condo-Minutes from Campus and Square

Oxford Condo-Minutes from Campus and Square

Oxford
10.0 out of 10, Exceptional, (20)
"Great condition, location and very clean!"
United States
Paul V.
$457 nightly
The price is $498
Dec 6 - Dec 7
Total with taxes and fees
Oxford Condo-Minutes from Campus and Square
Property grounds
Magnolia Estate Container Home

Magnolia Estate Container Home

Sardis
9.0 out of 10, Wonderful, (2)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
$232 nightly
The price is $234
Dec 10 - Dec 11
Total with taxes and fees
Magnolia Estate Container Home
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

Oxford
10.0 out of 10, Exceptional, (62)
"Great place and location to stay. Definitely will try to stay there for future visits to Oxford. Hosts were friendly and helpful. "
United States
Tracy
The Cotton Cottage - 1 BR guest apartment 7 minutes from the Ole Miss campus
TV
Spacious 4-bedroom condo with WiFi, AC in charming Oxford

Spacious 4-bedroom condo with WiFi, AC in charming Oxford

Oxford
10.0 out of 10, Exceptional, (4)
"Great stay! Spacious and clean! Everything was as described! We enjoyed our stay! "
United States
Molly M.
Spacious 4-bedroom condo with WiFi, AC in charming Oxford
Outdoor dining
Alice Moseley's Plum Point Retreat @ Enid Lake

Alice Moseley's Plum Point Retreat @ Enid Lake

Pope
9.6 out of 10, Exceptional, (19)
"Wonderful stay and wonderful host. Perfect geteway, close to Lake and everything you need!"
United States
Deloris
Alice Moseley's Plum Point Retreat @ Enid Lake
House (3 Bedrooms) | Interior
7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!

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

3.0 star property
Oxford
7 Mi to Ole Miss: Quiet Rural Retreat w/ Yard!
Exterior
The Treehouse, 2BR Hideaway by Velvet Ditch Villas

The Treehouse, 2BR Hideaway by Velvet Ditch Villas

Batesville
8.0 out of 10, Very Good, (4)
"Beautiful setting. Very convenient to Oxford. Good for families. Relaxing and great for quality time to unplug. Be attentive to beds and shower set up. Bunk treehouse is separate and best for children. Two queen beds are in loft, not separate bedroom. One fully private bedroom. One shower inside and one shower on lower level is very nice but you do need to go outside to get to it. "
United States
Kristine F.
$418 nightly
The price is $447
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Treehouse, 2BR Hideaway by Velvet Ditch Villas
Exterior detail
Water View Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails

Water View Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails

Sardis
9.2 out of 10, Wonderful, (136)
"Great place lots of room had everything we needed. "
United States
Matthew C.
Water View Property, Pet Friendly, Golfing, Fishing, Marina, Swim, Park, Trails
House (2 Bedrooms) | Interior
5 Mi to Sardis Lake: Pet-friendly Cabin Rental

5 Mi to Sardis Lake: Pet-friendly Cabin Rental

3.0 star property
Sardis
10.0 out of 10, Exceptional, (2)
"Cabin was perfect for our visit to Ole Ms. 30 minutes to campus. Had everything we needed for a stay away from home."
United States
Margie
5 Mi to Sardis Lake: Pet-friendly Cabin Rental
House (3 Bedrooms) | Interior
1 Mi to Enid Lake: Peaceful Pope Getaway

1 Mi to Enid Lake: Peaceful Pope Getaway

3.0 star property
Pope
1 Mi to Enid Lake: Peaceful Pope Getaway
Fridge, microwave, oven, stovetop
Rebel Belle - Convenient Stylish New 2 BR Condo. Entire Home in Oxford, MS.

Rebel Belle - Convenient Stylish New 2 BR Condo. Entire Home in Oxford, MS.

Oxford
8.0 out of 10, Very Good, (2)
"Our stay was nice"
United States
Kyla B.
Rebel Belle - Convenient Stylish New 2 BR Condo. Entire Home in Oxford, MS.
Fridge, microwave, oven, stovetop
Blackjack Cabin at Sardis Lake

Blackjack Cabin at Sardis Lake

Batesville
10.0 out of 10, Exceptional, (7)
"the cabin was super cozy & just right for me, my husband & my kid. We enjoyed our stay! "
United States
Sydney W.
Blackjack Cabin at Sardis Lake
Property grounds
Fox Hunting, Crappie Fishing Getaway

Fox Hunting, Crappie Fishing Getaway

Coffeeville
9.8 out of 10, Exceptional, (46)
"My husband wanted a quiet place to stay and hopefully fish before starting chemo- we we t"
United States
Jinell S.
Fox Hunting, Crappie Fishing Getaway
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

Holiday Inn Batesville by IHG

Holiday Inn Batesville by IHG

10/10 Excellent
"The staff was so friendly!!! Room was excellent probably best I’ve ever stayed in "
Kevin 2-night trip
Posted 5 days ago
Holiday Inn Batesville by IHG

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Waterfront property located at Point Pleasant on Enid Lake: Visitors give good reviews to this Oakland vacation home rental, which is located on a lake and has a fireplace, a patio, and a barbecue grill 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 vacation with amenities like an arcade game room. Another good choice for your trip to Oakland is Rustic Retreat at Enid Lake.

How many vacation rentals will I find in Oakland?

Expedia has 3 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. Other places in town to visit include Persimmon Hill Recreation Area and Long Branch Recreation Area.

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.