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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Oakland vacation rentals

House (3 Bedrooms) | Interior

1. 7 Mi to Ole Miss & The Square! Family Home w/ Yard

7 Mi to Ole Miss & The Square! Family Home w/ Yard
3.0 star property
Oxford
$469 nightly
The price is $502
Aug 8 - Aug 9
Total with taxes and fees
7 Mi to Ole Miss & The Square! Family Home w/ Yard
Dining

2. 7 Mi to Ole Miss & The Square! Family Home w/ Yard

7 Mi to Ole Miss & The Square! Family Home w/ Yard
Oxford
$476 nightly
The price is $508
Aug 8 - Aug 9
Total with taxes and fees
7 Mi to Ole Miss & The Square! Family Home w/ Yard
Property grounds

3. Elegant New Construction - 3 bedroom 3.5 condo in charming Oxford Mississippi

Elegant New Construction - 3 bedroom 3.5 condo in charming Oxford Mississippi
Oxford
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful property and Josh is a thoughtful and communicative host. He texted proactively and offered lots of helpful suggestions. We would absolutely choose to stay there again - perfect weekend for our daughter’s Ole Miss graduation!"
United States
Nicole H.
$606 nightly
The price is $661
Aug 12 - Aug 13
Total with taxes and fees
Elegant New Construction - 3 bedroom 3.5 condo in charming Oxford Mississippi
TV

4. The Casa Blanca, 4BR Luxe by Velvet Ditch Villas

The Casa Blanca, 4BR Luxe by Velvet Ditch Villas
Oxford
$481 nightly
The price is $524
Sep 7 - Sep 8
Total with taxes and fees
The Casa Blanca, 4BR Luxe by Velvet Ditch Villas
TV

5. Oxford Townhome, 3 Master Suites, Minutes to Campus & Square!

Oxford Townhome, 3 Master Suites, Minutes to Campus & Square!
Oxford
10.0 out of 10, Exceptional, (5 reviews)
"Charles was wonderful with answering all questions we had leading up to our trip. Our family had a wonderful weekend staying here in Oxford! "
United States
Annie P.
$468 nightly
The price is $510
Aug 17 - Aug 18
Total with taxes and fees
Oxford Townhome, 3 Master Suites, Minutes to Campus & Square!
Exterior

6. The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas

The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay! The home was very clean, comfortable, and exactly as described. The hosts were excellent with communication throughout our visit. We would absolutely stay here again in the future."
United States
Haley C.
$561 nightly
The price is $611
Aug 23 - Aug 24
Total with taxes and fees
The Hurley, 3BR Luxe Townhouse by VelvetDitchVillas
Coffee/tea maker, fridge, microwave, oven

7. Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Magnificent place to stay. Owner has created a great and easy instructional book and super willing to communicate with any question you may have. "
United States
Stephen B.
$800 nightly
The price is $872
Aug 17 - Aug 18
Total with taxes and fees
Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
Exterior

8. The Swayze, 3BR Retreat by Velvet Ditch Villas

The Swayze, 3BR Retreat by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (1 review)
"5 stars all the way! The place was beautiful, clean, spacious (each bedroom even had its own bath!) and conveniently located. For our first trip to Oxford to tour the University, it definitely added a cherry on top with all the little touches of velvet and Ole Miss love. "
United States
Tiffany A.
$514 nightly
The price is $560
Aug 25 - Aug 26
Total with taxes and fees
The Swayze, 3BR Retreat by Velvet Ditch Villas
Exterior

9. Rebel Rest Stop Lovely 3-bedroom, pet friendly house in quiet cove

Rebel Rest Stop Lovely 3-bedroom, pet friendly house in quiet cove
Oxford
9.2 out of 10, Wonderful, (5 reviews)
"Excellent property with super accommodating host!"
United States
Erika C.
$221 nightly
The price is $236
Aug 9 - Aug 10
Total with taxes and fees
Rebel Rest Stop Lovely 3-bedroom, pet friendly house in quiet cove
Interior

10. Quaint 3-bedroom house in charming Oxford, MS. The perfect getaway for you.

Quaint 3-bedroom house in charming Oxford, MS. The perfect getaway for you.
Oxford
$895 nightly
The price is $957
Aug 27 - Aug 28
Total with taxes and fees
Quaint 3-bedroom house in charming Oxford, MS. The perfect getaway for you.
Coffee/tea maker, fridge, microwave, oven

11. NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.

NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Oxford
$811 nightly
The price is $884
Aug 24 - Aug 25
Total with taxes and fees
NEW! Luxury at The Reserve. Ole Miss 3BRM/3.5 Bath.
Exterior

12. The Pappy, 2BR House by Velvet Ditch Villas

The Pappy, 2BR House by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"Love this property. Great location to the campus and has become an instant favorite. The location was very clean and was extremely well appointed. We lived that is was pet friendly and we hand more than enough room. Located in a quiet neighborhood and we will be looking to book this property again. "
United States
Adam M.
$272 nightly
The price is $296
Sep 1 - Sep 2
Total with taxes and fees
The Pappy, 2BR House by Velvet Ditch Villas
Smart TV, fireplace

13. Freshly remodeled 2-bedroom condo with AC, WiFi in charming Oxford. 1.5 mi to UM

Freshly remodeled 2-bedroom condo with AC, WiFi in charming Oxford. 1.5 mi to UM
Oxford
9.6 out of 10, Exceptional, (7 reviews)
"Great place"
United States
John B.
$689 nightly
The price is $751
Aug 22 - Aug 23
Total with taxes and fees
Freshly remodeled 2-bedroom condo with AC, WiFi in charming Oxford. 1.5 mi to UM
Terrace/patio

14. New 1-Bdr Condo, Sleeps 4! Half-a-mile to campus. Come stay with Southern Sole!

New 1-Bdr Condo, Sleeps 4! Half-a-mile to campus. Come stay with Southern Sole!
Oxford
10.0 out of 10, Exceptional, (4 reviews)
"Clean, safe, and convenient"
United States
Jennifer G.
$245 nightly
The price is $267
Aug 23 - Aug 24
Total with taxes and fees
New 1-Bdr Condo, Sleeps 4! Half-a-mile to campus. Come stay with Southern Sole!
Exterior

15. The Southern Sole

The Southern Sole
Oxford
$262 nightly
The price is $286
Aug 9 - Aug 10
Total with taxes and fees
The Southern Sole
Coffee/tea maker, fridge, microwave, oven

16. House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely loved our visit!! Clean, cozy, and just the right size for our family of four. "
United States
Coreen M.
$313 nightly
The price is $340
Sep 1 - Sep 2
Total with taxes and fees
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Exterior detail

17. Oxford Condo-Minutes from Campus and Square

Oxford Condo-Minutes from Campus and Square
Oxford
10.0 out of 10, Exceptional, (26 reviews)
"Enjoyed our stay, would do it again!"
United States
Kristel R.
$457 nightly
The price is $498
Aug 8 - Aug 9
Total with taxes and fees
Oxford Condo-Minutes from Campus and Square
Coffee/tea maker, fridge, microwave, oven

18. The Rebel Sole

The Rebel Sole
Oxford
$283 nightly
The price is $308
Aug 13 - Aug 14
Total with taxes and fees
The Rebel Sole
Interior

19. Townhome: 2 Bedrooms, 2.5 Baths, Close to Campus

Townhome: 2 Bedrooms, 2.5 Baths, Close to Campus
Oxford
10.0 out of 10, Exceptional, (26 reviews)
"Excellent location - close to campus. "
United States
Alicia Z.
$394 nightly
The price is $429
Aug 20 - Aug 21
Total with taxes and fees
Townhome: 2 Bedrooms, 2.5 Baths, Close to Campus
Smart TV

20. Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (44 reviews)
"It was amazing and we will be coming back!"
United States
Elisha B.
$343 nightly
The price is $367
Aug 8 - Aug 9
Total with taxes and fees
Cabin in the woods overlooking Grenada lake.
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

Fairfield Inn and Suites by Marriott Batesville

Fairfield Inn and Suites by Marriott Batesville

10/10 Excellent
"Its was clean and i love it there"
Margaret 2-night trip
Posted 11 hours ago
Fairfield Inn and Suites by Marriott Batesville

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 $123 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 like this Oakland vacation home rental. It 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.

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 Point Pleasant 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.