Oakland Vacation Rentals

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Our top choices for Oakland vacation rentals

Outdoor dining
campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire

campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire

campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire
1.0 star property
Water Valley
$76 nightly
The price is $81
Jan 4 - Jan 5
Total with taxes and fees
campground,fishing pond/farm petting and feeding, bright stars/fruit trees fire
Property grounds
Tiny Home close to Ole Miss / Lake

Tiny Home close to Ole Miss / Lake

Tiny Home close to Ole Miss / Lake
Sardis
10.0 out of 10, Exceptional, (12)
"Very rural but very comfortable. "
United States
Phil S.
$243 nightly
The price is $245
Jan 12 - Jan 13
Total with taxes and fees
Tiny Home close to Ole Miss / Lake
Private kitchen
The Pappy, 2BR House by Velvet Ditch Villas

The Pappy, 2BR House by Velvet Ditch Villas

The Pappy, 2BR House by Velvet Ditch Villas
Oxford
$270 nightly
The price is $294
Feb 2 - Feb 3
Total with taxes and fees
The Pappy, 2BR House by Velvet Ditch Villas
Property grounds
The Colonel's Cottage, 2BR by Velvet Ditch Villas

The Colonel's Cottage, 2BR by Velvet Ditch Villas

The Colonel's Cottage, 2BR by Velvet Ditch Villas
Oxford
9.6 out of 10, Exceptional, (5)
"Nice property "
United States
Christina M.
$238 nightly
The price is $259
Jan 4 - Jan 5
Total with taxes and fees
The Colonel's Cottage, 2BR by Velvet Ditch Villas
Exterior
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

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Oxford
10.0 out of 10, Exceptional, (2)
"Absolutely loved our visit!! Clean, cozy, and just the right size for our family of four. "
United States
Coreen M.
$309 nightly
The price is $335
Jan 4 - Jan 5
Total with taxes and fees
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Private kitchen
The 1848, 2BR Condo by Velvet Ditch Villas

The 1848, 2BR Condo by Velvet Ditch Villas

The 1848, 2BR Condo by Velvet Ditch Villas
Oxford
$238 nightly
The price is $259
Jan 4 - Jan 5
Total with taxes and fees
The 1848, 2BR Condo by Velvet Ditch Villas
Property grounds
Magnolia Estate Container Home

Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
9.4 out of 10, Exceptional, (3)
"Very cozy space with an amazing view. Very clean and open space. "
United States
jeremy l.
$232 nightly
The price is $234
Jan 12 - Jan 13
Total with taxes and fees
Magnolia Estate Container Home
Property grounds
Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley

Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley

Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley
2.0 star property
Water Valley
$136 nightly
The price is $146
Jan 4 - Jan 5
Total with taxes and fees
Animal Farm Experience, 3-bedroom (2 qn 1 kg) rv home in the Valley
Fridge, microwave, oven, stovetop
The Carl, 2BR Townhome by Velvet Ditch Villas

The Carl, 2BR Townhome by Velvet Ditch Villas

The Carl, 2BR Townhome by Velvet Ditch Villas
Oxford
10.0 out of 10, Exceptional, (3)
"Loved everything about this house and our stay. Quiet, cozy, well equipped and great communication with management. "
United States
Janet S.
$294 nightly
The price is $320
Jan 5 - Jan 6
Total with taxes and fees
The Carl, 2BR Townhome by Velvet Ditch Villas
Fridge, microwave, oven, stovetop
The Rebel Sole in Oxford

The Rebel Sole in Oxford

The Rebel Sole in Oxford
2.0 star property
Oxford
$189 nightly
The price is $206
Jan 4 - Jan 5
Total with taxes and fees
The Rebel Sole in Oxford
Fridge, microwave, oven, stovetop
The Grove Sole in Oxford

The Grove Sole in Oxford

The Grove Sole in Oxford
2.0 star property
Oxford
$189 nightly
The price is $206
Jan 4 - Jan 5
Total with taxes and fees
The Grove Sole in Oxford
Terrace/patio
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Gore Springs
10.0 out of 10, Exceptional, (4)
"THE CABIN WAS AMAZING!! THE VEIWS FROM THE BACK PORCH WAS ABSOLUTELY BREATH TAKING!THE CABIN WAS VERY NICE AND CLEAN. CAN'T WAIT TO GO BACK!"
United States
JANNIE T.
$233 nightly
The price is $249
Jan 4 - Jan 5
Total with taxes and fees
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Fridge, microwave, oven, stovetop
Highpoint View in Oxford

Highpoint View in Oxford

Highpoint View in Oxford
2.0 star property
Oxford
$260 nightly
The price is $272
Jan 4 - Jan 5
Total with taxes and fees
Highpoint View in Oxford
Fridge, microwave, oven, stovetop
Family - Friendly Oxford Retreat Near University

Family - Friendly Oxford Retreat Near University

Family - Friendly Oxford Retreat Near University
2.0 star property
Oxford
$283 nightly
The price is $297
Jan 4 - Jan 5
Total with taxes and fees
Family - Friendly Oxford Retreat Near University
Pool
The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

The Collegiate, 2BR Cozy Stay by VelvetDitchVillas
Oxford
9.2 out of 10, Wonderful, (5)
"We had an absolutely wonderful experience at this VRBO! From the moment we arrived, everything was exactly as described- clean, welcoming, and thoughtfully prepared. The home was spotless and well stocked with everything we needed for a comfortable stay. "
United States
Robert C.
$294 nightly
The price is $320
Jan 5 - Jan 6
Total with taxes and fees
The Collegiate, 2BR Cozy Stay by VelvetDitchVillas
Fridge, microwave, oven, stovetop
Hotty Toddy Headquarters

Hotty Toddy Headquarters

Hotty Toddy Headquarters
2.0 star property
Oxford
$253 nightly
The price is $265
Jan 5 - Jan 6
Total with taxes and fees
Hotty Toddy Headquarters
Fridge, microwave, oven, stovetop
The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (12)
"We really enjoyed our stay at. The getaway Place was fully stocked and exceptionally clean, we expect to visit again in the fall and will definitely book this place again. ! Host is great, responded to questions almost immediately."
United States
David S.
$341 nightly
The price is $365
Jan 4 - Jan 5
Total with taxes and fees
The Get-A-Way at Grenada lake
Exterior
The Lake House - Cypress Woods Place

The Lake House - Cypress Woods Place

The Lake House - Cypress Woods Place
2.0 star property
Taylor
$260 nightly
The price is $275
Jan 5 - Jan 6
Total with taxes and fees
The Lake House - Cypress Woods Place
Private kitchen
The Cross Creek, Cozy 3BR by Velvet Ditch Villas

The Cross Creek, Cozy 3BR by Velvet Ditch Villas

The Cross Creek, Cozy 3BR by Velvet Ditch Villas
Oxford
$319 nightly
The price is $347
Jan 8 - Jan 9
Total with taxes and fees
The Cross Creek, Cozy 3BR by Velvet Ditch Villas
Exterior detail
Charming 3-bedroom cottage - 5 minutes to Ole Miss!

Charming 3-bedroom cottage - 5 minutes to Ole Miss!

Charming 3-bedroom cottage - 5 minutes to Ole Miss!
Oxford
$446 nightly
The price is $486
Jan 4 - Jan 5
Total with taxes and fees
Charming 3-bedroom cottage - 5 minutes to Ole Miss!
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 Suites

Comfort Suites

10/10 Excellent
"Clean rooms. Couch in room had stains but we covered it with a sheet. Friendly staff"
Janet 1-night trip
Posted 1 day ago
Comfort Suites

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 Wallace Creek 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.