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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

Interior

1. Home away from home

Home away from home
Dalzell
9.0 out of 10, Wonderful, (2 reviews)
"This property is exactly as described. It was immaculate, spacious and comfortable. The kitchen is well stocked with everything you could need. Great water pressure in the showers and updated appliances. The owner was immediately responsive to any questions. 10/10 would recommend and rent again. "
United States
Stacy G.
$169 nightly
The price is $189
Aug 12 - Aug 13
Total with taxes and fees
Home away from home
Terrace/patio

2. Hampton Historic District Colonial Downtown

Hampton Historic District Colonial Downtown
Sumter
9.8 out of 10, Exceptional, (6 reviews)
"Great stay, easy check in process, just blocks from Main Street. Very friendly host! Would definitely stay again next time in the area."
United States
lindsey p.
$160 nightly
The price is $179
Aug 10 - Aug 11
Total with taxes and fees
Hampton Historic District Colonial Downtown
Private kitchen

3. Charming 1-bedroom guesthouse with WiFi, AC in nice Sumter

Charming 1-bedroom guesthouse with WiFi, AC in nice Sumter
Sumter
4.0 out of 10, (1 review)
"This was not a regular house but it is a guest house located behind the main house . All my years of booking houses, condos, cabins, and hotels this was definitely not worth 233.00 per night.. no communication with host until check in time. Communication was terrible. "
United States
Derrick M.
$229 nightly
The price is $256
Sep 1 - Sep 2
Total with taxes and fees
Charming 1-bedroom guesthouse with WiFi, AC in nice Sumter
Coffee/tea maker, fridge, microwave, oven

4. Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly

Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
Rembert
9.6 out of 10, Exceptional, (36 reviews)
"Wonderful property. Very pet friendly with a large fenced yard. The pool was great. The house was full of toys and books for my granddaughter. I would highly recommend this property."
United States
Sherilyn S.
$276 nightly
The price is $309
Aug 30 - Aug 31
Total with taxes and fees
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
Property grounds

5. Cozy 1-bedroom apartment at Greenleaf Villa. Downtown Camden, SC.

Cozy 1-bedroom apartment at Greenleaf Villa. Downtown Camden, SC.
Camden
10.0 out of 10, Exceptional, (14 reviews)
"Was a nice stay, comfortable bed and great location to anything downtown. "
United States
Stacy W.
$134 nightly
The price is $150
Aug 9 - Aug 10
Total with taxes and fees
Cozy 1-bedroom apartment at Greenleaf Villa. Downtown Camden, SC.
Dining

6. The Farm House on Adams

The Farm House on Adams
Sumter
$526 nightly
The price is $589
Aug 12 - Aug 13
Total with taxes and fees
The Farm House on Adams
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

1912 Bed and Breakfast

1912 Bed and Breakfast

10/10 Excellent
"A hidden gem in the heart of Sumter."
Lori 2-night trip
Posted 2 hours ago
1912 Bed and Breakfast

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 $179 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.

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, we give you a choice of vacation rentals near the most popular attractions in Oakland, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Oakland has to offer?

Serene Riverfront Retreat near Historic Camden Sleeps 9 with RV Hookup, WiFi, AC: Visitors like this Oakland vacation home rental. It offers a fireplace, a selection of books, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oakland?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

While you're exploring the area, Palmetto Park and Swan Lake Iris Gardens are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Shaw Air Force Base and Palmetto Tennis Center.

What’s a vacation rental in Oakland like?

A vacation rental is a private property you can stay in for a couple of days or more in Oakland. Vacation rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.