Oakland Vacation Rentals

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Our top choices for Oakland vacation rentals

9.6 out of 10, Exceptional, (24)
"Would definitely stay here again! This property is very reasonably priced. Host was great in communication. It was just a lovely, peaceful, and safe place to stay! Wish we would have stayed longer! Thank you so very much."
United States
Josh M.
$192 nightly
The price is $214
Dec 17 - Dec 18
Total with taxes and fees
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
2.0 star property
8.4 out of 10, Very Good, (21)
"Cozy home in a very quiet neighborhood close to shopping great location "
United States
John J.
Charming 3-bedroom house in wonderful Sumter
8.0 out of 10, Very Good, (11)
"I booked the property then second guessed it but I was surprised when I checked in. I will definitely book again when visiting family "
United States
Dwayne
3 bedroom home located within a mile from downtown
9.6 out of 10, Exceptional, (17)
"Will definitely stay again"
United States
James H.
Remodeled home with firepit and only 9 minutes from downtown area!
10.0 out of 10, Exceptional, (51)
"The property is excellently kept. Comfortable, inviting, and spacious We very much enjoyed our time there. "
United States
Carmen B.
Cozy comfortable home near lakes, parks and downtown Sumter
10.0 out of 10, Exceptional, (12)
"Loved staying here again! This place is nice and quiet and a wonderful place to unwind after a race day at CMP. We all look forward to staying here again in the fall!"
United States
Zach W.
Serene Riverfront Retreat near Historic Camden Sleeps 9 with RV Hookup, WiFi, AC
3.0 star property
8.0 out of 10, Very Good, (1)
"Location was perfect for us. Very cozy, and clean. Hadn't been modernized, but it was in great shape. Nasolgic; felt like I was visiting my grandparents! Only having one bathroom was a bit challenging, but we made it work!"
United States
David
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
10.0 out of 10, Exceptional, (1)
"Clean, beautiful home in a safe neighborhood. Beds were comfy and kitchen and bathrooms were properly equipped. We would definitely book again."
United States
Sonya J.
Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter

Vacation Home in Sumter

The Farm House on Adams
$320 nightly
The price is $358
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Farm House on Adams
3.0 star property
Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base
10.0 out of 10, Exceptional, (3)
"We loved the property. It was family friendly and baby proof. We loved the accommodations. It fit the whole family and we had plenty space. The customer service was amazing."
United States
Melissa P.
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.

Vacation Home in Sumter

Modern & Spacious Duplex
10.0 out of 10, Exceptional, (1)
"My family and I really enjoyed our time here. Shaun and Beth are great hosts. They were very responsive to our needs and have good accommodations. I would definitely stay here again."
United States
Elronzo W.
Modern & Spacious Duplex
2.0 out of 10, (1)
"Stood in 100 degree heat just to check in"
United States
pat W.
Carriage House near parks, walking paths, and historic downtown Sumter!

Vacation Home in Camden

Charming home in downtown Camden
Charming home in downtown Camden

Vacation Home in Dalzell

Home away from home
9.0 out of 10, Wonderful, (2)
"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.
Home away from home

Cabin in Eastover

Lakefront log cabin
Lakefront log cabin
3.0 star property
Sumter Vacation Rental in Historic District!
3.0 star property
Near Rev & Civil War History Museums! Camden Home
3.0 star property
'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!
3.0 star property
4 Mi to Weston Lake: Eastover Gem w/ Grill
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

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 $214 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?

Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly : Visitors like this Oakland vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a selection of games.

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.