Oakland Holiday Rentals

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Holiday Rentals in Oakland

Our top choices for Oakland holiday rentals

Charming 3-bedroom house in wonderful Sumter

2.0 star property
8.4 out of 10, Very good, (16)
"Cute, quiet, homey property. We had a nice stay!"
Charming 3-bedroom house in wonderful Sumter

3 bedroom home located within a mile from downtown

8.0 out of 10, Very good, (7)
"I booked the property then second guessed it but I was surprised when I checked in. I will definitely book again when visiting family "
3 bedroom home located within a mile from downtown

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

9.6 out of 10, Exceptional, (24)
"In town for our son's wedding!! It was the perfect place for our family. Thanks so much for sharing your lovely home. Hope to return again. "
The price is NZ$389
includes taxes & fees
29 Sept - 30 Sept
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly

Cozy comfortable home near lakes, parks and downtown Sumter

10.0 out of 10, Exceptional, (51)
"House is exactly how it’s described in the listing. Very clean and comfortable. The beds were so comfortable too! Host was superb and accommodating! We will definitely book here again! "
Cozy comfortable home near lakes, parks and downtown Sumter

Remodeled home with firepit and only 9 minutes from downtown area!

9.6 out of 10, Exceptional, (17)
"Very clean property. In a quiet neighborhood. Thing that stood out for us was how quick the owner would respond to us and was always helpful and pleasant. This is a nice place to stay if you are going to stay in Sumter."
Remodeled home with firepit and only 9 minutes from downtown area!

Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base

3.0 star property
Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base

Charming home away from home 2-bed 2-bath house with WiFi, AC in lovely Sumter

2.0 out of 10, (2)
"Property owner non responsive and property not available for stay after we drove 5 hrs to visit son on deployment with army. After repeated calls host finally answered and did notify Travelocity of non availability so was able to get money refunded but was pretty inconvenient "
The price is NZ$405
includes taxes & fees
23 Sept - 24 Sept
Charming home away from home 2-bed 2-bath house with WiFi, AC in lovely Sumter

Serene Riverfront Retreat near Historic Camden Sleeps 9 with RV Hookup, WiFi, AC

2.0 star property
9.8 out of 10, Exceptional, (9)
"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!"
Serene Riverfront Retreat near Historic Camden Sleeps 9 with RV Hookup, WiFi, AC

Welcome to my 3-bedroom , 2-Full bath house in a quiet loving small town Sumter

The price is NZ$497
includes taxes & fees
23 Sept - 24 Sept
Welcome to my 3-bedroom , 2-Full bath house in a quiet loving small town Sumter

Home away from home

The price is NZ$266
includes taxes & fees
3 Oct - 4 Oct
Home away from home

Peaceful Camden Vacation Rental ~ 3 Mi to Town!

3.0 star property
Peaceful Camden Vacation Rental ~ 3 Mi to Town!

Carriage House near parks, walking paths, and historic downtown Sumter!

2.0 out of 10, (1)
"Stood in 100 degree heat just to check in"
Carriage House near parks, walking paths, and historic downtown Sumter!

The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.

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."
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.

4-bedroom private house in the country of Eastover

4-bedroom private house in the country of Eastover

The Farm House on Adams

The Farm House on Adams

Charming home in downtown Camden

Charming home in downtown Camden

Outdoor Dining, Grill & Yard: Eastover Gem!

3.0 star property
Outdoor Dining, Grill & Yard: Eastover Gem!

Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter

Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter

Lakefront log cabin

Lakefront log cabin

'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!

3.0 star property
'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!
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

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

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

Oakland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as NZ$266 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday 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 holiday.

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 holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Charming 3-bedroom house in wonderful Sumter: This holiday home rental outside of Oakland has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Oakland?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Shaw Air Force Base and Palmetto Tennis Center.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.