Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Pear Tree Farm. Peaceful, Country living at its best 12 stables. Pet Friendly
10.0 out of 10, Exceptional, (1)
"Pear Tree Farm was absolute magic! The house was whimsical and beautifully furnished. Every room was a treasure trove to discover for my 4 young children. I had the sense that children were very much thoughtfully considered when opening up their home which, as a home-school mom, made our stay that much more enjoyable. And I won't give away any secrets so as to keep it fun for future guests, but there were a few intentional surprises for kids that had our children squealing with...
The price is €209
per night
22 Jun - 23 Jun
Pear Tree Farm. Peaceful, Country living at its best 12 stables. Pet Friendly
3 bedroom home located within a mile from downtown
7.6 out of 10, Good, (5)
"Place was nice and very accommodating. Will definitely stay again when visiting again.It could have been alittle bit cleaner but overall a pleasant stay."
3 bedroom home located within a mile from downtown
Home Near Shaw Airforce Base Close to Major Attractions, Food, & Entertainment
8.8 out of 10, Excellent, (3)
"Very pleased"
Home Near Shaw Airforce Base Close to Major Attractions, Food, & Entertainment
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Remodeled home with firepit and only 9 minutes from downtown area!
10.0 out of 10, Exceptional, (9)
"everything was great. house is clean and comfortable just a little bit far from the farm where our event was being held. but there was nearby food , shopping and a cool park called swan lake. ."
Remodeled home with firepit and only 9 minutes from downtown area!
Cozy comfortable home near lakes, parks and downtown Sumter
10.0 out of 10, Exceptional, (39)
"Needed a place for a few nights after coming in for a funeral. I didn't like any of the hotel options and this was a perfect solution. The house was immaculately clean and very cozy. Master bed was very comfortable. neighborhood was quiet. Owner was very Gracious in letting me check in just a bit early so that a could drop my bags and change before going to services. all in all, I would Highly recommend. thanks again Patricia!"
Cozy comfortable home near lakes, parks and downtown Sumter
Sumter Vacation Rental ~ 8 Mi to Shaw AFB!
10.0 out of 10, Exceptional, (2)
"Everything about the property was excellent. Look forward to staying in the property again on future business trips"
Sumter Vacation Rental ~ 8 Mi to Shaw AFB!
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
10.0 out of 10, Exceptional, (4)
"Property and house was very nice. We enjoyed our stay."
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.
10.0 out of 10, Exceptional, (1)
"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.
Carriage House near parks, walking paths, and historic downtown Sumter!
The price is €192
per night
26 Jun - 27 Jun
Carriage House near parks, walking paths, and historic downtown Sumter!
Spacious Home 5 miles from Shaw AFB w/ Pool Table, Firepit, & Screened-In Porch!
10.0 out of 10, Exceptional, (1)
"Would stay here again! Comfortable beds and great amenities - everything we needed."
Spacious Home 5 miles from Shaw AFB w/ Pool Table, Firepit, & Screened-In Porch!
Clean & Comfortable 3 BD 1.5BA Pool Table+Gym
8.0 out of 10, Very good, (3)
"Let me start by saying that the home looks exactly as advertised. It is very cute, updated, and everything was super clean. However, it is in a sketchy part of town and surrounded by privacy fence (I’m assuming for security reasons). Also, there was a terrible marijuana smell that hit us in the face as soon as we opened the front door. After airing out the property all weekend, the smell was bearable, but still present and unpleasant. We messaged the host and they did partially refund us for the...
Clean & Comfortable 3 BD 1.5BA Pool Table+Gym
Cozy Home Minutes From Downtown
10.0 out of 10, Exceptional, (2)
"great communication. very clean and comfortable."
Cozy Home Minutes From Downtown
Beautiful 1930s brick home in historic district.
10.0 out of 10, Exceptional, (2)
"I stayed at the property for a month and couldn't have chosen a better place. The home has so much character, space and is well maintained for a historical home. John (the host) was very gracious and promptly responded to any communications prior to and during my stay. I highly recommend this property to anyone visiting/vacationing in Sumter."
Beautiful 1930s brick home in historic district.
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
3.0 star property
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
Sumter Vacation Rental ~ 8 Mi to Shaw Afb!
3.0 star property
Sumter Vacation Rental ~ 8 Mi to Shaw Afb!
White House on Winn
10.0 out of 10, Exceptional, (5)
"The property was very nice, clean, and quiet. We had no issues and enjoyed our stay."
White House on Winn
Stunning Sumter Home on Active 330-Acre Farm!
10.0 out of 10, Exceptional, (1)
Stunning Sumter Home on Active 330-Acre Farm!
Downtown Camden Retreat
Downtown Camden Retreat
Sumter Vacation Rental in Historic District!
3.0 star property
Sumter Vacation Rental in Historic District!
Dogs Love The Tack Room Private Cottage in Camden SC Horse Country
Dogs Love The Tack Room Private Cottage in Camden SC Horse Country
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See all available properties in Oakland
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.

Other types of properties in Oakland you may be interested in

Hyatt Place Sumter / Downtown
3.0 star property
9.2 out of 10, Wonderful, (637)
"Great place."
The price is €125
per night
30 Jun - 1 Jul
Hyatt Place Sumter / Downtown
Baymont By Wyndham Sumter
2.5 star property
5.8 out of 10, (157)
"G"
The price is €73
per night
20 Jun - 21 Jun
Baymont By Wyndham Sumter
Tru by Hilton Sumter
2.5 star property
9.0 out of 10, Wonderful, (529)
"Very clean!"
The price is €122
per night
27 Jun - 28 Jun
Tru by Hilton Sumter
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.

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, apart-hotels, 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 €192 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?

Pear Tree Farm. Peaceful, Country living at its best 12 stables. Pet Friendly : This holiday home rental outside of Oakland offers an outdoor pool, a fireplace and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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, Swan Lake Iris Gardens and Dillion Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Shaw Air Force Base and Sumter Mall.

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.

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