Holiday Homes in Oakland

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Oakland

Charming 3-bedroom house in wonderful Sumter
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in wonderful Sumter

2.0 star property
10.0 out of 10, Exceptional, (3)
"The property was the right amount of space and comfort I needed after traveling. Very comfortable and clean. Definitely will stay again!"
Charming 3-bedroom house in wonderful Sumter
Cozy comfortable home near lakes, parks and downtown Sumter
Fridge, microwave, oven, stovetop

Cozy comfortable home near lakes, parks and downtown Sumter

10.0 out of 10, Exceptional, (43)
"This property was very central to every event We attended for homecoming.. The house all all essential needed for the stay.. It was very cozy and relaxing... I will BOOK again Next Year..... Love this spot !!!"
Cozy comfortable home near lakes, parks and downtown Sumter
Sumter Vacation Rental ~ 8 Mi to Shaw AFB!
Fridge, microwave, dishwasher, coffee/tea maker

Sumter Vacation Rental ~ 8 Mi to Shaw AFB!

10.0 out of 10, Exceptional, (3)
"The property was amazing "
Sumter Vacation Rental ~ 8 Mi to Shaw AFB!
Remodeled home with firepit and only 9 minutes from downtown area!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"The property was conveniently located right near down town on a quiet little street and Kodi was exceptionally accommodating when we did have to reach out. The house was clean, the beds were soft, and the bathrooms and kitchens were well stocked. I do wish there were curtains at the windows, especially near the back kitchen patio, but that's a very minute issue. Overall I would 100% book this property again. Clean, comfortable, and convenient. "
Remodeled home with firepit and only 9 minutes from downtown area!
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
Fridge, microwave, stovetop, coffee/tea maker

Peaceful Camden Vacation Rental ~ 3 Mi to Town!

9.6 out of 10, Exceptional, (5)
"Great place to stay for our trip to see the Revolutionary War reenactment to celebrate my husband’s birthday. The house was cute and welcoming."
Peaceful Camden Vacation Rental ~ 3 Mi to Town!
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"I've stayed in many properties around the world...this one was definitely Top 5. The towels smell like the towels at The Four Seasons. Close to everything and price is cheaper than a budget hotel. Bravo!"
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.
Downtown Camden Retreat
Property grounds

Downtown Camden Retreat

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

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely loved the location, the home and the view of the river. Would definitely recommend."
The price is AU$598
includes taxes & fees
3 Dec - 4 Dec
Serene Riverfront Retreat near Historic Camden Sleeps 9 with RV Hookup, WiFi, AC
Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base
Fridge, microwave, oven, stovetop

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

Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
Outdoor pool

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

9.6 out of 10, Exceptional, (11)
"My two friends and I stayed while attending an AKC event in Camden and we couldn't have found a better location. This home is BEAUTIFUL and has so many cool features!!! It was too cold to use the pool this visit but it looked amazing and we would have used if it weren't November (my fault for travelling in cooler weather! lol) The yard was perfect for our dogs to run and play safely without fear of escape and it was so quiet and peaceful in this country setting. We didn't bring any children but...
The price is AU$418
includes taxes & fees
1 Dec - 2 Dec
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
White House on Winn
Fridge, microwave, oven, stovetop

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
Modern & Spacious Duplex
Fridge, microwave, oven, dishwasher

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."
Modern & Spacious Duplex
Sugarland "The Perfect Stay …Pontoon Ready”
Exterior

Sugarland "The Perfect Stay …Pontoon Ready”

Sugarland "The Perfect Stay …Pontoon Ready”
The Claremont @ Shaw
Fridge, microwave, oven, stovetop

The Claremont @ Shaw

9.0 out of 10, Wonderful, (4)
"Quiet, clean, and comfortable place to overnight with kids and pets. Solid surface floors throughout and split floor plan are awesome for families. Easy to get in and out of, but enough off the beaten path to feel a bit more secure too. Nice big back yard (no fence) to burn off some wiggles for the family too."
The Claremont @ Shaw
The Garden Getaway near SHAW AFB
Living area

The Garden Getaway near SHAW AFB

The Garden Getaway near 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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oakland

Cozy comfortable home near lakes, parks and downtown Sumter
Fridge, microwave, oven, stovetop

Cozy comfortable home near lakes, parks and downtown Sumter

10.0 out of 10, Exceptional, (43)
"This property was very central to every event We attended for homecoming.. The house all all essential needed for the stay.. It was very cozy and relaxing... I will BOOK again Next Year..... Love this spot !!!"
Cozy comfortable home near lakes, parks and downtown Sumter
Peaceful Lakeview Cabin
Interior

Peaceful Lakeview Cabin

"We had a wonderful time in this cabin. It was so cute and relaxing and exactly like the pictures. It was about 20-30 min from any restaurants/ town but we did not mind. We planned to cook at the cabin and grill and relax and enjoy the peacefulness . It couldn’t have been better and we can’t wait to go back. "
The price is AU$834
includes taxes & fees
1 Dec - 2 Dec
Peaceful Lakeview Cabin
Sumter Vacation Rental ~ 8 Mi to Shaw AFB!
Fridge, microwave, dishwasher, coffee/tea maker

Sumter Vacation Rental ~ 8 Mi to Shaw AFB!

10.0 out of 10, Exceptional, (3)
"The property was amazing "
Sumter Vacation Rental ~ 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals