Book Holiday Homes in Oakland

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Featured Holiday Homes in Oakland

“New listing” The Blue Farm House!!!

“New listing” The Blue Farm House!!!

2 out of 5
Atoka
The price is AU$605 per night from 16 Apr to 17 Apr
AU$605
includes taxes & fees
16 Apr - 17 Apr
With a stay at this vacation home in Atoka, you'll be within a 15-minute drive of Mid South Military Museum and Edmund Orgill Park.
“New listing” The Blue Farm House!!!
Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

Memphis Meadows - NEW Collierville (TN) Home - privacy with great views

Collierville
The price is AU$617 per night from 15 Apr to 16 Apr
AU$617
includes taxes & fees
15 Apr - 16 Apr
With a stay at this vacation home in Collierville, you'll be on a river, and 14.3 mi (23 km) from Wolfchase Galleria and 6.8 mi (11 km) from W.C. Johnson ...
Memphis Meadows - NEW Collierville (TN) Home - privacy with great views
Cozy 3BR Suburban Oasis with huge backyard & theatre 420 Friendly

Cozy 3BR Suburban Oasis with huge backyard & theatre 420 Friendly

Memphis
The price is AU$561 per night from 6 Apr to 7 Apr
AU$561
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Cordova, you'll be within a 10-minute drive of Wolfchase Galleria and Stonebridge Golf Course.
Cozy 3BR Suburban Oasis with huge backyard & theatre 420 Friendly
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New to VRBO. Safe area. Bartlett, Tn near Memphis. easy access to I40.No Parties

New to VRBO. Safe area. Bartlett, Tn near Memphis. easy access to I40.No Parties

Bartlett
With a stay at this vacation home in Memphis, you'll be within a 10-minute drive of Wolfchase Galleria and Oliver Creek Church Park.
New to VRBO. Safe area. Bartlett, Tn near Memphis. easy access to I40.No Parties
Spacious home Fully renovated with a huge pool!

Spacious home Fully renovated with a huge pool!

Memphis
With a stay at this vacation home in Memphis, you'll be within a 15-minute drive of University of Memphis and Madison Cypress Lakes.
Spacious home Fully renovated with a huge pool!
3 - 2.5 home  Modern Delight  fully equipped kit., fast Wi-Fi, all rooms upstrs

3 - 2.5 home Modern Delight fully equipped kit., fast Wi-Fi, all rooms upstrs

MEMPHIS
With a stay at this vacation home in Memphis (Southwind), you'll be a 3-minute drive from Shoppes At Hacks Cross and 5 minutes from Topgolf Memphis.
3 - 2.5 home Modern Delight fully equipped kit., fast Wi-Fi, all rooms upstrs
Newly Renovated "Home Away From Home" 
A spacious, modernized 4-bedroom home.

Newly Renovated "Home Away From Home" A spacious, modernized 4-bedroom home.

Brighton
When you stay at this vacation home in Brighton, you'll be 11 minutes by car from Covington Country Club.
Newly Renovated "Home Away From Home" A spacious, modernized 4-bedroom home.
Spacious 5-bedroom house in Collierville with Strong Wi-Fi

Spacious 5-bedroom house in Collierville with Strong Wi-Fi

Collierville
Located in Collierville, this vacation home is a 2-minute drive from Suggs Dog Park and 9 minutes from W.C. Johnson Park.
Spacious 5-bedroom house in Collierville with Strong Wi-Fi
Heated Saltwater Pool  ❤️ Mid Century Oasis ❤️Indoor-Outdoor❤️Modern Escape

Heated Saltwater Pool ❤️ Mid Century Oasis ❤️Indoor-Outdoor❤️Modern Escape

Memphis
With a stay at this vacation home in Memphis (East Memphis), you'll be within a 15-minute drive of University of Memphis and Wolfchase Galleria.
Heated Saltwater Pool ❤️ Mid Century Oasis ❤️Indoor-Outdoor❤️Modern Escape
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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.

Oakland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oakland vacation homes are the perfect way for you to wing it.

Holiday houses in Oakland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oakland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oakland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oakland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oakland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oakland Holiday Homes essential information

Accommodation
133 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$617
Popular accommodation
“New listing” The Blue Farm House!!!, Memphis Meadows - NEW Collierville (TN) Home - privacy with great views, Cozy 3BR Suburban Oasis with huge backyard & theatre 420 Friendly, New to VRBO. Safe area. Bartlett, Tn near Memphis. easy access to I40.No Parties, Spacious home Fully renovated with a huge pool!, 3 - 2.5 home Modern Delight fully equipped kit., fast Wi-Fi, all rooms upstrs , Newly Renovated "Home Away From Home" A spacious, modernized 4-bedroom home., Spacious 5-bedroom house in Collierville with Strong Wi-Fi, Heated Saltwater Pool ❤️ Mid Century Oasis ❤️Indoor-Outdoor❤️Modern Escape

Top trending hotels in Oakland

La Quinta Inn & Suites by Wyndham Memphis East

La Quinta Inn & Suites by Wyndham Memphis East

2 out of 5
1770 Whitten Rd, Memphis, TN
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 16 Apr to 17 Apr
AU$179
includes taxes & fees
16 Apr - 17 Apr
With a stay at La Quinta Inn & Suites by Wyndham Memphis East in Memphis, you'll be within a 15-minute drive of Wolfchase Galleria and University of ...
La Quinta Inn & Suites by Wyndham Memphis East
Hyatt Place Memphis/Wolfchase Galleria

Hyatt Place Memphis/Wolfchase Galleria

3 out of 5
7905 Giacosa Pl, Memphis, TN
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 18 Apr to 19 Apr
AU$203
includes taxes & fees
18 Apr - 19 Apr
With a stay at Hyatt Place Memphis/Wolfchase Galleria in Memphis (Wolfchase), you'll be within a 15-minute drive of Wolfchase Galleria and University of ...
Hyatt Place Memphis/Wolfchase Galleria
Four Points by Sheraton Memphis Southwind

Four Points by Sheraton Memphis Southwind

3 out of 5
4090 Stansell Court, Memphis, TN
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 6 Apr to 7 Apr
AU$153
includes taxes & fees
6 Apr - 7 Apr
A stay at Four Points by Sheraton Memphis Southwind places you in the heart of Memphis, within a 5-minute drive of Shoppes At Hacks Cross and Lowrance Road ...
Four Points by Sheraton Memphis Southwind
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Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

2.5 out of 5
4068 Stansell Ct, Memphis, TN
Fully refundable
The price is AU$180 per night from 6 Apr to 7 Apr
AU$180
includes taxes & fees
6 Apr - 7 Apr
With a stay at Holiday Inn Express Hotel & Suites Memphis Southwind by IHG in Memphis (Southwind), you'll be within a 5-minute drive of Shoppes At Hacks Cross ...
Holiday Inn Express Hotel & Suites Memphis Southwind by IHG
Don't see what you're looking for?
See all available properties in Oakland
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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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^Subject to availability and chosen travel dates.