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Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

1. Charming Tiny Escape Near Ole Miss & Lake Enid

Charming Tiny Escape Near Ole Miss & Lake Enid
Water Valley
The price is NZ$400
includes taxes & fees
7 Oct - 8 Oct
Charming Tiny Escape Near Ole Miss & Lake Enid

2. Little House in The Valley Senior & Military Discount & EMS

Little House in The Valley Senior & Military Discount & EMS
Water Valley
10.0 out of 10, Exceptional, (12 reviews)
"loved, loved our stay! this place was so cute, so comfortable and had everything me and my little family needed! mrs angelina even brought over toys for our small child to play with :):)"
United States
Randi G.
The price is NZ$295
includes taxes & fees
12 Oct - 13 Oct
Little House in The Valley Senior & Military Discount & EMS

3. Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.0 out of 10, Wonderful, (11 reviews)
"Great atmosphere and great area near downtown Grenada..."
United States
Lelabug G.
The price is NZ$610
includes taxes & fees
7 Oct - 8 Oct
Magnolia State Winter Escape – Beautiful 3BR Family Home

4. Coffeeville getaway minutes from grenada lake

Coffeeville getaway minutes from grenada lake
Coffeeville
10.0 out of 10, Exceptional, (54 reviews)
"Nice place to stay for my fishing trip. Very nice family and accommodations were as described! Would recommend!"
United States
Jonathan H.
The price is NZ$264
includes taxes & fees
14 Oct - 15 Oct
Coffeeville getaway minutes from grenada lake

5. One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
Water Valley
10.0 out of 10, Exceptional, (28 reviews)
"Great place while back home "
United States
Steve S.
The price is NZ$553
includes taxes & fees
11 Oct - 12 Oct
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes

6. 3 bdr 1 bath home in Water Valley. Close to Oxford Ole Miss and Tri lakes area.

3 bdr 1 bath home in Water Valley. Close to Oxford Ole Miss and Tri lakes area.
Water Valley
The price is NZ$514
includes taxes & fees
7 Oct - 8 Oct
3 bdr 1 bath home in Water Valley. Close to Oxford Ole Miss and Tri lakes area.

7. Grenada Lake Resort 2 bedroom Cabin # 6

Grenada Lake Resort 2 bedroom Cabin # 6
Coffeeville
9.0 out of 10, Wonderful, (6 reviews)
"Property was clean and comfortable in a peaceful quiet location."
United States
Christopher C.
The price is NZ$444
includes taxes & fees
12 Oct - 13 Oct
Grenada Lake Resort 2 bedroom Cabin # 6

8. 2 Queen Bed|Smk|Grenada MS

2 Queen Bed|Smk|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (52 reviews)
"Cozy beds and welcoming staff made our visit enjoyable. Free WiFi was an extra perk too."
United States
Anonymous traveller
The price is NZ$192
includes taxes & fees
26 Oct - 27 Oct
2 Queen Bed|Smk|Grenada MS

9. Grenada MS | King Bed Smoking

Grenada MS | King Bed Smoking
Grenada MS
10.0 out of 10, Exceptional, (48 reviews)
"Rooms had ample space for two guests, creating a very inviting atmosphere."
United States
Anonymous traveller
The price is NZ$174
includes taxes & fees
29 Oct - 30 Oct
Grenada MS | King Bed Smoking

10. King Bed Accessible|Grenada MS

King Bed Accessible|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (67 reviews)
"Saw several families staying here,lots of space seemed great for everyone involved."
United States
Anonymous traveller
The price is NZ$174
includes taxes & fees
1 Nov - 2 Nov
King Bed Accessible|Grenada MS

11. Grenada Lake Resort Cabin # 2

Grenada Lake Resort Cabin # 2
Coffeeville
10.0 out of 10, Exceptional, (2 reviews)
"Nice quite area cozy and rustic interior of the cabin "
United States
James
The price is NZ$278
includes taxes & fees
12 Oct - 13 Oct
Grenada Lake Resort Cabin # 2

12. Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
9.6 out of 10, Exceptional, (16 reviews)
"The property was easy to find, very clean, and the beds were very comfortable. Great place to stay and cozy."
United States
Joahua
The price is NZ$505
includes taxes & fees
7 Oct - 8 Oct
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

13. Dogwoods-2 bedroom cabin with spacious parking

Dogwoods-2 bedroom cabin with spacious parking
Grenada
9.6 out of 10, Exceptional, (20 reviews)
"Cabin was very clean and comfortable. We’ll be staying there again for sure."
United States
Gabe S.
The price is NZ$509
includes taxes & fees
12 Oct - 13 Oct
Dogwoods-2 bedroom cabin with spacious parking

14. The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and view great host clean places loved it so much "
United States
Austin R.
The price is NZ$552
includes taxes & fees
20 Oct - 21 Oct
The most unique getaway experience in North Mississippi!

15. The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (7 reviews)
"Cabin was nice clean and was so easy to check"
United States
Kathy B.
The price is NZ$631
includes taxes & fees
8 Oct - 9 Oct
The Crappie-2 bedroom cabin with spacious parking

16. Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed our stay very much this is such a cute lil retreat"
United States
Courtney E.
The price is NZ$417
includes taxes & fees
7 Oct - 8 Oct
Magnolia Estate Container Home

17. The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (20 reviews)
"Great property to stay at if you are staying or fishing in the Grenada area. "
United States
Jay R.
The price is NZ$646
includes taxes & fees
12 Oct - 13 Oct
The Get-A-Way at Grenada lake

18. Tiny Home close to Ole Miss / Lake

Tiny Home close to Ole Miss / Lake
Sardis
10.0 out of 10, Exceptional, (12 reviews)
"We really were comfortable and enjoyed our stay. "
United States
Geoffrey T.
The price is NZ$436
includes taxes & fees
7 Oct - 8 Oct
Tiny Home close to Ole Miss / Lake

19. One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
Sardis
9.6 out of 10, Exceptional, (7 reviews)
"Such a cute well decorated home thanks for the short notice stay!!!"
United States
Stephanie L.
The price is NZ$507
includes taxes & fees
12 Oct - 13 Oct
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.

20. Cute Tiny House on Sixty Acres of Private Land for a Peaceful Glamping Getaway in Northern Mississippi

Cute Tiny House on Sixty Acres of Private Land for a Peaceful Glamping Getaway in Northern Mississippi
Sardis
10.0 out of 10, Exceptional, (1 review)
"The property was spotless, great location, secluded and very relaxing."
United States
Enoch B.
The price is NZ$478
includes taxes & fees
15 Oct - 16 Oct
Cute Tiny House on Sixty Acres of Private Land for a Peaceful Glamping Getaway in Northern Mississippi
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakland. Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakland short-term rentals, that won’t be hard to do.

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. Oakland is known for its parks.

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

Waterfront property located at Point Pleasant on Enid Lake: This highly rated holiday home rental in Oakland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

How many holiday rentals will I find in Oakland?

Expedia has 3 holiday rentals for your stay in Oakland.

What’s there to see and do in Oakland?

George Payne Cossar State Park and Enid Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Wallace Creek Recreation Area and Persimmon Hill Recreation Area.

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 seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family gatherings.