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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Oakland vacation rentals

1. Grenada Lake Resort Cabin # 5

Grenada Lake Resort Cabin # 5
Coffeeville
9.8 out of 10, Exceptional, (7 reviews)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
United States
Kevin
The price is CA $136
CA $221 total
includes taxes & fees
Sep 27 - Sep 28
Grenada Lake Resort Cabin # 5
A compact kitchen with a central island, bar stools, a microwave, and a coffee maker.

2. 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 CA $171
CA $213 total
includes taxes & fees
Oct 20 - Oct 21
Coffeeville getaway minutes from grenada lake
A kitchen with a wooden island, white cabinets, a window, and various kitchen appliances.

3. 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, (10 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 CA $177
CA $235 total
includes taxes & fees
Oct 11 - Oct 12
Little House in The Valley Senior & Military Discount & EMS

4. 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 CA $212
CA $404 total
includes taxes & fees
Sep 27 - Sep 28
Dogwoods-2 bedroom cabin with spacious parking

5. Grenada Lake Resort Cabin # 1

Grenada Lake Resort Cabin # 1
Coffeeville
10.0 out of 10, Exceptional, (3 reviews)
"Great for peace and quiet"
United States
Summer
The price is CA $136
CA $221 total
includes taxes & fees
Sep 27 - Sep 28
Grenada Lake Resort Cabin # 1
A spacious living room with a large flat-screen TV, comfortable seating, and a Christmas tree.

6. 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 CA $127
CA $147 total
includes taxes & fees
Oct 4 - Oct 5
King Bed Accessible|Grenada MS
A dining area with round wooden tables and chairs, a television, and potted plants.

7. Grenada MS | King Bed

Grenada MS | King Bed
Grenada MS
10.0 out of 10, Exceptional, (57 reviews)
"Stopped here for one night and it comfortably met all expectations."
United States
Anonymous traveller
The price is CA $127
CA $147 total
includes taxes & fees
Oct 4 - Oct 5
Grenada MS | King Bed
A dining area with round wooden tables and chairs, a television, and potted plants.

8. 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 CA $127
CA $147 total
includes taxes & fees
Oct 4 - Oct 5
Grenada MS | King Bed Smoking

9. The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
The price is CA $247
CA $546 total
includes taxes & fees
Sep 28 - Sep 29
The most unique getaway experience in North Mississippi!

10. 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)
"The Crappie cabin was exactly as it was listed. Very clean great place to stay highly recommended this place great communication from host "
United States
Kevin D.
The price is CA $212
CA $504 total
includes taxes & fees
Sep 27 - Sep 28
The Crappie-2 bedroom cabin with spacious parking
A spacious living room with a sofa, armchair, and a fireplace. A kitchen with a dining area is visible in the background.

11. 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 CA $283
CA $431 total
includes taxes & fees
Sep 28 - Sep 29
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
A bedroom with a bed, a wardrobe, a mirror, and a chandelier.

12. Vintage style 3 bedroom 1 bath home in Water Valley. Near Oxford & Ole Miss

Vintage style 3 bedroom 1 bath home in Water Valley. Near Oxford & Ole Miss
Water Valley
The price is CA $252
CA $445 total
includes taxes & fees
Sep 27 - Sep 28
Vintage style 3 bedroom 1 bath home in Water Valley. Near Oxford & Ole Miss
A covered outdoor area with a hot tub, wooden beams, and string lights.

13. Magnolia Estate Container Home

Magnolia Estate Container Home
Sardis
9.4 out of 10, Exceptional, (6 reviews)
"Property was as described and the host was gracious and contacted us throughout the stay to see if we needed anything. If you are looking for quiet, this place will do the trick."
United States
Donald B.
The price is CA $219
CA $332 total
includes taxes & fees
Oct 1 - Oct 2
Magnolia Estate Container Home
A modern multi-story residential building with balconies, a covered outdoor seating area, and a well-maintained garden.

14. The Southern Sole

The Southern Sole
Oxford
10.0 out of 10, Exceptional, (1 review)
"Perfectly appointed and clean! Would definitely recommend and stay here again."
United States
Stacey A.
The price is CA $141
CA $313 total
includes taxes & fees
Oct 4 - Oct 5
The Southern Sole
A modern kitchen with dark cabinetry, a large island, and a window with curtains.

15. House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled

House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
Oxford
10.0 out of 10, Exceptional, (4 reviews)
"The house was spotless. The kitchen had everything we needed to cook dinner, and everything is well organized and labeled. It’s in a great location, too!"
United States
Melissa G.
The price is CA $148
CA $471 total
includes taxes & fees
Sep 28 - Sep 29
House 2.6 miles from Ole Miss + 3 miles to The Square + King Beds + Remodeled
A living room with two black leather sofas, a patterned rug, and a dark wooden cabinet.

16. 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 CA $193
CA $473 total
includes taxes & fees
Sep 29 - Sep 30
Magnolia State Winter Escape – Beautiful 3BR Family Home
A wooden deck with a view of a lake, a grill, and a grill cover.

17. The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (18 reviews)
"Great property to stay at if you are staying or fishing in the Grenada area. "
United States
Jay R.
The price is CA $283
CA $518 total
includes taxes & fees
Sep 27 - Sep 28
The Get-A-Way at Grenada lake
A living room with a sofa, two armchairs, a patterned ottoman, a decorative rug, and a floor lamp.

18. 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 CA $191
CA $404 total
includes taxes & fees
Sep 27 - Sep 28
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
A kitchen with dark wood cabinets, stainless steel appliances, granite countertops, and a central island with a vase of flowers.

19. Rebel Belle - Convenient Stylish New 2 BR 2.5 Bath Condo - 1 mile to Ole Miss.

Rebel Belle - Convenient Stylish New 2 BR 2.5 Bath Condo - 1 mile to Ole Miss.
Oxford
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay"
United States
Kevin M.
The price is CA $126
CA $363 total
includes taxes & fees
Oct 1 - Oct 2
Rebel Belle - Convenient Stylish New 2 BR 2.5 Bath Condo - 1 mile to Ole Miss.
A rustic wooden interior with a bar area, seating, and a fireplace.

20. Minutes away from one of the greatest crappie fishing lakes in the world

Minutes away from one of the greatest crappie fishing lakes in the world
Coffeeville
10.0 out of 10, Exceptional, (19 reviews)
"Great place to stay and great host! "
United States
Josh P.
The price is CA $283
CA $344 total
includes taxes & fees
Oct 4 - Oct 5
Minutes away from one of the greatest crappie fishing lakes in the world
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

Comfort Suites Batesville

Comfort Suites Batesville

10/10 Excellent
"It wasn't bad Clean bed Good air Breakfast wasn't great"
Anthony 1-night trip
Posted less than an hour ago
Comfort Suites Batesville

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

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

Oakland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland vacation rentals we have selected for you start as low as CA $235 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 vacation 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 vacation.

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 vacation rentals in Oakland?

Yes, you can find vacation rentals close to popular sights in Oakland, or you can select a more remote option if you're looking for relaxation. Oakland is known for its parks.

What's the top vacation rental in Oakland?

Waterfront property located at Point Pleasant on Enid Lake: Visitors like this Oakland vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 vacation with amenities like an arcade game room.

How many vacation rentals will I find in Oakland?

Expedia has 3 vacation 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 vacation rental in Oakland like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oakland. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.