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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oakland vacation rentals

An outdoor seating area with a glass-top table and a fire feature, surrounded by a wicker basket, with a view of a playground and trees in the background.

1. Charming Tiny Escape Near Ole Miss & Lake Enid

Charming Tiny Escape Near Ole Miss & Lake Enid
Water Valley
10.0 out of 10, Exceptional, (1 review)
The price is CA $269
CA $318 total
includes taxes & fees
Oct 20 - Oct 21
Charming Tiny Escape Near Ole Miss & Lake Enid
A kitchen with a wooden island, white cabinets, a window, and various kitchen appliances.

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 CA $177
CA $235 total
includes taxes & fees
Oct 25 - Oct 26
Little House in The Valley Senior & Military Discount & EMS
A spacious living room with a sofa, armchair, and a fireplace. A kitchen with a dining area is visible in the background.

3. 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, (31 reviews)
"Great place while back home "
United States
Steve S.
The price is CA $297
CA $454 total
includes taxes & fees
Oct 20 - Oct 21
One block from Main Street, short ride to Oxford, Enid, Sardis and Grenada Lakes
A compact kitchen with a central island, bar stools, a microwave, and a coffee maker.

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 CA $160
CA $202 total
includes taxes & fees
Oct 20 - Oct 21
Coffeeville getaway minutes from grenada lake
A living room with two black leather sofas, a patterned rug, and a dark wooden cabinet.

5. 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)
"The location was great and the size and space were fantastic. I will book this house again."
United States
JACQUELINE T.
The price is CA $210
CA $499 total
includes taxes & fees
Oct 24 - Oct 25
Magnolia State Winter Escape – Beautiful 3BR Family Home
A wooden deck with a view of a lake, a grill, and a grill cover.

6. 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 CA $283
CA $513 total
includes taxes & fees
Oct 20 - Oct 21
The Get-A-Way at Grenada lake
Living area

7. The CPL, 3BR Oxford Retreat by Velvet Ditch Villas

The CPL, 3BR Oxford Retreat by Velvet Ditch Villas
Batesville
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay here. The house had everything we needed with plenty of room for a larger group. We will definitely consider staying here again in the future."
United States
Matthew C.
The price is CA $584
CA $1,103 total
includes taxes & fees
Oct 20 - Oct 21
The CPL, 3BR Oxford Retreat by Velvet Ditch Villas
77f49a8d

8. 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 CA $212
CA $501 total
includes taxes & fees
Oct 20 - Oct 21
The Crappie-2 bedroom cabin with spacious parking
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9. 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
Oct 20 - Oct 21
Dogwoods-2 bedroom cabin with spacious parking
Exterior

10. 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
Oct 22 - Oct 23
Grenada Lake Resort Cabin # 5
Living area

11. Grenada Lake Resort 2 bedroom Cabin # 6

Grenada Lake Resort 2 bedroom Cabin # 6
Coffeeville
9.0 out of 10, Wonderful, (7 reviews)
"Property was clean and comfortable in a peaceful quiet location."
United States
Christopher C.
The price is CA $228
CA $357 total
includes taxes & fees
Oct 31 - Nov 1
Grenada Lake Resort 2 bedroom Cabin # 6
A room with a television on a cabinet, a door, and a window with blinds.

12. 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 CA $340
CA $393 total
includes taxes & fees
Oct 20 - Oct 21
Cute Tiny House on Sixty Acres of Private Land for a Peaceful Glamping Getaway in Northern Mississippi
IMG_1772

13. 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 CA $247
CA $451 total
includes taxes & fees
Oct 25 - Oct 26
The most unique getaway experience in North Mississippi!
A dining area with round wooden tables and chairs, a television, and potted plants.

14. 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 CA $130
CA $150 total
includes taxes & fees
Nov 15 - Nov 16
2 Queen Bed|Smk|Grenada MS
A spacious living room with a large flat-screen TV, comfortable seating, and a Christmas tree.

15. 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 $116
CA $134 total
includes taxes & fees
Nov 15 - Nov 16
King Bed Accessible|Grenada MS
A covered outdoor area with a hot tub, wooden beams, and string lights.

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 CA $219
CA $335 total
includes taxes & fees
Oct 21 - Oct 22
Magnolia Estate Container Home
A dining area with round wooden tables and chairs, a television, and potted plants.

17. 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 $116
CA $134 total
includes taxes & fees
Nov 15 - Nov 16
Grenada MS | King Bed Smoking
A living room with a sectional sofa, armchairs, a coffee table, and a dining area with a table and chairs.

18. 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 CA $253
CA $481 total
includes taxes & fees
Oct 25 - Oct 26
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
A single-story building with a white door, a porch with a railing, and a staircase leading up to the entrance.

19. 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 CA $233
CA $350 total
includes taxes & fees
Oct 27 - Oct 28
Tiny Home close to Ole Miss / Lake
A living room with a sofa, two armchairs, a patterned ottoman, a decorative rug, and a floor lamp.

20. 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, (8 reviews)
"Such a cute well decorated home thanks for the short notice stay!!!"
United States
Stephanie L.
The price is CA $235
CA $461 total
includes taxes & fees
Oct 20 - Oct 21
One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.
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
"Enjoy the stay will definitely come back"
Ronnie 2-night trip
Posted 16 hours 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.