Oakland Vacation Rentals from CA $403: Short-Term Rentals for 2026

Q: 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.

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Our top choices for Oakland vacation rentals

A room with a large window overlooking a grassy field, a tree with autumn leaves, and a distant house.

1. Animal Farm Experience: 3-bed RV home in Valley. Pond/Chickens/Emus/Cows Garden

Water Valley

"Stuart and Alina are responsive and incredibly friendly and helpful. Their family is wonderful, and their farm is charming with emus, bunnies, free range chickens, goats, ducks, and a donkey or mule. I particularly recommend their location for those looking to unplug and slow down, either alone or with family. It is peaceful and beautiful there.I had a few minor issues on check in that Alina promptly and graciously solved.Some notes for fellow travelers with accessibility needs: you will need a...

Louisa W.

CA $224 total

includes taxes & fees

Nov 30 - Dec 1

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.

2. Charming Tiny Escape Near Ole Miss & Lake Enid

Water Valley

CA $310 total

includes taxes & fees

Dec 6 - Dec 7

A dining area with round wooden tables and chairs, a television, and potted plants.

3. Grenada MS | King Bed

Grenada MS

Anonymous traveller

CA $97 total

includes taxes & fees

Dec 3 - Dec 4

A compact kitchen with a central island, bar stools, a microwave, and a coffee maker.

4. Coffeeville getaway minutes from grenada lake

Coffeeville

Jonathan H.

CA $172 total

includes taxes & fees

Nov 17 - Nov 18

A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and pendant lighting.

5. The southern brick family farm-WEDDING EVENT OPP-Near Ole Miss, Rec & Lakes

Water Valley

CA $1,271 total

includes taxes & fees

Nov 11 - Nov 12

6. Grenada Lake Resort Cabin # 2

Coffeeville

James

CA $208 total

includes taxes & fees

Nov 13 - Nov 14

7. Grenada MS | King Bed Smoking

Grenada MS

Anonymous traveller

CA $97 total

includes taxes & fees

Dec 3 - Dec 4

A spacious living room with a large flat-screen TV, comfortable seating, and a Christmas tree.

8. King Bed Accessible|Grenada MS

Grenada MS

Anonymous traveller

CA $97 total

includes taxes & fees

Dec 3 - Dec 4

9. Grenada Lake Resort Cabin # 4

Coffeeville

Sharon C.

CA $208 total

includes taxes & fees

Nov 21 - Nov 22

A spacious living room with a sofa, armchair, and a fireplace. A kitchen with a dining area is visible in the background.

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

Water Valley

Steve S.

CA $496 total

includes taxes & fees

Dec 4 - Dec 5

A living room with two black leather sofas, a patterned rug, and a dark wooden cabinet.

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

Grenada

JACQUELINE T.

CA $474 total

includes taxes & fees

Nov 11 - Nov 12

12. The Crappie-2 bedroom cabin with spacious parking

Grenada

Kathy B.

CA $479 total

includes taxes & fees

Dec 10 - Dec 11

13. The most unique getaway experience in North Mississippi!

Grenada

Austin R.

CA $428 total

includes taxes & fees

Nov 18 - Nov 19

A living room with a sectional sofa, armchairs, a coffee table, and a dining area with a table and chairs.

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

Grenada

Joahua

CA $456 total

includes taxes & fees

Nov 24 - Nov 25

15. Dogwoods-2 bedroom cabin with spacious parking

Grenada

Carol W.

CA $387 total

includes taxes & fees

Dec 7 - Dec 8

A wooden deck with a view of a lake, a grill, and a grill cover.

16. The Get-A-Way at Grenada lake

Grenada

Jay R.

CA $493 total

includes taxes & fees

Nov 18 - Nov 19

A covered outdoor area with a hot tub, wooden beams, and string lights.

17. Magnolia Estate Container Home

Sardis

Courtney E.

CA $317 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with dark cabinetry, a large island, and a window with curtains.

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

Oxford

Coreen M.

CA $450 total

includes taxes & fees

Dec 7 - Dec 8

A two-story house with a front porch, a white door, and a small front yard.

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

Sardis

Enoch B.

CA $383 total

includes taxes & fees

Dec 7 - Dec 8

A single-story building with a white door, a porch with a railing, and a staircase leading up to the entrance.

20. Tiny Home close to Ole Miss / Lake

Sardis

Geoffrey T.

CA $332 total

includes taxes & fees

Nov 11 - Nov 12

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Top Oakland Hotel Reviews

Comfort Inn & Suites Grenada

10/10 Excellent

"Breakfast was great and staff was friendly"

Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

10/10 Excellent

"Great price. It took us about 35 minutes to get to the property from Oxford, but it was worth it not to pay absurd prices for rooms there. Cozy little fishing cabin, nothing fancy, but nice. If I had to complain about anything it would be that it could have been a little cleaner. I found old potato chips and a pocket knife in the side of the couch. I would definitely stay there again."

Waterfront property located at Point Pleasant on Enid Lake

10/10 Excellent

"Our 45th Anniversary could not of been any better…. the VIEW with the breeze, the beautiful and comfortable bed. Any amenity needed was here, all the lovely furniture and decorations - just enough. We lived on the deck. Thanks for the memories!"

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 $403 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.

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Check prices for these dates

Our top choices for Oakland vacation rentals

1. Animal Farm Experience: 3-bed RV home in Valley. Pond/Chickens/Emus/Cows Garden

2. Charming Tiny Escape Near Ole Miss & Lake Enid

3. Grenada MS | King Bed

4. Coffeeville getaway minutes from grenada lake

5. The southern brick family farm-WEDDING EVENT OPP-Near Ole Miss, Rec & Lakes

6. Grenada Lake Resort Cabin # 2

7. Grenada MS | King Bed Smoking

8. King Bed Accessible|Grenada MS

9. Grenada Lake Resort Cabin # 4

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

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

12. The Crappie-2 bedroom cabin with spacious parking

13. The most unique getaway experience in North Mississippi!

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

15. Dogwoods-2 bedroom cabin with spacious parking

16. The Get-A-Way at Grenada lake

17. Magnolia Estate Container Home

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

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

20. Tiny Home close to Ole Miss / Lake

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

Comfort Inn & Suites Grenada

Comfort Suites Batesville

Econo Lodge Grenada

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

Americas Best Value Inn Batesville

Waterfront property located at Point Pleasant on Enid Lake

Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss

Find out more about Oakland

Frequently asked questions

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