Oakland, MS Vacation Homes from AED 447

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Our top choices for Oakland vacation homes

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

Water Valley

AED 806 total

includes taxes & fees

4 Nov - 5 Nov

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

2. Coffeeville getaway minutes from grenada lake

Coffeeville

Jonathan H.

AED 447 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Water Valley

AED 3,305 total

includes taxes & fees

4 Nov - 5 Nov

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

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

Water Valley

Steve S.

AED 1,289 total

includes taxes & fees

15 Nov - 16 Nov

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

Grenada

JACQUELINE T.

AED 1,220 total

includes taxes & fees

4 Nov - 5 Nov

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

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

Grenada

Joahua

AED 987 total

includes taxes & fees

6 Nov - 7 Nov

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

7. Magnolia Estate Container Home

Sardis

Courtney E.

AED 820 total

includes taxes & fees

9 Nov - 10 Nov

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

8. Tiny Home close to Ole Miss / Lake

Sardis

Geoffrey T.

AED 855 total

includes taxes & fees

4 Nov - 5 Nov

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

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

Oxford

Coreen M.

AED 1,099 total

includes taxes & fees

9 Nov - 10 Nov

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

Batesville

Matthew C.

AED 2,724 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, two armchairs, a patterned ottoman, a decorative rug, and a floor lamp.

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

Sardis

Stephanie L.

12. The Magnolia Shedhaus

Panola County

AED 1,086 total

includes taxes & fees

4 Nov - 5 Nov

13. The Kinsey, 3BR @ Plein Air by Velvet Ditch Villas

Taylor

AED 1,639 total

includes taxes & fees

1 Dec - 2 Dec

A cozy cabin interior with a living room, a staircase, and a kitchen area.

14. Cabin in the woods overlooking Grenada lake.

Coffeeville

Scotty H.

AED 1,281 total

includes taxes & fees

16 Nov - 17 Nov

15. House Located Less Than 3 Miles of Grenada Lake

Coffeeville

anna a.

AED 2,116 total

includes taxes & fees

5 Nov - 6 Nov

A screened porch attached to a house with a brick exterior and a white trim.

16. Rebel Rest Stop Lovely 3-bedroom, pet friendly house in quiet cove

Oxford

Erika C.

AED 951 total

includes taxes & fees

10 Nov - 11 Nov

17. The Pappy, 2BR House by Velvet Ditch Villas

Oxford

Lori S.

AED 1,057 total

includes taxes & fees

9 Nov - 10 Nov

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

18. Oxford Oasis

Oxford

Gavin l.

AED 1,161 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a central island, bar stools, a dining table with chairs, and pendant lighting.

19. Phenomenal 3-bedroom house in Batesville 15 minutes from Oxford

Batesville

AED 1,590 total

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with a fireplace, a ceiling fan, and a television mounted above it.

20. Tanner Drive Getaway | Pet Friendly

Oxford

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Top Oakland Hotel Reviews

Hampton Inn Batesville

8/10 Good

"The hotel was very clean and safe. The beds are great and so are the pillows. The closet was broken --one side of the shelf and hanging bar was disconnected from the wall, it seemed to be propped up on the ironing board but still too crooked and fragile to hang our clothes. We just hung them in the bathroom. Also, we did not have any conditioner in our shower. They have bottles of shampoo, conditioner and body wash connected to the wall in the shower. The conditioner bottle was empty. Other than that, it was all good."

Enid Lake Waterfront Cabin- Point Pleasant

10/10 Excellent

"AMAZING!!!This beautiful, super clean home exceeded our expectations. Five bedrooms, so all my immediate family could gather in one place to experience this relaxed time together. My first day; I literally sat for hours on the porch overlooking the lake with a constant soft breeze that seemed to melted away my life’s stress. We immensely enjoyed our morning coffee on the porch too and plenty of places to sit. Evenings we all retired to our bedrooms, each had their own TVs. The house itself was beautifully decorated with a true mix of rustic farmhouse, with cozy feminine and outdoors masculine. The communication with Emily was superb, prompt and accommodating. We plan to come back, hopefully sooner than later. Thank you Emily for sharing your lovely, little piece of heaven with us."

Holiday Inn Express & Suites Grenada by IHG

10/10 Excellent

"Nous avons beaucoup apprécié l’accueil de Judith. Elle nous a fourni tout ce qui nous manquait. Cette femme est très chaleureuse et sympathique. Par contre il y avait des clients très dérangeant qui s’engeulaient dans le passage près de notre chambre. Le bain et la toilette n’était pas propre du tout."

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."

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Check prices for these dates

Our top choices for Oakland vacation homes

1. Charming Tiny Escape Near Ole Miss & Lake Enid

2. Coffeeville getaway minutes from grenada lake

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

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

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