Oakland, MS Vacation Homes from ￥19,265

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Our top choices for Oakland vacation homes

A wooden dock extending into a body of water with a house in the background.

1. Charming Tiny Escape Near Ole Miss & Lake Enid

Water Valley

￥34,565 total

includes taxes & fees

Dec 6 - Dec 7

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.

￥19,265 total

includes taxes & fees

Nov 16 - Nov 17

A living room with a blue sofa, a glass coffee table, and a fireplace.

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

Water Valley

￥43,544 total

includes taxes & fees

Dec 6 - Dec 7

A wooden dock extending into a body of water with a house and trees in the background.

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

Water Valley

￥139,783 total

includes taxes & fees

Dec 6 - Dec 7

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.

￥52,657 total

includes taxes & fees

Nov 6 - Nov 7

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

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

Water Valley

Steve S.

￥55,575 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Grenada

Joahua

￥42,570 total

includes taxes & fees

Nov 6 - Nov 7

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.

￥37,038 total

includes taxes & fees

Nov 9 - Nov 10

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.

￥47,438 total

includes taxes & fees

Nov 9 - Nov 10

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

10. Magnolia Estate Container Home

Sardis

Courtney E.

￥35,373 total

includes taxes & fees

Nov 9 - Nov 10

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.

￥49,052 total

includes taxes & fees

Nov 15 - Nov 16

12. The Magnolia Shedhaus

Panola County

￥37,887 total

includes taxes & fees

Nov 9 - Nov 10

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

Batesville

Matthew C.

￥117,419 total

includes taxes & fees

Nov 9 - Nov 10

A two-story house with a porch, a garage, and a well-maintained lawn.

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

Taylor

￥70,662 total

includes taxes & fees

Dec 1 - Dec 2

A house with a front porch, a black door, and a number 406 on the door.

15. The Carl, 2BR Townhome by Velvet Ditch Villas

Oxford

Jennifer O.

￥50,271 total

includes taxes & fees

Nov 9 - Nov 10

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

16. Cabin in the woods overlooking Grenada lake.

Coffeeville

Scotty H.

￥55,236 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Oxford

Erika C.

￥41,039 total

includes taxes & fees

Nov 10 - Nov 11

A brick house with a wooden porch, a front door with a glass panel, and two potted plants.

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

Oxford

Lori S.

￥45,567 total

includes taxes & fees

Nov 17 - Nov 18

A restaurant with outdoor seating and hanging plants.

19. The Collegiate, 2BR Cozy Stay by VelvetDitchVillas

Oxford

Robert C.

￥49,019 total

includes taxes & fees

Nov 16 - Nov 17

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

20. Oxford Oasis

Oxford

Gavin l.

￥50,054 total

includes taxes & fees

Nov 22 - Nov 23

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Top Oakland Hotel Reviews

Holiday Inn Batesville by IHG

8/10 Good

"Na"

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."

Find out more about Oakland

Oakland Vacation Homes information

Number of reviews	203
Accommodation	135 Vacation Homes
Lowest Price	￥19,265
Highest Price	￥117,419

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

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

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

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