Vacation rentals in Oakland, MS

123 available vacation rental offers

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Best vacation rentals and Airbnb offers in Oakland, MS

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley - Oakland, MS

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley

Villa, Oakland

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley is a villa in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley

Animal Farm Experience, 3-bed (2 qn 1 king) rv home in the Valley is a villa in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $661.

From$94/night
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Renovated Cabin on 15 Forested Acres in Tillatoba! - Oakland, MS

Renovated Cabin on 15 Forested Acres in Tillatoba!

Cottage, Oakland

Renovated Cabin on 15 Forested Acres in Tillatoba! is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Renovated Cabin on 15 Forested Acres in Tillatoba!

Renovated Cabin on 15 Forested Acres in Tillatoba! is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,151.

From$138/night
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Renovated Cabin on 15 Forested Acres in Tillatoba! - Oakland, MS

Renovated Cabin on 15 Forested Acres in Tillatoba!

Cabin, Oakland

Renovated Cabin on 15 Forested Acres in Tillatoba! is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Renovated Cabin on 15 Forested Acres in Tillatoba!

Renovated Cabin on 15 Forested Acres in Tillatoba! is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $975.

From$139/night
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Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss - Oakland, MS

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

Cabin, Oakland

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for…

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

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,113.

From$159/night
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Vacation rentals with parking in Oakland, MS

Find vacation rentals that make arriving by car easier.

Coffeeville getaway minutes from grenada lake - Oakland, MS

Coffeeville getaway minutes from grenada lake

Holiday Home, Oakland

Coffeeville getaway minutes from grenada lake is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Coffeeville getaway minutes from grenada lake

Coffeeville getaway minutes from grenada lake is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $713.

From$102/night
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Blu-Buck Mercantile Hotel Apt. A - Oakland, MS

Blu-Buck Mercantile Hotel Apt. A

Apartment, Oakland

Blu-Buck Mercantile Hotel Apt. A is a apartment in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Blu-Buck Mercantile Hotel Apt. A

Blu-Buck Mercantile Hotel Apt. A is a apartment in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night
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Enid Lake Cabin, Sportsman's Paradise - Oakland, MS

Enid Lake Cabin, Sportsman's Paradise

Holiday Home, Oakland

Enid Lake Cabin, Sportsman's Paradise is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Enid Lake Cabin, Sportsman's Paradise

Enid Lake Cabin, Sportsman's Paradise is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,549.

From$221/night
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Enid Lake Waterfront Cabin- Point Pleasant - Oakland, MS

Enid Lake Waterfront Cabin- Point Pleasant

Cabin, Oakland

Enid Lake Waterfront Cabin- Point Pleasant is a cabin in Oakland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Enid Lake Waterfront Cabin- Point Pleasant

Enid Lake Waterfront Cabin- Point Pleasant is a cabin in Oakland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,453.

From$350/night
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Pet-friendly vacation rentals in Oakland, MS

Bring your pet along with stays that welcome four-legged travelers.

Blu-Buck Mercantile Hotel Apt. B - Oakland, MS

Blu-Buck Mercantile Hotel Apt. B

Apartment, Oakland

Blu-Buck Mercantile Hotel Apt. B is a apartment in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Blu-Buck Mercantile Hotel Apt. B

Blu-Buck Mercantile Hotel Apt. B is a apartment in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night
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Blu-Buck Mercantile Hotel Apt. C - Oakland, MS

Blu-Buck Mercantile Hotel Apt. C

Apartment, Oakland

Blu-Buck Mercantile Hotel Apt. C is a apartment in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Blu-Buck Mercantile Hotel Apt. C

Blu-Buck Mercantile Hotel Apt. C is a apartment in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night
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Little House in The Valley - Oakland, MS

Little House in The Valley

Holiday Home, Oakland

Little House in The Valley is a holiday home in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Little House in The Valley

Little House in The Valley is a holiday home in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,227.

From$175/night
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Waterfront property located at Point Pleasant on Enid Lake - Oakland, MS

Waterfront property located at Point Pleasant on Enid Lake

Holiday Home, Oakland

Waterfront property located at Point Pleasant on Enid Lake is a holiday home in Oakland, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Waterfront property located at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake is a holiday home in Oakland, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,483.

From$212/night
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Vacation rentals with a kitchen in Oakland, MS

Compare stays with kitchen access for longer trips and easier meals.

Blu-Buck Mercantile Hotel, Courtyard Room - Oakland, MS

Blu-Buck Mercantile Hotel, Courtyard Room

Apartment, Oakland

Blu-Buck Mercantile Hotel, Courtyard Room is a apartment in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Blu-Buck Mercantile Hotel, Courtyard Room

Blu-Buck Mercantile Hotel, Courtyard Room is a apartment in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night
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Rustic Cabin near Sardis Lake Boat Ramp - Oakland, MS

Rustic Cabin near Sardis Lake Boat Ramp

Holiday Home, Oakland

Rustic Cabin near Sardis Lake Boat Ramp is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Rustic Cabin near Sardis Lake Boat Ramp

Rustic Cabin near Sardis Lake Boat Ramp is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $965.

From$138/night
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Fox Hunting, Crappie Fishing Getaway - Oakland, MS

Fox Hunting, Crappie Fishing Getaway

Cabin, Oakland

Fox Hunting, Crappie Fishing Getaway is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Fox Hunting, Crappie Fishing Getaway

Fox Hunting, Crappie Fishing Getaway is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,057.

From$151/night
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Charming 3 BR house in Pope, 36 min to Ole Miss, 3 miles to Enid Lake boat ramps - Oakland, MS

Charming 3 BR house in Pope, 36 min to Ole Miss, 3 miles to Enid Lake boat ramps

Holiday Home, Oakland

Charming 3 BR house in Pope, 36 min to Ole Miss, 3 miles to Enid Lake boat ramps is a holiday home in Oakland, with kitchen access and room for a group. This stay gives travelers a…

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About Charming 3 BR house in Pope, 36 min to Ole Miss, 3 miles to Enid Lake boat ramps

Charming 3 BR house in Pope, 36 min to Ole Miss, 3 miles to Enid Lake boat ramps is a holiday home in Oakland, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,491.

From$213/night
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Family-friendly vacation rentals in Oakland, MS

Plan a trip with stays that give families more room to spread out.

Country Cottage - Oakland, MS

Country Cottage

Cottage, Oakland

Country Cottage is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Country Cottage

Country Cottage is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,243.

From$178/night
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Charming Country Home w/ Yard - 14 Mi to Ole Miss! - Oakland, MS

Charming Country Home w/ Yard - 14 Mi to Ole Miss!

Cottage, Oakland

Charming Country Home w/ Yard - 14 Mi to Ole Miss! is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Country Home w/ Yard - 14 Mi to Ole Miss!

Charming Country Home w/ Yard - 14 Mi to Ole Miss! is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,799.

From$210/night
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20 Minutes from Oxford - Charming 4-bedroom Farmhouse in peaceful Water Valley - Oakland, MS

20 Minutes from Oxford - Charming 4-bedroom Farmhouse in peaceful Water Valley

Country House, Oakland

20 Minutes from Oxford - Charming 4-bedroom Farmhouse in peaceful Water Valley is a country house in Oakland, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 20 Minutes from Oxford - Charming 4-bedroom Farmhouse in peaceful Water Valley

20 Minutes from Oxford - Charming 4-bedroom Farmhouse in peaceful Water Valley is a country house in Oakland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,509.

From$216/night
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