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Vacation rentals in Oakland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A rustic cabin is shown with a green metal roof and wooden façade, complemented by a wraparound porch featuring a set of stairs. Gravel surrounds the cabin, and two large trees provide shade in the foreground.
Home in Oakland
4.92 out of 5 average rating, 118 reviews

Hidden Treasure at Enid Lake

This peaceful location will have you relaxing and unwinding in no time. This is a true rustic cabin experience approximately 1 mile from George Cossar State Park. This is great for hunting, fishing or just relaxing with family. The park offers a playground, a putt putt golf course, and a disc golf course. The cabin has 3 bedrooms, living room, kitchen and 1.5 baths. The exterior has a 3-sided wrap around porch, 30x40 enclosed garage, and fish cleaning station. Parties & events are not allowed

Guest favorite
A cozy living area is presented with a light-colored sofa and a floor lamp, enhancing the space’s warmth. Large windows provide views of the surrounding greenery, while a wooden door leads to a deck. Exposed beams and log walls contribute to a rustic atmosphere.
Cabin in Pope
4.83 out of 5 average rating, 88 reviews

Cabin w/Pond, Fire Pit, Boat Ramp & Hunting Access

Perfect location for your next lake adventure! Nestled in Plum Point, a peaceful neighborhood at Enid Lake, with a boat ramp just around the corner and trails leading to a sandy beach you can access on foot. Enjoy coffee on the deck overlooking the 3-acre private pond. The property features a fire pit with Adirondack seating and is directly connected to Corps of Engineers land-offering access to hundreds of acres to hunt. A true hunter’s paradise, whether you’re fishing, paddling, or unwinding.

Guest favorite
A welcoming living area features two striped armchairs, a wooden side table, and a comfortable sofa. A large TV is positioned on a wooden stand, while natural light enters through a window. A barn-style door leads to another room, enhancing the cozy atmosphere.
Home in Pope
5 out of 5 average rating, 17 reviews

“The Spinney” at Enid Lake

Your cozy getaway awaits on Enid Lake at “The Spinney”. Just steps away from Wallace Creek Campground, approx. 0.5 miles to McCurdy Point boat ramp and 1 mile from I-55, The Spinney has the amenities and location to be a fisherman’s dream! With 3 full beds in 2 bedrooms, as well as a sofa bed, this cozy property offers a comfortable stay for guests. Whether your visit entails water experiences on the lake or exploring amenities in the area, we hope you enjoy what The Spinney has to offer.

Guest favorite
A ranch-style home is seen with a covered porch featuring comfortable seating arrangements. Large windows allow natural light to brighten the interior. The surrounding greenery adds a peaceful touch, while the roof is lined with trees, creating a serene outdoor atmosphere.
Home in Water Valley
5 out of 5 average rating, 10 reviews

[Power Restored] Cowboy’s Rebel Ranch

Relax with the whole family at this peaceful ranch style home, an ideal retreat in Mississippi! This delightful 3-bedroom home is conveniently located just 2 minutes from a boat landing for fishing or water-sports. It’s only 18 miles from the vibrant campus of Ole Miss University. Perfect for catching a game or enjoying the local dining and shopping options in the charming town of Oxford, known for its vibrant culture and southern hospitality. This home is the perfect space for your stay.

Superhost
A charming yellow farmhouse is shown with a welcoming front porch and white metal roof. Lush green grass surrounds the property, while vibrant red roses bloom in the foreground. A rustic wooden shed is visible to the right, adding to the property's rural character.
Home in Water Valley
4.92 out of 5 average rating, 12 reviews

Twin Lakes/Old Farmhouse B&B

Located 35 minutes from Oxford and 20 minutes from Enid or Grenada Lakes. Our 130 year old farmhouse is cozy and quaint. It will sleep 7 people . There are 2 bedrooms with antique full sized beds. The master bedroom has its own half bath. In addition to the bedrooms, there is a queen sized sleeper sofa and a twin pull out loveseat. Everything has recently been remodeled. You will love our authentic 12 foot farm table that seats 12. Laundry room and fully equipped kitchen. Wifi!

Top guest favorite
Condo in Oxford
4.96 out of 5 average rating, 162 reviews

Bright & Airy, The Oxford Retreat, Walk to Games!

Just a short walk to the Ole Miss stadiums, The Oxford Retreat is your perfect home base for both excitement and relaxation! Enjoy two spacious master suites, each with its own private full bathroom, ensuring comfort and privacy for all. Stay connected with high-speed internet, make your favorite meals in the fully equipped kitchen, and unwind on the patio while taking in beautiful courtyard views. This vibrant retreat has everything you need for an unforgettable Oxford experience!

Top guest favorite
The cabin, constructed of logs, is gently illuminated by outdoor lighting against a dark wooded backdrop. Moonlight filters through the trees, and the surrounding area is calm and serene, enhancing the peaceful setting of this rustic retreat.
Cabin in Grenada
4.95 out of 5 average rating, 93 reviews

Piney Woods Cabin

Cabin in the woods with all the comforts of home. One mile from the Piney Woods Boat Ramp on Grenada Lake. One mile from The Dogwoods Golf Course. Minutes away from the Downtown Square area and the Lee Tartt Nature Preserve. You can fish in the pond next to the cabin. Circle driveway makes it easy to move your boat trailer. Exterior electric hookups. Satellite DishTV. 1-3/4 Miles from Highway 8. A few minutes from I-55 and the Super Walmart Center.

Guest favorite
Tiny home in Enid
4.91 out of 5 average rating, 32 reviews

Jason and Vicki's Love Shack

This unique place has a style all its own. Filled with local art. The Love Shack is located in beautiful Tallahatchie County, and about an hour from Memphis. Only a half hour drive to Oxford and Ole Miss. Overlooks our 40 acre property and 3 acre pond. It has is own private entrance and parking area. Like the song from the B52's--- Well it's set way back in the middle of a field, Just a funky old shack and I gotta get back.

Superhost
A spacious great room features two light-colored leather sofas and a wooden coffee table positioned on a textured area rug. Warm wood accents are complemented by a large ceiling fan and natural light from the windows. A dining table is visible in the background.
Cabin in Pope
4.89 out of 5 average rating, 84 reviews

Cheerful & Modern 3 bedroom Cabin with Fire Pit

Have fun with the whole family at this stylish place. Nestled amongst the trees, and just a short walk to Enid Lake, Enjoy your peaceful stay in this quiet modern cabin. Have fun fishing in the ponds, float out on the lake, or roast some smores in the fire pit in the backyard. A great location to escape the hustle and bustle of the city, or take a short day trip to Jackson or Memphis. Ole Miss is a 38 minute drive away.

Guest favorite
The exterior of a single-story home is shown, featuring a metal roof and a front porch with seating. Nearby, a satellite dish is mounted. The home is surrounded by trees and a gravel driveway leads up to it, emphasizing its peaceful rural setting.
Home in Yalobusha County
4.89 out of 5 average rating, 18 reviews

Coffeeville getaway minutes from Grenada lake

Looking for a little getaway not far from some outdoor adventure? This is for you! Minutes from Grenada lake; and only 30 minutes from Oxford/Ole Miss. Three bedrooms and two bathrooms. fenced inlet friendly backyard. Covered parking. Great for a weekend getaway to head to the lake for some fishing and sight seeing. Gas heat, stove, and grill. Great back porch for grillin and chillin. Recently remodeled.

Top guest favorite
The historic house is depicted in soft evening light, showcasing an inviting front porch with a swing and decorative columns. Lush greenery and well-maintained flower beds frame the front yard, while the surrounding neighborhood is visible in the background.
Home in Water Valley
4.99 out of 5 average rating, 104 reviews

The Cedars 1863 Guesthouse

My place is close to Downtown, walking distance to the shops, banks, coffeehouses and restaurants. You’ll love my place because it was built in 1863. Whether you are relaxing on the front porch swing, eating a snack on the veranda or maybe just meditating on the back porch, my place offers a quiet place to unwind. My place is good for couples, solo adventurers, and business travelers.

Superhost
A covered parking area is shown, accommodating a boat and a truck. The boat is secured under a protective cover, while the truck is parked nearby on a gravel surface. The setting includes a clear blue sky and green trees in the background.
Apartment in Grenada
4.86 out of 5 average rating, 29 reviews

Persimmon Grove Apartment A

Relax with the whole family at this peaceful place to stay. Great place for people fishing Grenada Lake, they have covered Boat parking. 5 minutes to Hugh White landing 10 minutes to main Lake landing and 12 Minutes to Graysport Crossing Boat landing. Located about 4 miles outside Grenada right of Highway 8 East in the Longtown area.

Popular amenities for Oakland vacation rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Yalobusha County
  5. Oakland