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Vacation rentals in Oakland

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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, 120 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
4.84 out of 5 average rating, 91 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
An inviting living area is presented, featuring a comfortable gray sofa facing a white brick fireplace beneath a wall-mounted television. Shelves on either side of the fireplace display decorative items. A natural fiber rug covers the floor, complementing the wood-style flooring.
Home in Pope
4.97 out of 5 average rating, 32 reviews

Newly Renovated Near Enid Lake

Relax with the family in this cozy country house or bring your fishing buddies and enjoy nearby lakes with plenty of room to park a boat! This newly renovated house features an open floor plan with three bedrooms and two full bathrooms. Plenty of room to comfortably sleep 6-8 people. Located a mile from I-55, this property is an easy 30 minute drive to Oxford and an hour to Memphis. For visiting fishermen, it is only a few mins from Enid Dam, 20 mins from Sardis Dam, & 30 mins from Grenada Dam!

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, 19 reviews

Coffeeville getaway minutes from Grenada lake

Looking for a relaxing getaway near outdoor adventure? You have found it! Just minutes from Grenada Lake and only 30 minutes from Oxford/Ole Miss. This recently remodeled home features three bedrooms and two bathrooms with plenty of space for family and friends. Enjoy a fenced-in, pet-friendly backyard, covered parking, and a spacious back porch perfect for grilling and unwinding after a day at the lake. Gas heat, stove, and grill included—everything you need for a comfortable weekend escape.

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, 19 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 cozy sitting area features a gray couch adorned with decorative pillows, accompanied by two side tables. Large windows provide a view of the surrounding natural landscape, allowing light to fill the space while a ceiling fan offers comfort.
Shipping container in Sardis
4.96 out of 5 average rating, 26 reviews

Magnolia Estate Container Home

Charming Container home tucked away on 60 acers of land surrounded by a scenic natural view. Go by the "Honey Bee" and local coffee house on the morning of your stay for a complementary coffee on us! 30 Minutes to Oxford, MS (Ol Miss) 15 Minutes from Sardis Lake 60 Minutes from Memphis, TN 20 Minutes from Safari Wild Animal Park 16 Minutes from Batesville, MS. 15 Minutes to Magnolia Grove Monastery. Game day? at Ole Miss? drive times differ. No parties or events without prior approval.

Top guest favorite
A charming farmhouse is set against a clear blue sky, featuring a white picket fence and a pathway leading to the entry porch. Lush greenery and well-maintained shrubs surround the exterior, enhancing the rural ambiance.
Apartment in Oxford
4.99 out of 5 average rating, 176 reviews

The Rebel Roost Carriage House Studio

Featured in Mud & Magnolia, Invitation Oxford, & the Ole Miss Alumni Review magazines, "The Rebel Roost" is a 5-Star carriage-house studio apartment adjacent to an 1890 replica farmhouse on Oak Grove Farm, minutes from everything there is to do in Oxford. Enjoy expansive views of cotton fields, deer, donkeys, chickens and goats. Conveniently located and close to Ole Miss, the Oxford Square, MTrade Park, Sardis Lake, and Rowan Oak. The Rebel Roost comfortably accommodates 4 guests.

Superhost
The exterior of a single-story home is presented, featuring a light grey facade with wooden shutters. A red door invites entry, flanked by a covered porch with seating. The surrounding area is landscaped with grass and trees, complemented by a blue sky.
Cabin in Grenada
4.92 out of 5 average rating, 92 reviews

Dogwoods-2 bedroom cabin with spacious parking

Dogwoods Cabin Rustic 2BR cabin in Hugh White State Park—perfect for fishing and golf. Sleeps 4 (Queen + 2 Twins). Enjoy a new firepit, gazebo, and outdoor grill after a day on Grenada Lake or Dogwoods Golf Course. Full kitchen, washer/dryer, and full-size shower. Only 5 min to the lake & golf, and 7 min to town. Plenty of parking for boats/trailers. Tags: Hugh White State Park, Grenada Lake, Dogwoods Golf, boat parking, firepit, gazebo

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
4.9 out of 5 average rating, 86 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.

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.

Top guest favorite
A spacious home is surrounded by greenery, featuring a screened-in porch along the front. The building's design includes large windows that invite natural light. A gravel driveway leads to the entrance, enhancing the welcoming appearance of the property.
Home in Sardis
4.94 out of 5 average rating, 157 reviews

Cabin on the water at the lower lake of Sardis

Wonderful home located on the water at the lower lake of Sardis. There is a private dock and a boat ramp only 1 house over. Located 3 mins from the upper lake & the marina. Screened in front & back porch. Firepit in backyard. Great getaway spot! OWNERS HAVE NO ADVANCE KNOWLEDGE OF WATER LEVELS ON THE LOWER LAKE OR IF THE DOCK WILL BE ACCESSIBLE.

Top guest favorite
A deck overlooking a scenic landscape is equipped with a glass table and two lounge chairs in vibrant blue and green. The backdrop features a dense forest, providing expansive views of the natural surroundings under a clear sky.
Home in Grenada
4.87 out of 5 average rating, 133 reviews

Stone Canyon Resort and Spa

3 story 3 bedroom 3 bath (1 w/Jacuzzi tub) indoor heated pool and sauna with over 2500 ft outdoor layer decks . beautiful views 3 miles from beautiful Grenada Lake and 1 hour travel from Oxford & Starkville. This is an entire home rental no other renters.and owner does not live there

Popular amenities for Oakland vacation rentals

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