Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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Superhost
The rustic cabin is set among lush greenery, featuring a green metal roof and a spacious front porch with seating. A covered carport extends from the cabin, providing shelter. The surrounding area includes a gravel driveway and a natural landscape, showcasing a quiet and peaceful environment.
Cabin in Oakland
4.88 out of 5 average rating, 83 reviews

Honey Hole 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 4 bedrooms, & 2 full baths. The exterior has a large front porch, nice size side porch, and a 24x26 enclosed garage, and fish cleaning station. Parties & events are not allowed

Guest favorite
The exterior of the home is highlighted by a well-maintained brick facade and a welcoming porch, framed by lush greenery. Two front-facing windows allow natural light to illuminate the interior, while the surrounding lawn offers ample space for outdoor activities.
Home in Pope
5 out of 5 average rating, 14 reviews

Near Enid Lake & Ole Miss

Newly updated 3 BR 2.5 BA home w/ all new beds/bedding, updated furniture/amenities for a comfortable stay. Included: AC/heat, WiFi, wash/dryer, iron and board. Carport for parking along with room for boat/trailer parking. You'll feel at home while you're traveling in north Mississippi. Great location just off I-55 & within an hour of the Memphis International Airport. Close to Enid, Sardis and Grenada Lakes for the fisherman/outdoors fans. Sports fans only have a 35+- minute drive to Ole Miss.

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
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, 16 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.

Top guest favorite
Home in Oxford
5 out of 5 average rating, 20 reviews

Peaceful Woodland Retreat near mTrade/OleMiss

Find your Oxford home away from home at North Pine Cottage. This newly built 2BR/2BA retreat sits among tall white pines just: 5 miles from mTrade Park 8 miles from Ole Miss and The Grove 8 miles from The Square, and 9 miles from Baptist Hospital Enjoy peaceful mornings surrounded by trees and unwind in modern comfort after games, tournaments, or campus visits. A perfect spot for families, friends, visiting parents, and professionals looking for a quiet, comfortable stay near town.

Top guest favorite
A cozy living area presents a comfortable brown couch adorned with decorative pillows. A blue upholstered chair adds a pop of color, while a wooden coffee table centers the space. Bright lamps illuminate the room, enhancing the inviting atmosphere, complemented by a vibrant dog portrait on the wall.
Condo in Oxford
4.96 out of 5 average rating, 159 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!

Guest favorite
A wooden cabin nestled among trees features a covered porch with a sturdy railing. A fire pit surrounded by four blue chairs is located in the foreground, while the lush green grass provides a natural setting. The warm light enhances the inviting appeal of the outdoor space.
Cabin in Pope
5 out of 5 average rating, 9 reviews

The Angler at Enid Lake

The Angler is tucked into the woods .5 miles from McCurdy campground at Enid Lake, 2 miles to I55 and 40 minutes to Oxford- the perfect location! Our 3-bedroom cabin is THE spot to enjoy both lake life and Mother Nature. The cozy space features 1 queen bed, 1 full bed, and 2 twin beds in the coolest loft space. With amenities like Wifi, a wraparound porch, board games or cards in the cool AC , guests can relax and unwind after a day on the lake! The Angler is a peaceful refuge.

Top guest favorite
A spacious studio apartment features a queen-sized bed with a blue and white patterned quilt, complemented by decorative pillows. A dual recliner loveseat and writing desk are included. Tall windows allow natural light to fill the room, while a private entrance is visible in the background.
Guest suite in Oxford
4.92 out of 5 average rating, 262 reviews

Spacious Oxford Retreat - Large Yard

Spacious studio apartment with 10 ft ceilings and tall windows make it bright and airy. Located in a quiet, wooded neighborhood just a 10 minute drive from campus or the Square. Queen-sized bed, dual recliner loveseat, writing desk, bar top dining table, washer/dryer unit, and kitchen with full size refrigerator, microwave, and stovetop. Private outdoor patio that is fenced-in. Personalized door lock code for added security. Roku TV and free WiFi.

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, 83 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
4.88 out of 5 average rating, 17 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, 103 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 cozy sleeping area features a queen bed with white linens and decorative pillows. Colorful artwork adorns the walls, while a dark patterned area rug covers the floor. A plush chaise lounge provides additional seating, complemented by two bedside lamps for soft lighting.
Farm stay in Oxford
4.98 out of 5 average rating, 408 reviews

Art Gallery Apartment

This basement apartment is below Oxford Treehouse Gallery in beautiful Lafayette County. It is nestled in the trees down a private drive only 6.5 miles from the Oxford Square. It has a private entrance with an outside covered seating area and access to the screened porch off the gallery.

Popular amenities for Oakland vacation rentals

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