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
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
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
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
A cozy bedroom features a four-poster bed with a white comforter and decorative pillows. Natural light enters through a nearby window adorned with light curtains. A mirrored accent and bedside lamps contribute to the inviting ambiance, while a stylish cowhide rug adds warmth to the wooden floor.
Farm stay in Oxford
4.99 out of 5 average rating, 430 reviews

The Cottage, 2BR Farm Stay by Velvet Ditch Villas

Escape to The Cottage, a charming farmhouse getaway just 8 miles from Oxford. Set on 4 peaceful acres, this cozy retreat blends vintage and shabby chic décor for a warm, inviting vibe. Start your day with fresh eggs, meet our friendly farm animals, and enjoy evenings by the fire pit under stunning starry skies. Perfect for a romantic escape or quiet retreat, The Cottage offers countryside serenity with easy access to Oxford’s dining, shopping, and entertainment. Book your stay today!!!

Superhost
An open living area features a high wooden ceiling with exposed beams and a stone fireplace. Comfortable seating is provided by brown leather sofas and a cozy armchair. A coffee table sits in the center, with a decorative plant and a dog bed nearby. Natural light shines through large windows.
Cabin in Oakland
4.77 out of 5 average rating, 13 reviews

The Presidential Lodge

Make this your very own happy place. The Presidential Lodge is fully furnished, nestled in a rustic area, surrounded by Cossar State Park and the Corp of Engineers recreational area, only 1.2 miles from Enid Lake & Cossar boat ramp. Perfect location for Ole Miss sports, fishing trips, "Gramping" (grandparents and grandkids), family vacations, family reunions and wedding celebrations. Pack for a night, a weekend escape or a fun-filled week away. Come enjoy our little piece of heaven.

Guest favorite
Barn in Oxford
4.96 out of 5 average rating, 122 reviews

The Barn- Luxurious & Unique farmstay getaway

GETAWAY, RETREAT, RELAX, ESCAPE-10 easy minutes to the Square & Campus, our 2/2 Barndominium is a rare experience in peaceful setting with a King en suite BR, 2nd Full BR. fully furnished kitchen, coffee/tea bar, a deep, south facing back porch has a fire pit & grill patio for your outdoors hang out. Expansive glass west end wall allows view of meadow & deer. Indoor/outdoor bar & movie/projector facilities in the east end. Staying at The Barn creates magical memories to be treasured.

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 bright living area is presented, featuring a large flat-screen television mounted on the wall and a comfortable white sofa. A coffee table and stylish side tables complement the space, while ceiling fans add ventilation. French doors lead to a balcony that offers views of greenery.
Condo in Oxford
4.93 out of 5 average rating, 120 reviews

A New Luxury Oxford Condo Close to Everything!

Newly Renovated Building in Oxford’s HOT Rowandale Village! Experience the best of Oxford in this newly renovated building, ideally located in the vibrant Rowandale Village. Enjoy fantastic amenities like pools, pickleball courts, volleyball, and more! Best of all, you're just minutes away from the Square and Ole Miss Campus, putting you in the heart of all the action. This property is located on the third floor and does not have elevator access.

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, 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.

Popular amenities for Oakland vacation rentals

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