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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Superhost
A cabin exterior features log accents and a shaded seating area with a stone table and umbrella. Large windows provide glimpses of the wooded surroundings. A wrap-around deck extends from the cabin, offering access to nature and views of the nearby private pond.
Cabin in Pope
4.83 out of 5 average rating, 94 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
4.95 out of 5 average rating, 37 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
Home in Yalobusha County
4.93 out of 5 average rating, 27 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, 21 reviews

“The Spinney” at Enid Lake • Book now for summer!

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 comfortable living area features a sectional sofa adorned with decorative pillows. A stylish rug in a warm yellow hue covers the floor, complemented by a standing lamp next to a small side table. Natural light enters through yellow-curtained windows.
Home in Grenada
4.93 out of 5 average rating, 15 reviews

Serene Countryside Escape

Welcome to The Serene Countryside Escape. We are so excited to have you stay at our newly renovated retreat. Our charming home offers 3 spacious bedrooms and 2 full bathrooms, providing the perfect setting for relaxation and comfort. Whether you’re here for a peaceful getaway or to explore the beauty of the countryside, we hope you feel right at home.Feel free to make use of all the amenities, unwind in our cozy living spaces, and enjoy the tranquility of the surrounding area.

Top guest favorite
Home in Sardis
5 out of 5 average rating, 7 reviews

The Landings at Sardis Lake- Cabin #2

Welcome to your perfect Sardis/Oxford area getaway! Cabin #2 offers the charm of country living with all the modern comforts. Nestled just mins. away from Sardis Lake, and a short drive to Ole Miss and Oxfords iconic square, this is the ideal retreat for outdoor lovers, football fans, and anyone looking to unwind in a peaceful, central location. Whether you’re in town for a game, a weekend of lake adventures, or just looking to relax, cabin #2 is your home base for it all.

Superhost
A single-story cabin is presented with a neutral-colored exterior and a bright red roof. A welcoming porch features two chairs and a porch railing. An American flag gently flutters beside the front door, framed by a grassy area and trees in the background.
Cabin in Grenada
4.93 out of 5 average rating, 128 reviews

The Crappie-2 bedroom cabin with spacious parking

Crappie Cabin Cozy 2BR cabin in Hugh White State Park—your ideal basecamp for Grenada Lake adventures. Sleeps 4 (Queen + 2 Twins). Full kitchen, washer/dryer, and full-size shower. Relax outside with a new firepit, gazebo, and grill. Only 5 minutes to legendary crappie fishing at Grenada Lake and Dogwoods Golf Course, plus 7 minutes to town. Boat-friendly parking included. Tags: crappie fishing, Grenada Lake, cabin getaway, boat/trailer, firepit, gazebo, golf nearby

Guest favorite
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, 92 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.

Superhost
A two-story cabin is situated among tall trees, with a wraparound deck that provides ample outdoor space. The gravel driveway leads to the entrance, while soft sunlight filters through the branches, illuminating the natural surroundings.
Cabin in Oakland
4.85 out of 5 average rating, 26 reviews

Oryza Glen Ranch at Enid Lake

A piece of mind on 12 acres in the country. Located on boat ramp road of Enid Lake. 30min drive to Sardis Lake, Grenada Lake, & Ole Miss! Recreation area with huge deck, picnic tables, pool table, ping pong, fooseball with a commercial kitchen&dining. Wraparound deck overlooks pond. Prime location w/ horse trails. Plenty of parking for vehicles and boats. Serene country getaway or great for Crappie Fishing!

Top guest favorite
A wooden dock extends over the water, featuring a seating area with chairs and an umbrella. A gently sloped ramp leads to the dock, providing access. The home, with a screened porch, is situated behind the dock, surrounded by greenery.
Home in Sardis
4.94 out of 5 average rating, 166 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 spacious living area features a sectional sofa with decorative pillows and a plush chair, oriented towards a coffee table. Natural light enters through large windows, adorned with sheer curtains. A dining area is visible in the background, accommodating a round table with seating for four.
Home in Courtland
4.97 out of 5 average rating, 61 reviews

Cuckoos Nest

Traveling nurses and out of town construction workers are welcomed. Enjoy a stylish experience at this centrally-located place. A 45 minute to an hour drive to Memphis, Tennessee, and 25 minutes from Oxford, Mississippi. This home is not only beautiful, but very relaxing.

Top guest favorite
An open concept living area features a comfortable gray sofa and two accent chairs on a light area rug. A coffee table holds decorative items. The dining area with wooden chairs is visible in the background, complemented by modern kitchen fixtures and a well-lit atmosphere.
Home in Water Valley
4.97 out of 5 average rating, 73 reviews

Cheerful 2 bed/bathroom home with indoor fireplace

The whole group will enjoy easy access to everything from this centrally located place. One block from Water Valleys picturesque Main Street and a short drive to Oxford. For those on a fishing trip you’ll be within a short drive to Enid, Sardis and Grenada Lakes.

Popular amenities for Oakland vacation rentals

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