Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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Top guest favourite
The front exterior of the home features a welcoming porch with hanging plants and an American flag. Steps lead up to a covered entrance, framed by large windows. Lush greenery and flower boxes enhance the inviting atmosphere of this charming property.
Home in Water Valley
4.95 out of 5 average rating, 22 reviews

Comfortable Charming Old Home

Keep it simple at this peaceful and centrally-located place. This home was built in 1910 and displays many remembrances from that time, featuring the architectural arches in the living room/ parlor, the claw bathtub in the bathroom and the high ceilings throughout the home. Take a few minutes and walk downtown to Water Valley to check out the Casey Jones Railroad Museum or visit the quaint Magnolia Coffee Shop (wonderful chai tea!) and Turnage Drug store. Also, just 30 minutes from Oxford MS.

Guest favourite
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!

Top guest favourite
A round dining table is set with placemats and salt and pepper shakers, providing a welcoming dining space. In the background, a comfortable living area features a large sectional sofa and a television broadcasting news, with natural light coming through the windows.
Home in Oxford
4.84 out of 5 average rating, 448 reviews

Oxford, MS ~ Very Close To mTrade Park/No Pet Fees

★ Hello & thank you very much for checking out my listing! I would love for you to consider booking my fun home in Oxford, Mississippi! This guest home comfortably accommodates four guests. This quiet Oxford residential area is located near mTrade Park, Ole Miss, the Square, and The Grove. Your pets are welcome too! We also offer parking for your RV, boat, or both. ★ I strive to provide all my guests appealing offering greater value than just your typical hotel room in Oxford, Mississippi.

Guest favourite
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.

Guest favourite
Place to stay in Oxford
4.93 out of 5 average rating, 122 reviews

The Potting Shed, Refined Farmstay Experience

GETAWAY RETREAT: Peaceful farm-stay 10 easy minutes to Oxford Square or Campus. Veranda with swing overlooks a deep forest, has a grassy, fenced yard for your canine family member(s). The Potting Shed has a fully furnished kitchen, a sitting room w elec fireplace & flat screen TV (Roku), a luxurious comfy Q bed, full bed in 2nd BR. POOL across the driveway at the main house. Spacious grounds with hardwood trees all around. Everything you could wish for in this vintage, curated getaway.

Top guest favourite
Condo in Oxford
4.9 out of 5 average rating, 249 reviews

Southern Comfort - Walk to any Ole Miss Experience

Welcome to SOUTHERN COMFORT. If you're a devoted Rebel fan or simply want to immerse yourself in campus life, this fully furnished 2-bedroom, 2-bathroom condo is your perfect home base. Imagine being so close to the action that you can hear the roar of the crowd from your balcony! Just 1 mile from the Ole Miss campus for a leisurely walk to the football and baseball stadiums. Say goodbye to the hassle of parking and hello to the convenience of game day excitement right at your doorstep.

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 favourite
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 favourite
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.

Top guest favourite
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 favourite
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