Holiday houses in Oakland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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

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
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 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!

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.

Top Guest favourite
The living area features a turquoise sectional sofa complemented by a matching area rug. A modern recliner and a large TV are positioned for comfort and entertainment. Natural light enters through multiple windows, enhancing the space's brightness and inviting ambiance.
Condo in Oxford
4.97 out of 5 average rating, 121 reviews

Convenient to Ole Miss & The Square

Welcome to this cozy 1BR, 1BA ground-floor condo, just minutes from Ole Miss campus and 2 miles from the Square. Located in a gated complex behind Starbucks, this updated unit sleeps up to 4 with a king bed and futon sofa. Enjoy a fully equipped kitchen, in-unit washer/dryer, and one designated parking spot. Explore nearby running trails, visit Vaught-Hemingway Stadium, or walk to Oxford’s dining and shopping. Perfect for Ole Miss sports, family visits, or a weekend getaway!         

Top Guest favourite
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, 429 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!!!

Top Guest favourite
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!

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 holiday rentals

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