Family-friendly holiday rentals in Oxford

106 Windstone: A Hidden Gem!

This home is in a convenient location to campus and the Square! It has 2 bedrooms upstairs, 1 downstairs and an IKEA sleeper sofa. Each bedroom has it’s own private bath. It is a super short Uber to the Square or a 1 mile walk. This condo is strictly for renting and not my personal use and I hope you find it to be welcoming and comfortable! If this unit is not available, I have 105 Windstone in the same development! * Please check the City of Oxford for construction updates affecting traffic.*

Cozy Cabin Near Square and Faulkner

Walk to Square (7/10 mi.) for food, music, books, shops; visit Faulkner's home (3 doors down); take wooded path to Ole Miss . . . all from your private barn-turned-cabin with porch. Queen and single in loft, sofa long enough to sleep on downstairs. Loft has enough space for a blow-up bed as well. Small kitchen with sink, refrigerator, stove, oven, toaster, microwave and coffee maker. Glasses, dishes, minimal silverware and cooking supplies are provided. Continental breakfast provided, as well.

Game Day Ready! 2Bd/2Ba with pickleball and pool

Enjoy the charm of what Oxford has to offer in this stylishly decorated, newly renovated condo. Conveniently located 1.4 miles from the Oxford Square and 2.0 miles from the University of Mississippi, this condo is the perfect game day retreat or relaxing getaway. Traveling with family for travel ball sports? This condo is located only 3.9 miles from M-Trade Park, and after a day of travel ball, your kids will enjoy the beach entry access swimming pool (seasonally) and basketball court.

The Rebel Roost Carriage House Studio

Featured in Mud & Magnolia, Invitation Oxford, & the Ole Miss Alumni Review magazines, "The Rebel Roost" is a 5-Star carriage-house studio apartment adjacent to an 1890 replica farmhouse on Oak Grove Farm, minutes from everything there is to do in Oxford. Enjoy expansive views of cotton fields, deer, donkeys, chickens and goats. Conveniently located and close to Ole Miss, the Oxford Square, MTrade Park, Sardis Lake, and Rowan Oak. The Rebel Roost comfortably accommodates 4 guests.

Southern Sole! New 1-bdr Condo, Sleeps 4!

Spoil yourself in this new, well-appointed, 1-bedroom Oxford retreat. This cozy condo is designed for comfort beginning with the welcoming living space, the comfy king bed, fast WiFi, 55” TV, fully stocked kitchen, versatile rolling island, coffee maker, and more! The well appointed bath includes hand sprayer, a hairdryer, and spacious shower. Prepare for the lovely Oxford Square or recharge after watching the Rebels play! Less than 1 mile from campus and 1.5 miles to the square.

“The South Wing,” Walk to the Square and Ole Miss

Brand new guest suite completed March 2025 in the heart of the Oxford historic district. Calming, peaceful, Spanish revival vibe. A half mile walk to the Square and 1 mile walk to Ole Miss campus and athletic events. Guest suite is attached to the main house (separated by an interior breezeway), separate exit and entrance is down a walkway on the left side of the home with keypad entry/exit. Stackable washer and dryer as well as microwave, drink fridge, and Nespresso coffee maker.

New Game ready Condo 2 bd/2 ba

Step into the charm of the Rowandale House, a recently renovated 2 bed, 2 bath retreat right in the heart of Oxford. Our inviting space can host 4 guests complete with a fully equipped kitchen ready for your culinary adventures. Our living room is designed for laughter, memory making, and relaxation. Whether you’re bonding over board games with friends and family, peacefully reading, or catching the excitement of college game day our space is tailored for you.

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.

2.6 miles to OM Campus•Grove•Football•FastWifi

This Oxford Home has been designed with our guests in mind. Professionally renovated and designed with fresh finishes, stylish furniture, and modern appliances. We know you will love your stay as you savor the perfect blend of comfort & modern living! Your Oxford getaway is nestled along a beautiful tree lined street in a quiet neighborhood that offers convenient proximity to enjoy all that Oxford has to offer!

Oxford Square Condo! Perfect Location!

Cozy and stylish condo just one block from the Square! Perfectly located for exploring Oxford’s boutique shops, incredible dining, and treasured local attractions, this charming space blends comfort, convenience, and the unique character of small-town Southern life. Ideal for couples, solo travelers, or business guests, the condo provides a peaceful retreat stocked with all the essentials for a relaxing stay.

Firefly Cottage

Beautiful, newly-renovated cottage surrounded by woods, steps away from private lake. Easy to be isolated in this roomy studio with vaulted ceiling and fans, fully outfitted kitchen, queen bed and futon couch. Large shower. Hi-speed Wi-Fi and Roku TV. Porch with seating; charcoal grill & fire pit. Owners' residence on property, plus dogs and chickens. 7 miles from Oxford square, 8 miles from campus.

The Sivley 2BR Classic Home by Velvet Ditch Villas

The Sivley with ancient oaks, secret pathways, enchanting gazebo, and old-world charm is something that you may find in a fairytale, but right here in the heart of Oxford, Mississippi! Spend a day rocking on the front porch swing or an evening sipping mint juleps on the gorgeous back patio, and you’re sure to wake up feeling like your Southern dreams have come true. Welcome to the magic of the Sivley!