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.

Gameday Oxford Condo -Located 1 mile from Campus

Welcome to Serenity in the Sip – Your Ole Miss Retreat! Just 1 mile from Vaught-Hemingway Stadium with a well-lit WALKING TRAIL that leads directly to The GROVE (see pic). This cozy condo sleeps 8, including 2 King size beds, and offers the perfect space for families, friends, or alumni to reconnect. Enjoy the familiar charm of Oxford and memories of your Ole Miss days. Minutes from The Grove and the Square, it’s your ideal home base for reliving the past and creating new memories in comfort.

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.

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!         

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.

“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.

Sweet Dreams in The Sip

Comfort & style await you in this newly renovated 2br/2ba unit. Conveniently located 1.1 miles to campus, 1.8 miles to The Square, 4.2 miles to MTrade Park. 2br/2ba that sleeps up to 6 with sleeper sofa. Complex pool available seasonally. Oxford Transit Authority just steps away. Perfect choice for Double Decker, baseball game weekends, Graduation, Orientation, Ole Miss college tours, move-in and sorority recruitment, football & basketball games.

Cheerful House with POOL, Hot Tub, and Fire Pit

Spend some quality time with your family by relaxing at our cottage. There is a hot tub and TV outside for you to watch the football game or just listen to music. There is also a gas fire pit and a outdoor kitchen with a gas grill. Come make a wonderful family memory or bring your best friends for a weekend get away. Swimming Pool close October to May each year. No Parties, unless approved before booking.

Walk to Game! 1/2 Mile from Campus

Welcome to our contemporary and stylish condo, just a stone's throw away from the bustling college campus! This chic 2-bedroom, 2.5 bathroom condo is the perfect accommodation for visiting parents, visiting professors, game day weekends, families with kids in travel sports, or anyone looking for a comfortable stay in the middle of everything. We are only a half mile off campus and centrally located in Oxford!

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 Catherine 1BR Studio by Velvet Ditch Villas

Step into coziness and convenience at The Catherine! This adorable little nook is nestled just two blocks from the iconic Oxford Square. Take an early morning stroll around the quaint picturesque surrounding neighborhoods of Oxford, or stroll to dinner with friends on the Square. Everything you need to have an enjoyable and memorable stay can be found at The Catherine!