Guesthouse holiday rentals in Oxford

“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.

The Cottage on Fillmore

Location is the key for The Cottage on Fillmore. This new one bedroom guesthouse with private entrance gives you easy walking access to everything the Square and the Grove have to offer without getting in your car. Enjoy the peaceful neighborhood feel with everything minutes away. Relax before shopping, dinner or the game in the spacious living area. At the end of the day sleep comfortably and peacefully in your king bed suite. Close to the action without all the hassle.

"Off the Grid" Adorable Lovejoy Cabin! Slps 4

Relax and reconnect with friends and family at this adorable, "unplugged" guesthouse just 12 miles/15min from downtown Oxford. Two twin beds in the upper loft area and a queen sofa bed in the lower area comfortably sleeps 4. We also have a pack-n-play for the little one! The cabin is situated on a 10ac farm, away from the main house for privacy. A small pond is nearby attracting deer that can be easily observed from the back and front deck of the property.

Hillside Hideaway

Charming Garage Apartment in Oxford, MS – 3 Miles to the Stadium! Located in a quiet, established neighborhood just 3 miles from Vaught-Hemingway Stadium, this 1 bed / 1 bath garage apartment offers comfort and convenience. The bedroom features a cozy queen bed, plus there’s a sleeper sofa for extra guests. Enjoy a fully equipped kitchen, in-unit washer/dryer, and a private balcony—perfect for morning coffee. A peaceful retreat close to all the Oxford action!

Room for two - Oxford Guesthouse

Twin beds make this guesthouse a great option for family or friends traveling to Oxford - wanting to be walking distance to the Square, with its own dedicated parking spot. A coffeemaker, microwave and mini fridge is just enough to help with breakfast or a snack - and some of Oxford’s best restaurants are a short walk away! Volta, Chicory Market, Good Day Cafe, Jinsei, Big Bad Breakfast and SnackBar are the closest eateries to this cute little guesthouse!

Magnolia Cottage

A beautiful 3 acre wooded, quiet get away only 5 minutes from downtown Oxford. Enjoy your own cute cottage in the woods, flooded with natural light and everything you need for a comfortable stay. Brand new construction bathroom, new floors, new bed and amenities. Enjoy your morning on the porch, make use of the children play set or hike in the woods then head to town to enjoy great restaurants, shopping, and all the fun.

South Fifth Street Rental

Ole Miss Game Day Rental! Prime location! Located 3 blocks from the Square and 5 blocks from the Stadium. This carriage house have a living/kitchen area combo (medium sized fridge, microwave and coffeemaker, sofa is a foldout), bathroom with shower and one bedroom with a Queen sized bed and French doors that open to a semi-private patio (shared with the main house). Sleeps 4. Also comes with one prime parking spot.

The Little Haven

Stay in the heart of Oxford at this unique and stylish guesthouse, just a short walk to both the Square and the Stadium! Thoughtfully designed with charm and comfort in mind, this condo offers a cozy retreat while keeping you close to all the action. Enjoy modern touches, inviting décor, and a location that can’t be beat—perfect for game weekends, getaways, or exploring everything Oxford has to offer!

Cozy guest suite w/ workspace & TV

Settle into a cozy Oxford stay just minutes from The Square, Ole Miss events, dining, & football weekends. - Sleeps 2 | 1 bedroom | 1 bath - Guest suite above garage - 55" Smart TV, Wifi & dedicated workspace - Kitchenette w/ mini fridge, microwave & Keurig coffee machine - Washer, free in-unit dryer & walk-in closet - Free parking garage on premises & self check-in - Pet-friendly

The Hawk's Nest II ** 1 mile walk to square

Beautiful newly renovated 3 bedroom (4 beds and 2 sofa beds) 2,000 square foot basement apartment. Located behind the Oxford high school football & baseball field. Just an easy 1 mile walk to the historic downtown square. Quick access to campus via hwy 7 to hwy 6. Enjoy watching a Friday night high school football game from the backyard.

Clear Creek House

Our place is close to downtown Oxford and the Ole Miss campus. Only about a 10 minute drive. Your stay here includes beautiful views and quiet relaxation. . Our pool house is good for couples, solo adventurers, business travelers, and families (with kids).

Carriage House Studio Apartment

Beautiful Carriage House Studio Apartment! Property is conveniently located in the heart of Oxford in a quiet neighborhood. This one bedroom studio has a sitting area, full bathroom, mini fridge and Keurig coffee maker.