Holiday houses in Pontotoc County

Eagle Overlook Lakehouse

Kick back and relax in this calm, stylish space. Our Lake House has a nice living room with comfortable seating, equipped with a large screen TV and Fiber internet 2 Bedrooms- 1 King bed, and 1 Queen bed both bedrooms have adjacent bathrooms A fully furnished Kitchen with, dishwasher, refrigerator/freezer/ice maker, stove, microwave, coffee maker, toaster, dishes etc. Laundry room with washer/dryer dirty clothes hamper, folding station. Carport 24x24 w/roof. Patio and deck overlooking lake

The Doughboys Cottage

Private full bath Queen Bed Cottage near Natchez Trace Park & Mississippi's premier biking destination, Tanglefoot Trail. Perfect for single or double occupancy. 25 miles from Elvis Presley Birthplace 35 miles from The University of Mississippi and Rowan Oak, the home of William Faulkner. Enjoy a fresh pan of The Doughboys Fresh Baked Cinnamon Sticky Buns $13.00. Delivered to your door in a.m. Local venues: Great Mexican Restaurant 2 miles Walmart 3 Miles Convenient Store 1/4 mile

Buttercup Cottage LLC

History Heritage, & Hospitality! Located on S. Main St. within walking distance of the Tanglefoot Trail and downtown shopping. The 1950s cottage was renovated and kept the original charm and features an eclectic mix of antiques. Relax in the recliner in front of the big screen tv with streaming services and a strong wi-fi signal or use the work space to catch up on emails. The lot is wooded in the back and across the street, so it is peaceful and safe. Located midway between Tupelo & Oxford.

The Eclectic Chapel of North MS

We have had guests asking if the chapel will be decorated for Christmas. ABSOLUTELY and if you want a few days in December to get in the mood and feel the spirit, what better than the splendor of staying in a chapel. BOOK EARLY! The chapel was formerly a wedding chapel, located in Pontotoc, MS and nestled between Tupelo (Elvis Birthplace) and Oxford (Ole Miss or The University of MS). We are 10 minutes to the Natchez Trace Parkway. If you golf we are 5 minutes from the golf course.

Highland House

Experience Southern charm and modern comfort at Highland House. Located just 32 miles from Ole Miss, 23 miles from Elvis Presley's birthplace, and a stone's throw from the Tanglefoot Trail, this stylish property offers the perfect blend of convenience and relaxation. Whether you're here for a weekend retreat or an extended vacation, Highland House is your home away from home in the heart of the south. Create unforgettable memories and experience the charm of Pontotoc.

Cedar - NEW Tiny Cottage @ Moon Lake Farm

Custom designed tiny cottage. Stare at the stars while you relax in the hot tub! Reconnect with nature at this unforgettable escape. Catch at bass out of the lake. Kayak with your favorite ❤️ Enjoy the animals at the farm! Chickens, mini donkeys, horses, and more! Stay in luxury and have every amenity! A full kitchen, three beds, a sofa sleeper, washer/dryer, fiber internet, and more! Have a friend book the Cypress Cottage and have an unforgettable experience!

Southern Charm Home

Relax with the whole family at this peaceful quiet home. Enjoy the countryside of town while also having access to the city. This home is in the heart of downtown Pontotoc. In walking distance of the Tanglefoot trail, 35 min from Oxford MS home to Ole Miss, and 25 min from Tupelo, MS the birthplace of Elvis Presley. Whether you are here for work or just to unwind, this beautiful, updated home is the perfect place to stay.

South Centerpoint

Whether you're visiting family and friends or staying close to Ole Miss, you and your family will have everything you need here for a few nights away from home. This comfortbale and spacious manufactured home was built in 2002. While here, enjoy our many local restaurants, visit Ole Miss, or enjoy Pontotoc's farmers market. We're also 10 miles from the Amish community and 20 miles from Elvis Presley's birth place.

The Parsonage

Make yourself at home at the former McGregor Chapel Parsonage - just 20 miles from Oxford and Tupelo. Or stay local and explore Pontotoc’s bustling Amish community. Ride or hike your way on the Tanglefoot Trail - Mississippi’s longest rail-to-trail conversion from New Albany to Houston! The Parsonage is located close enough to Highway 6 to be convenient, but tucked away for a peaceful retreat.

Cul-de-sac

NOW ACCOMMODATING 4 GUESTS!! Forget your worries in this spacious and serene space. Get away from the city and enjoy a beautiful sky full of stars with the sound of nature. Or simply spend time with your family indoors. • 5 minutes from Natchez Trace Pkwy • Center of Tupelo and Pontotoc • 40-50 minutes from Oxford/Ole Miss University

Thaxton Meadows

Bring the whole family to this great place with plenty of space to spread out. The house is 4225 square feet heated/cooled set on 7 acres 20 minutes to Ole Miss and all the amenities of Oxford. 15 minutes to New Albany or Pontotoc and 40 minutes to Tupelo. Seasonal pool is open June 1st-August 31. (Garage access is NOT included)

Magnolia Cottage

Special detail to its old charm. Spacious, quiet, and family friendly. Card games, dominos, fire pit, and outdoor lighting for family fun. A minute from Tanglefoot Trail and Pavilion. Located right off Main Street and Highway 15 bypass so easy access to restaurants and shops. 30 minutes from Oxford and 20 minutes from Tupelo.