Holiday houses in Pontotoc County

The Eclectic Chapel of North MS (a Christmas stop)

We have had a cancellation the weekend of Tulane at Ole Miss (25 miles away). Or If you would like a few days in December to get away (pictures below) what better than staying in a real chapel. If you are coming in for the holidays and want your own space away while visiting the family. 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

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.

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.

Nanny’s Place

Relax with the whole family in our peaceful, modern home located just 20 miles from Oxford and Ole Miss, 24 miles from Tupelo Airport, and 15 miles from New Albany. Built only 4 years ago, the home is clean, bright, and comfortable, perfect for families, couples, or small groups looking for a quiet getaway near Oxford. You’ll enjoy a cozy living area, a fully equipped kitchen, and comfortable bedrooms. Need more space? We provide twin air mattresses for extra guests.

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.

New Tanglefoot Trailhouse - 32 miles to Ole Miss

Welcome to the Tanglefoot Trailhouse, a brand-new home on the Tanglefoot Trail® at the Gateway in Historic Downtown Pontotoc. This 2BR/2BA home features a king bed, queen bed, and a full kitchen with coffee bar. At the end of the driveway, the Tanglefoot Trail® awaits, and Ole Miss is only 32 miles aways! The Tanglefoot Trailhouse is the perfect spot for cycling, game days, business, or a peaceful getaway.

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.