Vacation rentals 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 •”Winter special thru March”•

The chapel was formerly a wedding chapel, in Pontotoc,MS and located between Tupelo (Elvis birthplace) and Oxford (home of Ole Miss). Pontotoc is home of the Bodock festival, it’s on the Blues Trail, and is the center of the Rails to Trails Bike Trail and antique stores. We are 8 miles from the Toyota manufacturing facility in Blue Springs. We are 8 miles to Cherry Creek Orchard and 10 minutes to the Natchez Trace Parkway. And if you golf, we are 5 minutes from Pontotoc Country Club.

Glen’s Getaway

Whether you’re visiting family & friends or just wanting to stay in the heart of Pontotoc’s Amish Community, Glen’s Getaway has everything you & your family need for a few nights away from home. This is a comfortable, spacious manufactured home built in 2019. While here, you can tour the Amish community & purchase any of their handmade goods. You’re only a short 12-minute drive from many popular boutiques, Pontotoc Farmer’s Market, a variety of local restaurants & food trucks, Walmart, etc

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.

Magnolia Cottage

Welcome to The Magnolia Cottage! This cozy, family-friendly retreat features a spacious yard, relaxing bed swing, outdoor BBQ, and plenty of room to unwind. Kids can play while you relax on the porch or grill out back. With a concrete driveway and peaceful setting, it's the perfect spot to relax, reconnect, and make memories. Only 30 short minutes to Oxford or Tupelo. Come stay a while — we'd love to host you!

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.

Cabin 1: Fully furnished quiet pet friendly cabin.

A cozy getaway, located within a mile from I-22. Our wooden cabins are fully furnished including a king size bed, pull out sofa bed, full size bath, 55" smart TV, WIFI, fridge and microwave. Along with a porch facing into our neighboring tree line, allowing perfect mornings to sit and sip your coffee or sit out at night to enjoy the peace and quiet.