Holiday rentals in Toccopola

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 •in the center of North MS

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.

Unique Barndominium Private Retreat Experience

*Converted barn, incredible accommodations, more than just another place to stay. *10 minutes to Square & Campus *KING en suite *2nd FULL BR *Wi-Fi *Parking *Furnished kitchen w/ice machine *Coffee/tea bar *Movie theater w/projector & screen (seasonal use) *POOL-across the driveway *Lg back porch with picnic table *Patio with fire pit & grill *Indoor/outdoor Bar *Peaceful view of meadow, mixed woods forest *Gazebo *Unique experience *Dogwash station BOOK your getaway now or WISHLIST us.

The Peaceful Pines Retreat

Welcome to Peaceful Pines Retreat 🌲 Escape the noise and experience the perfect blend of modern comfort and rustic charm at Peaceful Pines Retreat. Nestled among towering pine trees, this private retreat is the ideal place to unwind, reconnect, and make lasting memories with family and friends. Wake up to the peaceful sounds of nature, sip your morning coffee on the spacious front porch, and spend your evenings gathered around the fire pit under a sky full of stars. Inside,

The Cottage in Downtown New Albany, MS

Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Amish Home on an Alpaca Farm

Nestled between Oxford, MS and Tupelo, MS, this former Amish Farmstore has been renovated to include electricity and modern plumbing while maintaining its simple Amish charm. Enjoy views of the rolling hills and resident alpacas while sipping coffee on the back porch. Shop for unique gift items in the farm store on site & visit the active Amish community located just a few blocks away. The tanglefoot trail runs through town. Trail Transportation available Fri/Sat (small fee)

Ecru Escape

Enjoy a quiet stay in this clean and comfortable apartment located in the heart of Ecru. The space includes a cozy bedroom, full kitchen, and living area — perfect for relaxing after a long day. Free Wi-Fi Full kitchen with essentials Washer & dryer Free parking Easy self check-in Conveniently located near Pontotoc, Tupelo, New Albany, and Oxford, this apartment is ideal for work trips, family visits, or a peaceful weekend getaway.

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.

Contemporary, The Oxford Retreat, Walk to Games

The Oxford Retreat – Your Hub for Ole Miss Excitement! Stay in the heart of the action, walking distance to Ole Miss Stadium, Swayze Field, and The Grove. The Oxford Retreat offers modern contemporary décor with mid-century accents. Serene, neutral colors and comfort are at the forefront. Vaught-Hemingway Stadium – 0.9 miles Swayze Field – 0.9 miles Oxford Square – 1.8 miles The perfect spot for game day and relaxation!

Turtle Lodge

Lakeside property with plenty of room to relax and unwind. Located just 3 miles from Walmart and a variety of restaurants, yet peaceful and quiet without the noise of highway traffic. Very convenient to I-22 and Hwy 30 with easy access to Ole Miss in Oxford. 2 Queen beds, sofa, loveseat, and oversized chair for a family fun time. Washer and dryer, table and chairs, coffee maker, and microwave for your convenience.

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.