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

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.

Large Studio Cottage/Quiet & Peaceful WS

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

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)

Back in Time (Oxford Overflow)

Located central to Oxford (30 minutes away), Tupelo (25 minutes) and New Albany (20 minutes). This new apartment is furnished in vintage rock and 70's pieces with a cozy at-home feel. It's in a very quiet area set off a dirt road, surrounded by rolling hills. A quaint coffee/wine bar will make you feel welcomed upon arrival and refreshed before you leave. One small (40 lbs or less) well-behaved fur baby is welcome, keep your fur baby leashed and tidy up after them.

Oxford Country Retreat

Nestled in a quiet setting, this inviting home offers the perfect blend of comfort and convenience. Located just minutes from Ole Miss and Oxford’s Historic Square, you’ll enjoy easy access to game day excitement, dining, and shopping while still having a peaceful retreat to return to. With cozy living spaces, modern amenities, and a relaxing atmosphere, it’s the ideal spot for families, friends, or anyone looking to experience Oxford at its best!

Cheerful House with POOL, Hot Tub, and Fire Pit

Spend some quality time with your family by relaxing at our cottage. There is a hot tub and TV outside for you to watch the football game or just listen to music. There is also a gas fire pit and a outdoor kitchen with a gas grill. Come make a wonderful family memory or bring your best friends for a weekend get away. Swimming Pool close October to May each year. No Parties, unless approved before booking.

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.