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.

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.

Hidden private cabin on lake!

Forget your worries in this spacious and serene space. Located just 30 minutes from the college town of Oxford!! Easy access to the city but nestled in the woods for full complete privacy. Big enough to comfortably fit multiple families. Located on over 80 acres with a private lake, fishing dock and all the privacy you want. Equipped with Wi-Fi! Huge open kitchen plan with large customer made dining table table to seat 12! Outdoor dining and grilling area as well as relaxing sitting areas.

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 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)

The Queen on Cleveland

Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. 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!

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.

Unwind at Swallow Lane

Unwind and enjoy easy access to everything from this centrally located home, here in Tupelo, Ms. It’s super spacious and chic, whether you’re cooking in the kitchen, relaxing in the living room, or enjoying the closed-in patio. It has a outdoor bar area, as well as a fenced in yard. We have card/ board games, cornhole boards, and a fools ball table. There's enough fun for the adults and the kids.

Porch by The Trail

Welcome to your cozy getaway in Ecru, Mississippi! This newly remodeled 3-bedroom, 2-bath home combines comfort, charm, and plenty of space for up to 7 guests. Whether you’re gathering with family, reconnecting with friends, in town for an Ole Miss game-day, or a stroll down The Tanglefoot Trail this home is the perfect escape. Ask us about our bike availability at the time of booking!