Holiday houses in Toccopola

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Top-rated holiday rentals in Toccopola

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Top Guest favourite
A cozy outdoor area features a circular stone fire pit surrounded by four comfortable chairs. A small sign indicating parking is visible in the foreground, with a quaint cottage set among lush greenery in the background.
Guesthouse in Ecru
4.96 out of 5 average rating, 304 reviews

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

Top Guest favourite
A charming 1950s cottage features a yellow exterior and a welcoming front porch adorned with potted plants. The manicured lawn is spacious, bordered by a variety of greenery, creating a serene outdoor setting. Windows allow natural light to brighten the living spaces.
Home in Pontotoc
5 out of 5 average rating, 51 reviews

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.

Top Guest favourite
A comfortable leather sofa adorned with decorative throw pillows is positioned near a wooden coffee table. A small mirror reflects warm light from two lamps, while a vase of fresh flowers adds a touch of nature. A compact desk is visible in the background.
Cottage in Blue Springs
4.99 out of 5 average rating, 172 reviews

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.

Guest favourite
Barn in Oxford
4.97 out of 5 average rating, 121 reviews

The Barn- Luxurious & Unique farmstay getaway

GETAWAY, RETREAT, RELAX, ESCAPE-10 easy minutes to the Square & Campus, our 2/2 Barndominium is a rare experience in peaceful setting with a King en suite BR, 2nd Full BR. fully furnished kitchen, coffee/tea bar, a deep, south facing back porch has a fire pit & grill patio for your outdoors hang out. Expansive glass west end wall allows view of meadow & deer. Indoor/outdoor bar & movie/projector facilities in the east end. Staying at The Barn creates magical memories to be treasured.

Guest favourite
A living room features a dark blue couch adorned with decorative pillows, positioned near large windows dressed with light curtains. A coffee table sits centrally, displaying a stack of books and small plants. Wall sconces and a mirror add to the room's inviting ambiance.
Cottage in New Albany
4.9 out of 5 average rating, 646 reviews

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!

Top Guest favourite
The exterior of a newly renovated home features a charming front porch supported by decorative columns. Large windows allow natural light to illuminate the space, while a well-maintained lawn and neatly arranged shrubs enhance the welcoming entryway.
Home in New Albany
4.98 out of 5 average rating, 125 reviews

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!

Top Guest favourite
A charming chapel stands surrounded by lush greenery, featuring a prominent steeple and white exterior. Colorful flowers are planted in the garden alongside a white picket fence, creating a serene and inviting atmosphere under a sky dotted with clouds.
Guesthouse in Pontotoc
5 out of 5 average rating, 33 reviews

The Eclectic Chapel of North MS (a Christmas stop)

If you would like a few days in December to get away (pictures below) what better than staying in a real chapel Christmas. If you are coming in for the holidays and want your own space away while visiting the family, there are still a few days during the holidays. 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.

Top Guest favourite
A modern living area features a light-colored sofa adorned with decorative pillows. Two accent chairs flank a glass coffee table, which holds magazines. Soft lighting is provided by two lamps, while a large artwork of a bull head serves as a focal point above the sofa.
Condo in Oxford
4.93 out of 5 average rating, 379 reviews

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!

Top Guest favourite
The exterior of a spacious manufactured home is shown, featuring a metal roof and large windows with red shutters. Green grass surrounds the home, while tall trees provide natural shade. A front porch stairs leads to the entrance, enhancing accessibility.
Home in Pontotoc
4.97 out of 5 average rating, 63 reviews

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.

Guest favourite
A charming cottage exterior is framed by lush greenery, featuring a welcoming porch with a small table and two chairs. A rocking chair is positioned nearby, along with a swing. Large windows allow natural light to brighten the entrance, inviting guests to enjoy the serene surroundings.
Cottage in Oxford
4.96 out of 5 average rating, 95 reviews

Firefly Cottage

Beautiful, newly-renovated cottage surrounded by woods, steps away from private lake. Easy to be isolated in this roomy studio with vaulted ceiling and fans, fully outfitted kitchen, queen bed and futon couch. Large shower. Hi-speed Wi-Fi and Roku TV. Porch with seating; charcoal grill & fire pit. Owners' residence on property, plus dogs and chickens. 7 miles from Oxford square, 8 miles from campus.

Guest favourite
A spacious bed is centered in the room, dressed in white linens with teal accent pillows. Flanking the bed are two white nightstands. A potted plant adds greenery to the corner, while a soft area rug with a geometric pattern complements the hardwood floor.
Home in Pontotoc
4.87 out of 5 average rating, 30 reviews

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.

Superhost
The exterior of the house features a spacious front porch with a central entrance framed by large windows and stylish shutters. A manicured lawn extends toward the horizon, complemented by decorative shrubs on both sides. The structure is accentuated by a gabled roof under a blue sky.
Home in Thaxton
4.83 out of 5 average rating, 12 reviews

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)

Popular amenities for Toccopola holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Pontotoc County
  5. Toccopola