Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

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Guest favorite
The bedroom features a spacious bed adorned with a soft gray coverlet and an array of decorative pillows. Light-colored curtains frame a window, allowing natural light to illuminate the room. Two bedside lamps provide additional lighting, and a comfortable bench is positioned at the foot of the bed.
Apartment in Calhoun City
4.93 out of 5 average rating, 181 reviews

Comfortable and stylish one bedroom apartment.

We are excited to host you and a loved one (max. of 2 guests) at our 2nd floor (stairs), 1 bedroom/1 bath short-term rental full of character. In this apartment, you will have exclusive access to a spacious, private bedroom and a large, full bathroom and kitchen. If you're looking for a tastefully decorated space with a modern feel but with the ambiance of something historic, we're the perfect spot. Guests aren’t allowed to host “company”. Only reg. guests Read full listing before booking.

Top guest favorite
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

Guest favorite
A living area features a spacious brown sofa adorned with patterned cushions and an ottoman. An air conditioning unit is mounted on the wall. A painting of guitars adds color to the room, while a dining area with wooden chairs is visible through an open doorway.
Home in Calhoun City
4.88 out of 5 average rating, 34 reviews

Sweet T’s Hilltop

Sweet T’s Hilltop is located in a rural setting and is nestled on a hill hidden by trees. You will find peace from the hustle and bustle away from cities and towns. This 3 bedroom/1 bath house is 40 minutes from Mississippi State Campus, 30 minutes to Grenada Lake & 20 minutes from Natchez Trace. There is nearby fishing and hunting for those who live for the outdoors along with walking trails and hiking within a few miles. If you are looking for quiet, cozy getaway you have found your place.

Top guest favorite
A spacious green lawn surrounds a wooden cabin, featuring a covered porch with wooden steps. Potted plants hang from the beams, while trees provide a natural backdrop, enhancing the sense of privacy and tranquility.
Cabin in Bruce
5 out of 5 average rating, 20 reviews

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.

Top guest favorite
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, 30 reviews

The Eclectic Chapel of North MS

We have had guests asking if the chapel will be decorated for Christmas. ABSOLUTELY and if you want a few days in December to get in the mood and feel the spirit, what better than the splendor of staying in a chapel. BOOK EARLY! 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. If you golf we are 5 minutes from the golf course.

Guest favorite
A spacious dining area features a round table surrounded by wooden chairs, complemented by a decorative area rug. Large windows invite natural light and provide views of the outdoors, while a chandelier hangs gracefully overhead, enhancing the room's charming design.
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.

Top guest favorite
A spacious studio apartment features a queen-sized bed with a blue and white patterned quilt, complemented by decorative pillows. A dual recliner loveseat and writing desk are included. Tall windows allow natural light to fill the room, while a private entrance is visible in the background.
Guest suite in Oxford
4.92 out of 5 average rating, 258 reviews

Spacious Oxford Retreat - Large Yard

Spacious studio apartment with 10 ft ceilings and tall windows make it bright and airy. Located in a quiet, wooded neighborhood just a 10 minute drive from campus or the Square. Queen-sized bed, dual recliner loveseat, writing desk, bar top dining table, washer/dryer unit, and kitchen with full size refrigerator, microwave, and stovetop. Private outdoor patio that is fenced-in. Personalized door lock code for added security. Roku TV and free WiFi.

Top guest favorite
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
4.94 out of 5 average rating, 376 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!

Guest favorite
The exterior of a single-story home is shown, featuring a metal roof and a front porch with seating. Nearby, a satellite dish is mounted. The home is surrounded by trees and a gravel driveway leads up to it, emphasizing its peaceful rural setting.
Home in Yalobusha County
4.88 out of 5 average rating, 16 reviews

Coffeeville getaway minutes from Grenada lake

Looking for a little getaway not far from some outdoor adventure? This is for you! Minutes from Grenada lake; and only 30 minutes from Oxford/Ole Miss. Three bedrooms and two bathrooms. fenced inlet friendly backyard. Covered parking. Great for a weekend getaway to head to the lake for some fishing and sight seeing. Gas heat, stove, and grill. Great back porch for grillin and chillin. Recently remodeled.

Top guest favorite
The historic house is depicted in soft evening light, showcasing an inviting front porch with a swing and decorative columns. Lush greenery and well-maintained flower beds frame the front yard, while the surrounding neighborhood is visible in the background.
Home in Water Valley
4.99 out of 5 average rating, 103 reviews

The Cedars 1863 Guesthouse

My place is close to Downtown, walking distance to the shops, banks, coffeehouses and restaurants. You’ll love my place because it was built in 1863. Whether you are relaxing on the front porch swing, eating a snack on the veranda or maybe just meditating on the back porch, my place offers a quiet place to unwind. My place is good for couples, solo adventurers, and business travelers.

Top guest favorite
A charming wooden cabin is surrounded by tall trees, featuring a welcoming porch with a seating area. Greenery adorns the entrance, while a small path leads to the cabin's front. The natural setting promotes a tranquil and peaceful atmosphere.
Cabin in Eupora
4.97 out of 5 average rating, 31 reviews

Crystal Creek Cabin

Cozy Cabin Retreat in a Peaceful Setting – Perfect for Two Escape to this charming one-bedroom cabin, nestled in a serene and peaceful environment, perfect for a couple’s getaway or a solo retreat. Whether you're seeking a tranquil space to relax or a comfortable base to explore the surrounding area, this cozy cabin has everything you need for a restful stay.

Top guest favorite
A cozy sleeping area features a queen bed with white linens and decorative pillows. Colorful artwork adorns the walls, while a dark patterned area rug covers the floor. A plush chaise lounge provides additional seating, complemented by two bedside lamps for soft lighting.
Farm stay in Oxford
4.98 out of 5 average rating, 408 reviews

Art Gallery Apartment

This basement apartment is below Oxford Treehouse Gallery in beautiful Lafayette County. It is nestled in the trees down a private drive only 6.5 miles from the Oxford Square. It has a private entrance with an outside covered seating area and access to the screened porch off the gallery.

Popular amenities for Calhoun County vacation rentals

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