Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

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Guest favorite

A spacious bathroom features exposed brick walls and soft, natural light filtering through sheer curtains. A round mirror is mounted above a white vanity with storage. Textured bath mats are positioned by the vanity, alongside a wicker basket and laundry container.

Apartment in Calhoun City

4.93 out of 5 average rating, 173 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.

Guest favorite

The private bathroom features a white toilet and a pedestal sink, complemented by a brown mat on the flooring. A laundry basket with a circular pattern and a small basket containing toiletries are also present, along with a red towel hanging on a rack.

Guesthouse in Ecru

4.96 out of 5 average rating, 284 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 favorite

Home in Oxford

4.96 out of 5 average rating, 27 reviews

Home with Free Football Parking Pass

Cozy, bright home in Oxford w/ FREE GAME DAY PARKING PASS Relax with the whole family at this peaceful, recently remodeled (new appliances too!) house, just minutes from the Square & campus. Placed on 1.5 acres, this 3 bedroom/2 bath Oxford home gives plenty of elbow room & parking for family & friends. Fire up the grill or fire pit & enjoy the beautiful outdoors on the massive back porch w/ outdoor TV & string lights. Ease game day stress with 1 FREE game day parking spot near sorority row!

Guest favorite

A rustic bathroom sink is positioned atop a wooden barrel, featuring a round mirror above it. The natural wood walls create a warm ambiance. A plush red rug is placed on the floor, and a small decorative chair is visible beside the barrel.

Cabin in Bruce

5 out of 5 average rating, 10 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 designated coffee station is featured, showcasing a countertop with a coffee maker and a decorative tray containing coffee pods. Above, a floating shelf holds several mugs and glassware, while a small plant adds a touch of freshness. The area is well-lit and inviting.

Home in Randolph

4.94 out of 5 average rating, 48 reviews

Glen’s Getaway

Whether you’re visiting family & friends or just wanting to stay in the heart of Pontotoc’s Amish Community, Glen’s Getaway has everything you & your family need for a few nights away from home. This is a comfortable, spacious manufactured home built in 2019. While here, you can tour the Amish community & purchase any of their handmade goods. You’re only a short 12-minute drive from many popular boutiques, Pontotoc Farmer’s Market, a variety of local restaurants & food trucks, Walmart, etc

Top guest favorite

A modern wall-mounted electric fireplace is showcased, featuring glowing orange flames. Above it, decorative items include a pumpkin with 'Thankful & Blessed' sign, a small white pumpkin, and a vase with sunflowers, creating a seasonal and inviting focal point.

Cottage in Blue Springs

4.99 out of 5 average rating, 149 reviews

WindSong NO Cleaning Fees Long Stay 15% & 45% Disc

“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 favorite

Barn in Oxford

4.96 out of 5 average rating, 109 reviews

The Barn- Luxurious & Unique farmstay getaway

RETREAT, RELAX, ESCAPE-10 easy minutes to the Square, our 2/2 Barn is a rare experience in peaceful setting. It has a K BR w/en suite bathroom. 2nd bedroom is a Full. There's a fully furnished kitchen, coffee/tea bar, a deep south facing back porch with fire pit & grill for your outdoors hang out. We have an outdoor saloon bar & movie/projector facilities in the open end of the barn. Everything you could wish for is provided. Staying at The Barn is a unique experience to be treasured

Guest favorite

A laundry area features a modern washing machine and a wooden cabinet with a sink. Above, five light fixtures illuminate the space. A laundry basket rests on top of the machine, and textured brick walls complement the tiled flooring.

Guest suite in Oxford

4.93 out of 5 average rating, 236 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.

Guest favorite

An outdoor pool is illuminated in soft blue lighting, creating a calming nighttime ambiance. Surrounding the pool, a spacious patio area features seating options, and a pool house is visible in the background. The scene is framed by trees, enhancing the serene environment.

Condo in Oxford

4.93 out of 5 average rating, 350 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 favorite

A serene landscape features a calm lake surrounded by towering trees. The still water reflects the greenery and blue sky, creating a peaceful atmosphere. The shoreline is lined with dry grasses and low shrubs, enhancing the natural beauty of the setting.

Cottage in Oxford

4.96 out of 5 average rating, 76 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 favorite

A modern kitchen and dining area features a light-colored tile floor and stylish cabinetry. The kitchen is equipped with a black oven, a geometric tiled backsplash, and a spacious countertop. A round dining table with yellow chairs is positioned next to the kitchen for a bright, contemporary feel.

Home in Pontotoc

4.82 out of 5 average rating, 17 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.

Guest favorite

A covered outdoor seating area is visible beneath the upper structure, supported by wooden beams. The surrounding landscape includes lush greenery and the gravel path leading to the apartment. Trees provide shade alongside the space, creating a tranquil environment.

Farm stay in Oxford

4.98 out of 5 average rating, 403 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.

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Popular amenities for Calhoun County vacation rentals

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Pool

Free parking on premises

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Other great vacation rentals in Calhoun County

Top guest favorite

A cozy cabin porch is showcased, featuring a decorative wreath on the door and two rocking chairs positioned on the wooden railing. Sunlight filters through surrounding trees, highlighting the rustic wooden structure with a metal roof.

Cabin in Oxford

5 out of 5 average rating, 10 reviews

Johnny's Cabin

AmandaRating, 5 stars5 days ago

This place was wonderful place for my family to stay for my son’s wedding. Tricia was super helpful and very proactive on a special needs situation. After the rehearsal, the wedding, the reception, I can’t think of a better place I’d want to be this morning, outside in the rocking chair sitting outside. This is such a nice, quiet place. Sitting outside in the morning, you can actually hear yourself think :) it was wonderful. Thank you again!

Guest favorite

A compact bathroom features a white toilet positioned next to a textured wooden shower curtain depicting a rustic door. Plush bath mats in deep brown are placed near the tub and toilet. A portable heater stands on the floor, adding warmth to the space.

Cabin in Gore Springs

4.89 out of 5 average rating, 9 reviews

Camp House Retreat

PaulandRating, 5 stars3 months ago

This was a wonderful place to stay. The house is exactly as described and so convenient to everything we were doing. It was fully stocked with anything you may need. Marjorie made the check in so easy. The electronic lock was great because we didn't have to take an extra key with us and worry about losing it while fishing. I highly recommend this place and we will definitely book with them again.

Guest favorite

A framed definition of 'hotty toddy' is displayed on a wooden countertop. The print defines the term and its connection to the University of Mississippi. The background features white subway tiles that complement the warm tones of the countertop.

Home in Taylor

5 out of 5 average rating, 8 reviews

Tiny Taylor Retreat - minutes from Ole Miss Campus

AngelicaRating, 5 stars5 days ago

This place was wonderful, I'll be booking again on our next trip to Oxford

A vintage-style bathtub rests against a rustic wooden wall. A small wooden table displays decorative items and a framed picture. Soft lighting enhances the warm tones of the wood, creating a homely atmosphere.

Home in Mathiston

4.7 out of 5 average rating, 23 reviews

Bully's Lake House

GloriaRating, 5 stars1 week ago

Beautiful location where you've got neighbors, but it's quiet and secluded. I needed a place I didn't have to worry about anyone hanging around to worry my dog. The hosts were great! They let me know that the lawn service was coming the next day, which I appreciated since I had a pet and was also by myself. I could have used a couple more towels for my length of stay, but I also didn't ask.

Guest favorite

A cozy sleeping area features a decorative wall with the phrase 'Be Our Guest' in script. Two plants in rustic pots are mounted on either side of the bed, which is topped with patterned pillows and a quilted cover. Warm-lit bedside lamps add to the ambiance.

Cabin in Bruce

5 out of 5 average rating, 99 reviews

The Cabin at Brookwood

WandaRating, 5 stars18 months ago

The place was beautiful s. Just as the pictures and description. We had a great time walking the trails and being in the peaceful surroundings. It was just perfect!!! The host was very attentive and friendly. He took care of all our questions.

Guest favorite

The exterior of the Tallahatchie Townhouse is showcased, featuring a prominent sign with the name and establishment year. The structure is painted in light colors, with warm light spilling from the window nearby, hinting at the cozy atmosphere within.

Home in New Albany

4.94 out of 5 average rating, 299 reviews

TallahatchieTownhouse | Downtown ON the Tanglefoot

KaileeRating, 5 stars2 months ago

The price was great, the place was comfortable and inviting. The TV’s are logged in to multiple streaming apps for easy watching, the bedrooms are spacious and cozy and the host was great and quickly responds!