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, 177 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, 300 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

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, 47 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.

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, 19 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 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, 118 reviews

The Barn- Luxurious & Unique farmstay getaway

RETREAT, RELAX, ESCAPE-10 easy minutes to the Square, our 2/2 Barndominium is a rare experience in peaceful setting. It has a K en suite BR. 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 modern living area features a gray sectional sofa adorned with colorful throw pillows. A glass round coffee table is positioned on a patterned rug, accompanied by a light brown accent chair. Two lamps with soft lighting stand beside the sofa, enhancing the comfortable atmosphere.

Condo in Oxford

4.94 out of 5 average rating, 411 reviews

Stylish, The Oxford Retreat, Walk to Games!

Be steps away from all the action—walk to the Ole Miss Stadium, Swayze Field, and The Grove! This stylish condo features modern mid-century décor and offers the perfect blend of comfort and convenience. Start your mornings with coffee on the spacious balcony overlooking the serene courtyard. Enjoy everything you need for a relaxing and memorable stay. *Vaught Hemingway Stadium .9 Miles *Swayze Field .9 Miles *Oxford Square 1.8 Miles

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, 102 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

4.96 out of 5 average rating, 26 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, 404 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.

Top guest favorite

An open concept living area features a comfortable gray sofa and two accent chairs on a light area rug. A coffee table holds decorative items. The dining area with wooden chairs is visible in the background, complemented by modern kitchen fixtures and a well-lit atmosphere.

Home in Water Valley

4.97 out of 5 average rating, 63 reviews

Cheerful 2 bed/bathroom home with indoor fireplace

The whole group will enjoy easy access to everything from this centrally located place. One block from Water Valleys picturesque Main Street and a short drive to Oxford. For those on a fishing trip you’ll be within a short drive to Enid, Sardis and Grenada Lakes.