Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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 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.

Guest favorite
A charming yellow farmhouse is shown with a welcoming front porch and white metal roof. Lush green grass surrounds the property, while vibrant red roses bloom in the foreground. A rustic wooden shed is visible to the right, adding to the property's rural character.
Home in Water Valley
5 out of 5 average rating, 9 reviews

Twin Lakes/Old Farmhouse B&B

Located 35 minutes from Oxford and 20 minutes from Enid or Grenada Lakes. Our 130 year old farmhouse is cozy and quaint. It will sleep 7 people . There are 2 bedrooms with antique full sized beds. The master bedroom has its own half bath. In addition to the bedrooms, there is a queen sized sleeper sofa and a twin pull out loveseat. Everything has recently been remodeled. You will love our authentic 12 foot farm table that seats 12. Laundry room and fully equipped kitchen. Wifi!

Top guest favorite
An inviting exterior of the cabin is surrounded by lush greenery, featuring a spacious outdoor area with several Adirondack chairs arranged around a fire pit. String lights are hung above, creating a cozy ambiance for evening gatherings.
Cabin in Bruce
5 out of 5 average rating, 100 reviews

The Cabin at Brookwood

Tucked away on 140 acres in the rolling hills of north Mississippi, The Cabin at Brookwood is just 30 miles from Oxford, minutes from downtown Bruce, and a short drive from Tupelo and other iconic southern towns. It’s the perfect destination for a secluded getaway!

Home in Bruce
5 out of 5 average rating, 3 reviews

Some Place Special 4 You Family Home

🌟 Welcome to Someplace Special 4 You— Where Productivity Meets Comfort! Whether you’re traveling for business, planning a team retreat, or simply craving a peaceful escape, Someplace Special has everything you need—and then some.

Home in Bruce
5 out of 5 average rating, 4 reviews

Cozy relaxing home away from home

Relax with the whole family at this peaceful place to stay.

A red brick house with a distinct red metal roof is set amidst greenery. Arched openings provide a welcoming entrance, while neatly trimmed bushes frame the property. A spacious driveway leads up to the home, surrounded by a tranquil landscape.
Home in Bruce

House in Bruce on SR9

This stylish place to stay is perfect for group trips.

A serene landscape is showcased, featuring a calm lake reflecting the surrounding greenery. Fields of lush grass extend into the background, dotted with trees and hay bales. A gentle path meanders through the scenery, enhancing the natural beauty of the setting.
Cottage in Bruce

Coolwater Farm Guest Cottage

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