Holiday rentals in Chickasaw County

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Top-rated holiday rentals in Chickasaw County

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

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Guest favourite

Flat in Calhoun City

4.93 out of 5 average rating, 133 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.

6–13 Apr

$128 SGD per night

Guest favourite

Home in Amory

5.0 out of 5 average rating, 137 reviews

Riverside Escape at Sunset Point

Relax in clean comfort on Aberdeen Lake and the Tenn-Tom Waterway. Whether fishing in warm months or just watching the geese and ducks in the winter, it is quiet and cozy. It has a large screened porch, electric fireplace, pier, shady fenced yard, rockers, a swing, fire pit, gas and charcoal grills. The kitchen is well equipped and the home is handicap accessible with a porch lift, grab bars and ramps. Columbus (16 mi), Tupelo (38 mi), MSU/Starkville(45 mi) & River Birch Golf Course (10mi)

16–23 Aug

$177 SGD per night

Guest favourite

Guest house in Ecru

4.96 out of 5 average rating, 255 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 $12.00. Delivered to your door in a.m. Local venues: Great Mexican Restaurant 2 miles Walmart 3 Miles Convenient Store 1/4 mile

18–25 Jun

$122 SGD per night

Guest favourite

Home in Tupelo

4.97 out of 5 average rating, 145 reviews

LUXE Remodel | Historic 1 BR in PERFECT location

Spoil yourself in this high-end historic home. This private guest suite features an expansive chef’s kitchen-State of the Art appliances-gas range, wine fridge, ice maker, microwave, etc. Sleeping quarters consists of a comfy king bed with soft linens and sitting area by the fireplace. Bathroom features multihead shower and large soaking tub, all serviced by a tankless hot water heater. Outside, you'll love relaxing on the patio! Walk to dinner at nearby, Forklift or CharCutie! Welcome home!

11–18 Aug

$194 SGD per night

Guest favourite

Cottage in Tupelo

4.93 out of 5 average rating, 132 reviews

Cozy Cottage with Fenced Backyard!

Work remotely or simply relax at this peaceful and centrally-located cottage in one of Tupelo’s most sought after residential areas. Our home is perfect for a morning walk, remote work with high speed internet and located close to everything. We are an 8 minute drive to Elvis’ birthplace and Furniture Market. 5 minute drive to downtown, 45 minutes to Oxford and an hour to Starkville. In the evening, relax under the stars and string lights with dinner and cocktails on our back porch.

9–16 Jan

$183 SGD per night

Guest favourite

Cottage in Starkville

4.98 out of 5 average rating, 205 reviews

StarkVegasBarndo - MSU - 2 Bdrms - NO CLEANING FEE

Our farm guesthouse is perfectly located for games and campus visits. Situated on 20 quiet acres just off of campus. Two bedroom guesthouse inside our beautiful red barn with a kitchenette (refrigerator, coffee maker, sink, and microwave), living room, and bathroom. The guesthouse is 700 sq ft of completely central air-conditioned private space. Front entrance has a covered porch and private entrance. This barn is detached from our farm house sitting about 150ft away. No pets allowed.

21–28 May

$148 SGD per night

Guest favourite

Home in Tupelo

4.98 out of 5 average rating, 187 reviews

Historic Charm Near Downtown Tupelo

Newly remodeled historic home less than a mile from Downtown Tupelo where you can enjoy shopping and plenty of tasty restaurants. The house has been thoughtfully furnished in a fun, midcentury modern style. The beds are very comfortable and the master bathroom has a giant shower and separate soaking tub to enjoy after a long day. Please note the house is close to the famous downtown train so you may hear the engine horn at night.

2–9 Jan

$172 SGD per night

Guest favourite

Home in Tupelo

4.99 out of 5 average rating, 252 reviews

The Tupelo Honey House Historic & Renovated - 2BR

Enjoy a stylish and comfortable experience located in Tupelo, MS. Whether you’re here for work or just for fun, our hope is that you can kick back and relax in this calm space. We are just minutes from I-22, the birthplace of Elvis and downtown Tupelo. There is plenty of parking at the Tupelo Honey House too. We love Tupelo and are happy to answer any questions.

18–25 Dec

$170 SGD per night

Guest favourite

Home in Tupelo

4.93 out of 5 average rating, 144 reviews

Newly Renovated Historic Mill Village Cottage

Built in 1901, the restoration on this home was completed in 2020. Set in Tupelo's Mill Village the neighborhood is unique in location, history and feel. Tupelo's Mill Village adjoins downtown making this home a very short walk to downtown! Just a block from Relics Antique Market, it is less than 10 minutes to Main Street and less than 15min walk to Fairpark.

24–31 Aug

$152 SGD per night

Guest favourite

Guest house in Amory

4.98 out of 5 average rating, 102 reviews

Honey Pot

I think you will enjoy staying at our beautiful guest home addition on Riverbirch golf course. You can walk or run in our safe neighborhood or bring your clubs for an evening of golf. Pets may be allowed for a small additional fee - Please discuss with me prior to your booking. I enjoy social media and provide high speed internet

5–12 Jul

$156 SGD per night

Guest favourite

Farm stay in Oxford

4.98 out of 5 average rating, 388 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.

27 May – 3 Jun

$117 SGD per night

Guest favourite

Guest house in Tupelo

4.98 out of 5 average rating, 386 reviews

Cozy Guest House in Downtown Tupelo

Private cozy one bedroom with a bathroom guesthouse available. It is conveniently located in downtown Tupelo. Private entrance and includes wifi, roku tv, microwave, mini fridge, and Keurig coffee maker. Within walking distance to downtown Tupelo with great Restaurants.

5–12 Oct

$103 SGD per night