Chickasaw County Holiday Rentals

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Our top choices for Chickasaw County holiday rentals

Smart TV

Charming 1940s Bungalow Cozy Vibes & Vintage Style

Charming 1940s Bungalow Cozy Vibes & Vintage Style
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and nice neighborhood, will stay again "
United States
Anonymous traveller
The price is HK$677
HK$1,520 total
includes taxes & fees
19 May - 20 May
Charming 1940s Bungalow Cozy Vibes & Vintage Style
Microwave, oven, stovetop, coffee/tea maker

Cozy 1-bedroom house in charming West Point with AC, WiFi

Cozy 1-bedroom house in charming West Point with AC, WiFi
West Point
9.4 out of 10, Exceptional, (19 reviews)
"Very quaint and quiet home. Communication with host was good and they were helpful when needed. "
United States
Brenda
The price is HK$550
HK$840 total
includes taxes & fees
20 May - 21 May
Cozy 1-bedroom house in charming West Point with AC, WiFi
Terrace/patio

Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6

Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
Mathiston
9.8 out of 10, Exceptional, (54 reviews)
"Comfortable cabin and beautiful surroundings!"
United States
Gary
The price is HK$1,292
HK$2,396 total
includes taxes & fees
5 Jun - 6 Jun
Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
Exterior

The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage with Hot Tub
Tupelo
10.0 out of 10, Exceptional, (43 reviews)
"After a 7+ hour drive, the hot tub was fabulous. Hot enough. Decor was fun. Just did an overnight, but would definitely recommend. Host was quick with response. We had 5 in our party. Much more than a hotel."
United States
Becky
The price is HK$1,057
HK$2,570 total
includes taxes & fees
19 May - 20 May
The Sugar Shack Cottage with Hot Tub
Exterior

NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style

NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style
Tupelo
9.6 out of 10, Exceptional, (4 reviews)
"Clean and set up just for me and my dog. I enjoyed my stay and Mel was very helpful and kind. "
United States
Neesha O.
The price is HK$509
HK$1,571 total
includes taxes & fees
19 May - 20 May
NEW DOWNTOWN TUPELO- HOUND DOG BUNGALOW -ROCK-N-ROLL themed 1BR 1B Shotgun style
Exterior

Fawn Grove cottage

Fawn Grove cottage
Mantachie
10.0 out of 10, Exceptional, (1 review)
The price is HK$783
HK$1,575 total
includes taxes & fees
31 May - 1 Jun
Fawn Grove cottage
Golf

Old Waverly Golf Course Condo

Old Waverly Golf Course Condo
West Point
The price is HK$1,958
HK$3,779 total
includes taxes & fees
20 May - 21 May
Old Waverly Golf Course Condo
Smart TV

Hollywood Bungalow

Hollywood Bungalow
Tupelo
10.0 out of 10, Exceptional, (30 reviews)
"House was clean with all necessary amenities. Listing was accurate. Will stay again!"
United States
Railey G.
The price is HK$1,057
HK$2,469 total
includes taxes & fees
19 May - 20 May
Hollywood Bungalow
Fridge, microwave, oven, stovetop

The Callaway Cottage- HOME AWAY FROM HOME!

The Callaway Cottage- HOME AWAY FROM HOME!
Tupelo
9.4 out of 10, Exceptional, (22 reviews)
"This home is located in a very quiet neighborhood yet it is close enough to anything you want or need to do in Tupelo.We were able to relax and unwind after visiting with family and doing some shopping."
United States
Jonathan H.
The price is HK$1,057
HK$2,007 total
includes taxes & fees
19 May - 20 May
The Callaway Cottage- HOME AWAY FROM HOME!
Fridge, microwave, oven, stovetop

Bristow Bungalow

Bristow Bungalow
Tupelo
9.2 out of 10, Wonderful, (35 reviews)
"Just a great house! "
United States
Diane G.
The price is HK$1,292
HK$2,343 total
includes taxes & fees
20 May - 21 May
Bristow Bungalow
Exterior

Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Belden
10.0 out of 10, Exceptional, (14 reviews)
"Everything was amazing! We will definitely be staying again. "
United States
Elizabeth N.
The price is HK$1,683
HK$1,943 total
includes taxes & fees
19 May - 20 May
Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Interior

Downtown Loft Cozy 1-bedroom apartment in adorable Aberdeen with WiFi

Downtown Loft Cozy 1-bedroom apartment in adorable Aberdeen with WiFi
Aberdeen
10.0 out of 10, Exceptional, (1 review)
"The Loft was a quaint cozy place to stay for the night. Me and my friends were attending the MS State/Vols game and was fortunate to find this place at the last minute. Ms. Danielle was a wonderful host and even let us check in early so we wouldn’t be late to the game. She also helped us promptly when we accidentally locked ourselves out of the Loft. Thank you Ms. Danielle for a wonderful stay!"
United States
Crystal D.
The price is HK$1,403
HK$2,330 total
includes taxes & fees
19 May - 20 May
Downtown Loft Cozy 1-bedroom apartment in adorable Aberdeen with WiFi
Interior

The Duplex - 2bed/1bath duplex unit family & pet friendly

The Duplex - 2bed/1bath duplex unit family & pet friendly
West Point
The price is HK$1,112
HK$1,785 total
includes taxes & fees
19 May - 20 May
The Duplex - 2bed/1bath duplex unit family & pet friendly
Exterior

Spacious Historic Downtown home that sleeps up to 10!

Spacious Historic Downtown home that sleeps up to 10!
Tupelo
10.0 out of 10, Exceptional, (66 reviews)
"Great property in a great location!"
United States
Gary A.
The price is HK$1,403
HK$2,655 total
includes taxes & fees
19 May - 20 May
Spacious Historic Downtown home that sleeps up to 10!
Interior

Relax to the hum of alpacas just off the balcony of this former Amish store

Relax to the hum of alpacas just off the balcony of this former Amish store
Pontotoc
The price is HK$888
HK$1,553 total
includes taxes & fees
22 May - 23 May
Relax to the hum of alpacas just off the balcony of this former Amish store
Fridge, microwave, oven, stovetop

Fantastic 3-bedroom house with AC in Saltillo Charming Southern Retreat –

Fantastic 3-bedroom house with AC in Saltillo Charming Southern Retreat –
Saltillo
10.0 out of 10, Exceptional, (2 reviews)
"Host responded quickly. Home was well cared for; beds were comfortable; living area great for a large family; kitchen well stocked with very nice appliances. Beautiful roses greeted us upon arrival."
United States
Gale S.
The price is HK$1,262
HK$2,478 total
includes taxes & fees
19 May - 20 May
Fantastic 3-bedroom house with AC in Saltillo Charming Southern Retreat –
Exterior

Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH

Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Belden
10.0 out of 10, Exceptional, (8 reviews)
"Such a wonderful cottage to stay at during our thanksgiving trip to Tupelo, it was the perfect retreat after spending the day with family. Very clean, comfortable, and cozy. We will definitely stay again."
United States
Tim M.
The price is HK$1,683
HK$1,918 total
includes taxes & fees
26 May - 27 May
Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
Exterior

Pink House Social

Pink House Social
Amory
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay in the Pink House. The owner was very easy to work with and we loved the decor. It was a perfect place for our group to stay for our first trip to Mississippi! "
Canada
Dorothy L.
The price is HK$1,950
HK$3,766 total
includes taxes & fees
16 Jun - 17 Jun
Pink House Social
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chickasaw County Hotel Reviews

La Quinta Inn & Suites by Wyndham Tupelo

La Quinta Inn & Suites by Wyndham Tupelo

10/10 Excellent
"I loved the location and the closeness to everything. Most of all the front desk staff were incredible! Friendly, helpful, great communication and very nice."
Jessie 3-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Tupelo