A street lined with various buildings, including a green awning, a red building with a sign, and a brick building with a sign that reads "about the south."

Pontotoc County Holiday Rentals

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Our top choices for Pontotoc County holiday rentals

A cabin-style building with a central open area, surrounded by a forest.

1. 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, (16 reviews)
"Everything was amazing! We will definitely be staying again. "
United States
Elizabeth N.
The price is HK$1,821
HK$2,098 total
includes taxes & fees
23 Sept - 24 Sept
Cypress - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
A cabin-style building with a central open area, surrounded by a forest.

2. 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, (10 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$1,821
HK$2,089 total
includes taxes & fees
23 Sept - 24 Sept
Cedar - NEW Cottage in woods @ Moon Lake Farm - HOT TUB - LAKE - KAYAK - FISH
A room with wooden flooring, a ceiling fan, a TV mounted on the wall, a wooden entertainment unit, a staircase, and a door.

3. 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
10.0 out of 10, Exceptional, (1 review)
"This was our Honeymoon. We found the place private and enjoyable. Highly recommend if you are just looking to get away."
United States
Jeffrey D.
The price is HK$988
HK$1,687 total
includes taxes & fees
13 Sept - 14 Sept
Relax to the hum of alpacas just off the balcony of this former Amish store
A living room with a fireplace, wooden flooring, and a ceiling fan.

4. Delightful 4-bedroom house with AC in charming Thaxton

Delightful 4-bedroom house with AC in charming Thaxton
Thaxton
The price is HK$28,230
HK$35,870 total
includes taxes & fees
13 Sept - 14 Sept
Delightful 4-bedroom house with AC in charming Thaxton
A two-story house with a brick facade, a front porch, and a garage.

5. Cozy country cottage 35 minutes to Oxford, Tupelo & 60 miles from Memphis

Cozy country cottage 35 minutes to Oxford, Tupelo & 60 miles from Memphis
New Albany
10.0 out of 10, Exceptional, (2 reviews)
"The host and the property were excellent. "
United States
Bettie R.
The price is HK$2,421
HK$3,656 total
includes taxes & fees
14 Sept - 15 Sept
Cozy country cottage 35 minutes to Oxford, Tupelo & 60 miles from Memphis
A living room with a brown leather sofa, a green armchair, a wooden coffee table, and a cowhide rug.

6. The Sugar Shack Cottage with Hot Tub

The Sugar Shack Cottage with Hot Tub
Tupelo
10.0 out of 10, Exceptional, (51 reviews)
"Nice clean place to stay in a convenient area"
United States
Evan D.
The price is HK$1,215
HK$2,750 total
includes taxes & fees
13 Sept - 14 Sept
The Sugar Shack Cottage with Hot Tub
A modern kitchen with a marble countertop, stainless steel appliances, and wooden flooring.

7. Bristow Bungalow

Bristow Bungalow
Tupelo
9.0 out of 10, Wonderful, (41 reviews)
"The place has plenty of space a big backyard with a nice patio, the living room is very nice and spacious quite neighborhood"
United States
Shaniya C.
The price is HK$1,165
HK$2,174 total
includes taxes & fees
13 Sept - 14 Sept
Bristow Bungalow
A kitchen with white cabinets, stainless steel appliances, a wooden island with chairs, and a chandelier.

8. The Callaway Cottage- HOME AWAY FROM HOME!

The Callaway Cottage- HOME AWAY FROM HOME!
Tupelo
9.2 out of 10, Wonderful, (29 reviews)
"Beautiful property in a great neighborhood!"
United States
Mary L.
The price is HK$1,137
HK$2,069 total
includes taxes & fees
22 Sept - 23 Sept
The Callaway Cottage- HOME AWAY FROM HOME!
A modern living room with a sofa, a coffee table with a bowl of pinecones and flowers, a lamp, and a view of the outdoors through large windows.

9. Modern Historic Family Retreat House in Downtown Tupelo

Modern Historic Family Retreat House in Downtown Tupelo
Tupelo
10.0 out of 10, Exceptional, (4 reviews)
"We had a absolutely wonderful stay at this property! The home was exceptionally clean, newly remodeled, and the layout was absolutely perfect for our family. It is situated right in downtown Tupelo, giving us the perfect balance of a quiet, peaceful stay while still being incredibly close to everything.The host was amazingly welcoming and went above and beyond, adding so many thoughtful, personalized touches for our family that made us feel right at home. It is an incredibly family-friendly...
United States
Jasmine W.
The price is HK$1,341
HK$3,002 total
includes taxes & fees
13 Sept - 14 Sept
Modern Historic Family Retreat House in Downtown Tupelo

10. Hollywood Bungalow

Hollywood Bungalow
Tupelo
10.0 out of 10, Exceptional, (37 reviews)
"This is a must a little slice if hippy heaven haven!!"
United States
Jaşmíné B.
The price is HK$1,137
HK$2,986 total
includes taxes & fees
13 Sept - 14 Sept
Hollywood Bungalow
A modern kitchen with white cabinets, a central island, and a dining area with chairs.

11. Family home located 3 miles from the downtown square and 4 miles from Ole Miss!

Family home located 3 miles from the downtown square and 4 miles from Ole Miss!
Oxford
10.0 out of 10, Exceptional, (11 reviews)
"Thank you for letting us stay at your beautiful house! "
United States
Samm D.
The price is HK$6,705
HK$8,198 total
includes taxes & fees
20 Sept - 21 Sept
Family home located 3 miles from the downtown square and 4 miles from Ole Miss!
A hotel entrance with a covered walkway, a bench, and a parking area.

12. 1 King Bed | Non-Smoking, Hot Tub, Micfridge

1 King Bed | Non-Smoking, Hot Tub, Micfridge
Tupelo
10.0 out of 10, Exceptional, (134 reviews)
"Location is key, plenty of dining options nearby made dinners easy after long days exploring Lexington!"
United States
Anonymous traveller
The price is HK$959
HK$1,046 total
includes taxes & fees
20 Sept - 21 Sept
1 King Bed | Non-Smoking, Hot Tub, Micfridge
A pool area with lounge chairs and a covered seating area, surrounded by a fence.

13. Newly remodeled 2-bedroom condo in Oxford!

Newly remodeled 2-bedroom condo in Oxford!
Oxford
10.0 out of 10, Exceptional, (14 reviews)
"Great location!"
United States
Jami G.
The price is HK$3,176
HK$4,393 total
includes taxes & fees
15 Sept - 16 Sept
Newly remodeled 2-bedroom condo in Oxford!
A rectangular swimming pool with lounge chairs and a covered patio area.

14. New, clean, and spacious 3 br/3 .5 ba Oxford condo!

New, clean, and spacious 3 br/3 .5 ba Oxford condo!
Oxford
10.0 out of 10, Exceptional, (47 reviews)
"Perfect place, roomy, great location, everything you could need."
United States
Scot M.
The price is HK$6,274
HK$8,591 total
includes taxes & fees
13 Sept - 14 Sept
New, clean, and spacious 3 br/3 .5 ba Oxford condo!
A modern console table with a glass top and metal frame, accompanied by a vase of dried branches, set against a plain wall.

15. Where Historic Charm Meets Comfortable Cottage Stays at The Oak in Mississippi

Where Historic Charm Meets Comfortable Cottage Stays at The Oak in Mississippi
Houston
The price is HK$3,129
HK$5,261 total
includes taxes & fees
23 Sept - 24 Sept
Where Historic Charm Meets Comfortable Cottage Stays at The Oak in Mississippi
Two white Adirondack chairs with red and striped cushions, a black door with white trim, and a patterned blue and white rug on a porch.

16. Rebel Retreat 3 King-Bedrooms 3-Bath Condo short walk to the Grove or the Square

Rebel Retreat 3 King-Bedrooms 3-Bath Condo short walk to the Grove or the Square
Oxford
10.0 out of 10, Exceptional, (8 reviews)
"The property was very clean and nice, perfect location for a weekend graduation trip!"
United States
Melissa H.
The price is HK$2,901
HK$5,077 total
includes taxes & fees
22 Sept - 23 Sept
Rebel Retreat 3 King-Bedrooms 3-Bath Condo short walk to the Grove or the Square

17. Nice home minutes from Ole Miss and square

Nice home minutes from Ole Miss and square
Oxford
The price is HK$7,254
HK$10,212 total
includes taxes & fees
24 Sept - 25 Sept
Nice home minutes from Ole Miss and square
A door with a 'Welcome' mat and a sign reading 'Love Cottage'.

18. Fawn Grove cottage

Fawn Grove cottage
Mantachie
10.0 out of 10, Exceptional, (3 reviews)
"It was great, clean, and exactly what we needed. However gps is incorrect about where the house is. The mailbox is not clearly marked and so it is hard to locate in the dark like we did. …. When you get directed to the vrbo by the cops, because you made it in late and cannot find it!"
United States
Laura p.
The price is HK$784
HK$1,561 total
includes taxes & fees
13 Sept - 14 Sept
Fawn Grove cottage
A spacious kitchen with a large island, wooden flooring, white cabinets, and a stainless steel refrigerator.

19. New listing! Luxurious space less than 2 miles from the Square and the Stadium.

New listing! Luxurious space less than 2 miles from the Square and the Stadium.
Country Club
10.0 out of 10, Exceptional, (2 reviews)
"The property has great location and was super easy to get in and out perfect "
United States
ryan h.
The price is HK$10,586
HK$14,505 total
includes taxes & fees
20 Sept - 21 Sept
New listing! Luxurious space less than 2 miles from the Square and the Stadium.
A spacious living room with a white sofa, a glass coffee table, and a blue armchair. There is a fireplace, a bookshelf, and a staircase with a railing.

20. Hector's Hotty Toddy: 2 Mi to Ole Miss

Hector's Hotty Toddy: 2 Mi to Ole Miss
3.0 star property
Oxford
The price is HK$5,976
HK$7,821 total
includes taxes & fees
15 Sept - 16 Sept
Hector's Hotty Toddy: 2 Mi to Ole Miss
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 Pontotoc County Hotel Reviews

Red Roof Inn Tupelo

Red Roof Inn Tupelo

10/10 Excellent
"Very clean. Front staff was very nice and professional. Plenty of parking."
Noriko 1-night trip
Posted 6 hours ago
Red Roof Inn Tupelo