A rocky stream with people standing and sitting on the rocks.

Search Holiday Rentals in Simpson County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Our top choices for Simpson County holiday rentals

A spacious living room with a stone fireplace, wooden ceiling, and a kitchen area with modern appliances.

1. Private hot tub • Putting green • Peaceful Mississippi cabin

Private hot tub • Putting green • Peaceful Mississippi cabin
Mendenhall
7.8 out of 10, Good, (23 reviews)
"Place was as advertised. Secluded location and good amenities. Loved the tranquility of the environment. "
United States
Brian S.
The price is £213
includes taxes & fees
19 Oct - 20 Oct
Private hot tub • Putting green • Peaceful Mississippi cabin
A hotel room with a bed, a TV, a desk, a bathroom with a sink and mirror, and a patterned rug.

2. 1 King Bed | Smoking, Micfridge

1 King Bed | Smoking, Micfridge
Jackson
10.0 out of 10, Exceptional, (55 reviews)
"Plenty of hot water in the shower and comfy bedding perfect after long drives or outings during day!"
United States
Anonymous traveller
The price is £45
includes taxes & fees
23 Oct - 24 Oct
1 King Bed | Smoking, Micfridge
A wooden deck with a railing overlooking a forested area.

3. Escape to the Canopy: Enchanting Treehouse Retreat in the Heart of Nature

Escape to the Canopy: Enchanting Treehouse Retreat in the Heart of Nature
Mount Olive
10.0 out of 10, Exceptional, (30 reviews)
"We have stayed here several times and plan to come back and check out the newest treehouse next time! Host is very friendly and helpful. The property is beautiful. Well worth it. Thanks again!"
United States
Tyler D.
The price is £140
includes taxes & fees
8 Oct - 9 Oct
Escape to the Canopy: Enchanting Treehouse Retreat in the Heart of Nature
A reception area with a marble counter, a clock on the wall, and a television mounted above it.

4. Jackson | King Bed Smoking

Jackson | King Bed Smoking
Jackson
10.0 out of 10, Exceptional, (176 reviews)
"Great amenities for a solid stay."
United States
Anonymous traveller
The price is £41
includes taxes & fees
6 Oct - 7 Oct
Jackson | King Bed Smoking
A reception area with a marble counter, a clock on the wall, and a television mounted above it.

5. Jackson | 2 Full Bed

Jackson | 2 Full Bed
Jackson
10.0 out of 10, Exceptional, (148 reviews)
"Comfortable atmosphere made our quick trip enjoyable overall."
United States
Anonymous traveller
The price is £44
includes taxes & fees
6 Oct - 7 Oct
Jackson | 2 Full Bed
A hotel room with two beds, a desk, a telephone, and a door.

6. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Prentiss, MS
10.0 out of 10, Exceptional, (65 reviews)
"Great location close to restaurants in town within minutes drive or walk away."
United States
Anonymous traveller
The price is £105
includes taxes & fees
1 Nov - 2 Nov
2 Queen Beds Non-Smoking
A kitchen with a wooden countertop, a sink, and a blue cabinet with drawers.

7. Truly Unique Treehouse - The Fox Den - Holiday Home

Truly Unique Treehouse - The Fox Den - Holiday Home
Mount Olive
The price is £152
includes taxes & fees
6 Oct - 7 Oct
Truly Unique Treehouse - The Fox Den - Holiday Home
A compact kitchen with a built-in oven, a microwave, and a small countertop.

8. Stay Local - Gameroom near Amphitheater and Baseball

Stay Local - Gameroom near Amphitheater and Baseball
Pearl
9.2 out of 10, Wonderful, (20 reviews)
"Loved the gameroom"
United States
Brenda W.
The price is £291
includes taxes & fees
11 Oct - 12 Oct
Stay Local - Gameroom near Amphitheater and Baseball
A wooden interior with a sloped ceiling, a staircase, and framed pictures on the walls.

9. Jackson’s Urban Cabin Escape

Jackson’s Urban Cabin Escape
Jackson
10.0 out of 10, Exceptional, (1 review)
"We loved the house perfect half way point for family meet up ! We will be booking often."
United States
David N.
The price is £315
includes taxes & fees
6 Oct - 7 Oct
Jackson’s Urban Cabin Escape
A modern kitchen with granite countertops, a built-in sink, and a dining area with white chairs.

10. Entire 4 Bedroom home in Pearl, Mississippi

Entire 4 Bedroom home in Pearl, Mississippi
Pearl
9.6 out of 10, Exceptional, (35 reviews)
"Everything was clean and we had plenty of space! Will definitely recommend to anyone staying in the area!"
United States
Margaret B.
The price is £293
includes taxes & fees
12 Oct - 13 Oct
Entire 4 Bedroom home in Pearl, Mississippi
A living room with a mannequin, a framed picture, a bar sign, and a suitcase with a motivational quote.

11. Urban Chic Studio, Private, 1B1B. Belhaven area. Near campus& hospitals.

Urban Chic Studio, Private, 1B1B. Belhaven area. Near campus& hospitals.
Greater Belhaven
9.8 out of 10, Exceptional, (55 reviews)
"Great stay"
United States
Fawnda W.
The price is £157
includes taxes & fees
6 Oct - 7 Oct
Urban Chic Studio, Private, 1B1B. Belhaven area. Near campus& hospitals.
A hotel room with a bed, a TV on a wooden stand, and a black refrigerator.

12. V108 Gated 2 Double Beds Hotel Room

V108 Gated 2 Double Beds Hotel Room
Jackson
The price is £326
includes taxes & fees
17 Oct - 18 Oct
V108 Gated 2 Double Beds Hotel Room
A hotel room with a bed, a TV on a wooden stand, and a black refrigerator.

13. 107 Gated King Bed Hotel Room

107 Gated King Bed Hotel Room
Jackson
The price is £333
includes taxes & fees
12 Oct - 13 Oct
107 Gated King Bed Hotel Room
A bedroom with a bed, a TV on a bedside table, and a refrigerator.

14. 259 Gated King Bed Hotel Room

259 Gated King Bed Hotel Room
Jackson
The price is £94
includes taxes & fees
14 Oct - 15 Oct
259 Gated King Bed Hotel Room
A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

15. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Jackson
10.0 out of 10, Exceptional, (56 reviews)
"This hotel provided great value compared to others we've seen in this area."
United States
Anonymous traveller
The price is £49
includes taxes & fees
4 Nov - 5 Nov
2 Queen Beds | Non-Smoking, Micfridge
A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

16. 1 King Bed | Suite, Smoking, Hot Tub, Micfridge

1 King Bed | Suite, Smoking, Hot Tub, Micfridge
Jackson
10.0 out of 10, Exceptional, (55 reviews)
"Good price for what you get here, clean rooms, pool access, and parking included."
United States
Anonymous traveller
The price is £61
includes taxes & fees
23 Oct - 24 Oct
1 King Bed | Suite, Smoking, Hot Tub, Micfridge
A bedroom with a bed, a desk, a chair, a TV, and a mirror.

17. King Bed|Smoking|Prentiss, MS

King Bed|Smoking|Prentiss, MS
Prentiss, MS
10.0 out of 10, Exceptional, (68 reviews)
"Had a nice time relaxing here."
United States
Anonymous traveller
The price is £96
includes taxes & fees
6 Oct - 7 Oct
King Bed|Smoking|Prentiss, MS
A bedroom with a bed, a desk, a chair, a TV, and a mirror.

18. King Bed Non-Smoking

King Bed Non-Smoking
Prentiss, MS
10.0 out of 10, Exceptional, (57 reviews)
"Great little spot tucked away,not too much noise despite being by roads which is always appreciated when traveling alone on longer trips!"
United States
Anonymous traveller
The price is £96
includes taxes & fees
6 Oct - 7 Oct
King Bed Non-Smoking
A hotel room with two beds, a desk, a telephone, and a door.

19. 2 Queen Bed | Smoking

2 Queen Bed | Smoking
Prentiss, MS
10.0 out of 10, Exceptional, (44 reviews)
"Not much around but worth it for what you pay. A clean space with all the basics for an overnight stay."
United States
Anonymous traveller
The price is £105
includes taxes & fees
6 Oct - 7 Oct
2 Queen Bed | Smoking
A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

20. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Jackson
10.0 out of 10, Exceptional, (56 reviews)
"Spent three nights here, enjoying how close we were to attractions yet still managing peaceful nights of sleep afterward."
United States
Anonymous traveller
The price is £45
includes taxes & fees
5 Nov - 6 Nov
1 King Bed | Non-Smoking, Micfridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpson County Hotel Reviews

Days Inn & Suites by Wyndham Brandon Amphitheater

Days Inn & Suites by Wyndham Brandon Amphitheater

8/10 Good
"Ice maker not working"
Hal 1-night trip
Posted 1 hour ago
Days Inn & Suites by Wyndham Brandon Amphitheater

Find out more about Simpson County

Holiday Apartments in Simpson County

Search for holiday rentals in Simpson County on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Simpson County using one of the methods below:

  • View our selection of featured holiday rentals in Simpson County
  • Use the map to find apartments and other holiday homes in the Simpson County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Simpson County while they last

Look no further and take a look at our great range of rental properties in Simpson County

Explore a world of travel with Expedia