Ancient stone columns with intricate capitals, surrounded by a chain-link fence, set against a backdrop of lush greenery and a cloudy sky.

Holiday Homes in Southwest

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Southwest holiday homes

1. Sit and relax a while

Sit and relax a while
Natchez
The price is NZ$402
includes taxes & fees
16 Sept - 17 Sept
Sit and relax a while

2. Jackson’s Urban Cabin Escape

Jackson’s Urban Cabin Escape
Jackson
The price is NZ$681
includes taxes & fees
19 Sept - 20 Sept
Jackson’s Urban Cabin Escape

3. Heart of the City ~ Belhaven • Fondren • Medical District

Heart of the City ~ Belhaven • Fondren • Medical District
Greater Belhaven
The price is NZ$791
includes taxes & fees
29 Aug - 30 Aug
Heart of the City ~ Belhaven • Fondren • Medical District

4. Jackson's Ultimate Luxury Stay

Jackson's Ultimate Luxury Stay
Jackson
The price is NZ$855
includes taxes & fees
24 Aug - 25 Aug
Jackson's Ultimate Luxury Stay
A room with a white brick fireplace, a framed comic book on the mantel, and a small statue on the wall.

5. The Comic House

The Comic House
Clinton
9.0 out of 10, Wonderful, (24 reviews)
"Perfect for our needs."
United States
Melissa Gillean G.
The price is NZ$356
includes taxes & fees
24 Aug - 25 Aug
The Comic House
A living room with a mannequin, a bar area, and a staircase.

6. 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, (53 reviews)
"Great stay"
United States
Fawnda W.
The price is NZ$340
includes taxes & fees
21 Aug - 22 Aug
Urban Chic Studio, Private, 1B1B. Belhaven area. Near campus& hospitals.
A dining area with a wooden table set for four, black chairs, and a chandelier.

7. NEW! Stylish and Modern Home In the Heart of the Popular Fondren District

NEW! Stylish and Modern Home In the Heart of the Popular Fondren District
Fondren
9.6 out of 10, Exceptional, (41 reviews)
"We loved our stay!! The house was as pictured, beautiful and clean and smelled great. Will definitely recommend "
United States
Marneicha W.
The price is NZ$329
includes taxes & fees
26 Aug - 27 Aug
NEW! Stylish and Modern Home In the Heart of the Popular Fondren District
A compact kitchen with white cabinetry, a refrigerator, a microwave, and a stove.

8. House on Richmond

House on Richmond
Brookhaven
10.0 out of 10, Exceptional, (15 reviews)
"Our bachelorette party loved the place! It was so nice and peaceful!"
United States
Makayla W.
The price is NZ$343
includes taxes & fees
20 Sept - 21 Sept
House on Richmond
An outdoor seating area with white chairs and tables, a gas station sign, and string lights.

9. Steps from Fondren’s Favorite Spots: 5 minutes from Hospital’s

Steps from Fondren’s Favorite Spots: 5 minutes from Hospital’s
Fondren
8.0 out of 10, Very good, (7 reviews)
"This was our second time to stay here. Very clean, cute decor, has games to play, Roku to log in to your apps for TV and a great location. Close to Fondren which has multiple delicious places to eat. Convenient if you are visiting college kids at Belhaven or Millsaps. Host is very responsive and most helpful!"
United States
Stephanie F.
The price is NZ$436
includes taxes & fees
23 Aug - 24 Aug
Steps from Fondren’s Favorite Spots: 5 minutes from Hospital’s
A living room with a sofa, coffee table, and a ceiling fan.

10. Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed

Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed
Ridgeland
9.8 out of 10, Exceptional, (7 reviews)
"Location was great and house had character. "
United States
Gail B.
The price is NZ$483
includes taxes & fees
21 Aug - 22 Aug
Convenient & Renovated 2BD/2BA house near Reservoir, Fenced Backyard, King Bed
A modern kitchen with dark cabinets, a white countertop, and a large window.

11. Stay Local - Gameroom near Amphitheater and Baseball

Stay Local - Gameroom near Amphitheater and Baseball
Pearl
9.4 out of 10, Exceptional, (19 reviews)
"Loved the gameroom"
United States
Brenda W.
The price is NZ$631
includes taxes & fees
16 Sept - 17 Sept
Stay Local - Gameroom near Amphitheater and Baseball
A house with a covered patio, outdoor seating, and string lights.

12. Country home w/beautiful views, close to town, reservoir and Natchez Trace

Country home w/beautiful views, close to town, reservoir and Natchez Trace
Canton
10.0 out of 10, Exceptional, (51 reviews)
"Great place to stay"
United States
Pat C.
The price is NZ$483
includes taxes & fees
23 Aug - 24 Aug
Country home w/beautiful views, close to town, reservoir and Natchez Trace
A cozy living room with a wooden floor, a white sofa, a wooden chair, and a coffee table. There is a staircase leading to an upper level.

13. Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.

Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.
Canton
9.8 out of 10, Exceptional, (42 reviews)
"Outdoors in the country on edge of town LOVED IT will be back"
United States
Max P.
The price is NZ$373
includes taxes & fees
1 Sept - 2 Sept
Unique TreeLoft with 360° views of treetops. Near Natchez Trace and Reservoir.
A bedroom with a large bed, two bedside tables with lamps, a chair, a fireplace, and a window with curtains.

14. Cozy historic Natchez cottage close to downtown and the river

Cozy historic Natchez cottage close to downtown and the river
Natchez
10.0 out of 10, Exceptional, (2 reviews)
"A great rental for a weekend away. The cottage is very spacious. It keeps its charm while having updates throughout for comfort and convenience. The grounds are sprawling and beautiful with a porch, fountain, terraced gardens, and ample parking all sitting on hill ,The pictures in the listening do not do the cottage or the surrounding ground justice. This cottage is an oasis just three blocks off ofMain St. it was an easy walk or drive to anywhere around town. I would definitely book again...
United States
Christopher B.
The price is NZ$496
includes taxes & fees
21 Aug - 22 Aug
Cozy historic Natchez cottage close to downtown and the river

15. Waterfront Modern Reservoir Retreat with boat dock & fishing pier, Pet Friendly

Waterfront Modern Reservoir Retreat with boat dock & fishing pier, Pet Friendly
Brandon
9.8 out of 10, Exceptional, (39 reviews)
"Thank you for a great visit."
United States
Madie W.
The price is NZ$694
includes taxes & fees
26 Aug - 27 Aug
Waterfront Modern Reservoir Retreat with boat dock & fishing pier, Pet Friendly
A spacious living room with a grey sofa, two armchairs, a coffee table, and a decorative rug.

16. Minutes from Downtown Vicksburg right off of I20 near ballpark 3BR Retreat,

Minutes from Downtown Vicksburg right off of I20 near ballpark 3BR Retreat,
Vicksburg
10.0 out of 10, Exceptional, (3 reviews)
"Everything was clean, location was perfect for all the things we wanted to do down town, host was great with communication and checking up to make sure things were going well."
United States
Coty F.
The price is NZ$544
includes taxes & fees
20 Sept - 21 Sept
Minutes from Downtown Vicksburg right off of I20 near ballpark 3BR Retreat,
A modern kitchen with granite countertops, a built-in sink, and a dining area with white chairs.

17. Entire 4 Bedroom home in Pearl, Mississippi

Entire 4 Bedroom home in Pearl, Mississippi
Pearl
9.6 out of 10, Exceptional, (32 reviews)
"Awesome stay! The property was clean and as described!!! Will stay again our next visit!"
United States
Stephanie W.
The price is NZ$635
includes taxes & fees
1 Sept - 2 Sept
Entire 4 Bedroom home in Pearl, Mississippi
A modern kitchen with white cabinetry, a black stove, and a black dishwasher.

18. Nice Home in the Luxurious Lakeover Community

Nice Home in the Luxurious Lakeover Community
Jackson
9.4 out of 10, Exceptional, (37 reviews)
"the house is very spacious,the host is very nice and active with responding! this is definitely a place we need to stay in again!"
United States
londyn h.
The price is NZ$505
includes taxes & fees
22 Aug - 23 Aug
Nice Home in the Luxurious Lakeover Community
A spacious living area with a wooden floor, a brown sofa, a chandelier, a spiral staircase, and a view of the outdoors through a window.

19. Adorable Downtown Carriage House Cottage

Adorable Downtown Carriage House Cottage
Natchez
9.6 out of 10, Exceptional, (49 reviews)
"Very secure and one block from river ! Great spot lots better than hotel"
United States
cerise
Adorable Downtown Carriage House Cottage

20. Country Lake Getaway.

Country Lake Getaway.
Summit
10.0 out of 10, Exceptional, (9 reviews)
"Absolutely perfect spot! Super clean and nice quiet spot to relax. "
United States
Kristin C.
The price is NZ$384
includes taxes & fees
23 Aug - 24 Aug
Country Lake Getaway.
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 Southwest Hotel Reviews

Hilton Garden Inn Jackson/Madison

Hilton Garden Inn Jackson/Madison

10/10 Excellent
"👍👍👍👍."
Javarious 2-night trip
Posted 19 hours ago
Hilton Garden Inn Jackson/Madison

Find out more about Southwest

Southwest Holiday Homes information

Number of reviews
215
Accommodation
242 Holiday Homes
Lowest Price
NZ$329
Highest Price
NZ$855

Explore a world of travel with Expedia