Southside Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southside vacation rentals

A dock with a boat, a wooden pier, and a house with a red roof in the background.

1. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.4 out of 10, Exceptional, (16 reviews)
"So much fun!! Excellent host! Very informative. Loved the privacy and being on the water. The bed was super comfortable and the fireplace (electric) kept us warm and cozy. It was such a unique thing to do and we will be back!"
United States
Jane
The price is ₩284,593
₩370,046 total
includes taxes & fees
Nov 14 - Nov 15
MV GiaMaria
A dock area with boats, a covered seating area, and a sign indicating no trespassing for boat owners and guests only.

2. Cookie B

Cookie B
3.0 star property
Richmond
9.4 out of 10, Exceptional, (11 reviews)
"Loved exploring the boathouse and reading the stuff around it. Great area, and wonderful location."
United States
Ronald
The price is ₩291,714
₩399,232 total
includes taxes & fees
Nov 15 - Nov 16
Cookie B
A modern living room with a sofa, armchairs, a round coffee table, a fireplace, and a TV mounted on the wall.

3. Game Room + Yard: Updated House in Chester!

Game Room + Yard: Updated House in Chester!
3.0 star property
Chester
Game Room + Yard: Updated House in Chester!
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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Find vacation rentals that suit your style

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Apartments
Apartments
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Condos
Condos

Top Southside Hotel Reviews

A hot tub area with a 3 ft depth limit, surrounded by chairs and tables, with large windows offering a view of the outdoors.
Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond
Glen Allen

10/10 Excellent

Great place to stop off when making trip thru Richmond
United States
Gary
Reviewed August 6, 2025
Drury Plaza Hotel Richmond

Find out more about Southside

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Look no further and take a look at our great range of rental properties in Southside!