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Compare 343 Vacation Homes in Southside with updated reviews, rates, and availability.

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

10.0 out of 10, Exceptional, (36)
"We had a wonderful stay. The place is just as advertised and meticulously kept. We enjoyed the quite surroundings and highly recommend."
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Charming, Cheerful 3 Bedroom Home in Richmond, VA!

9.8 out of 10, Exceptional, (20)
"Property was clean and host was very accessible to communicate with during our stay."
Charming, Cheerful 3 Bedroom Home in Richmond, VA!

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (62)
"Atmosphere was nice, place was clean, very clean"
The price is SAR 938
SAR 1,368 total
includes taxes & fees
3 Jun - 4 Jun
Amazing Private House Rental w/ pool! Richmond, VA

Clean, Quiet, & Cozy Ashland Home

9.8 out of 10, Exceptional, (38)
"Perfect for a family stay"
The price is SAR 694
SAR 1,368 total
includes taxes & fees
29 May - 30 May
Clean, Quiet, & Cozy Ashland Home

The Cozy Rancher | Petersburg | King Bed

10.0 out of 10, Exceptional, (29)
"This was a perfect spot for our short weekend trip down to Richmond for the marathon!"
The price is SAR 581
SAR 1,384 total
includes taxes & fees
1 Jun - 2 Jun
The Cozy Rancher | Petersburg | King Bed

Richmond Oasis: Your Home Away from Home in the Heart of the City

7.8 out of 10, Good, (8)
"Went to this location for a short stay and definitely surprised me with the size. Would definitely visit again."
Richmond Oasis: Your Home Away from Home in the Heart of the City

Richmond Gem, Free Parking, Quiet, Fenced,Walkable

10.0 out of 10, Exceptional, (14)
"Wonderful stay… beautifully decorated… nice and bright, clean. Lots of wonderful details. Will definitely come back!!"
The price is SAR 1,125
SAR 2,203 total
includes taxes & fees
29 May - 30 May
Richmond Gem, Free Parking, Quiet, Fenced,Walkable

Spacious 5-bedroom house with AC and WiFi in delightful Mechanicsville

8.8 out of 10, Excellent, (3)
"The property owner was kind and very responsive. Would stay again"
Spacious 5-bedroom house with AC and WiFi in delightful Mechanicsville

Grand Carytown family home 6BR FREE parking

2.0 star property
10.0 out of 10, Exceptional, (1)
"Don’t just look book lol, we enjoyed our stay will stay again"
The price is SAR 1,193
SAR 2,393 total
includes taxes & fees
9 Jun - 10 Jun
Grand Carytown family home 6BR FREE parking

NEW! Upscale Escape | Game Room & Spa-Like Baths

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay here with family. The home is beautiful and welcoming! "
NEW! Upscale Escape | Game Room & Spa-Like Baths

Charming 1940s Vintage Home in Hanover County

10.0 out of 10, Exceptional, (1)
"Most place skimp on the beds and bedding but this place doesn't. I get a VRBO about 6 times a year and wish they were all like this one."
The price is SAR 1,313
SAR 2,434 total
includes taxes & fees
29 May - 30 May
Charming 1940s Vintage Home in Hanover County

Bugalow near Airport - Private Yard, Close to City

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great little house. Very clean, and had everything that we needed. Host was very responsive and helpful in finding things to do, and where to eat. Would definitely stay here again. "
The price is SAR 600
SAR 815 total
includes taxes & fees
29 May - 30 May
Bugalow near Airport - Private Yard, Close to City

The Henrico Hideaway: Firepit, Close to Everything

10.0 out of 10, Exceptional, (4)
"This house was perfect for what we needed! The beds were comfy (the master was my fave!) Communication with the host was great! Very timely. Great experience overall. "
The Henrico Hideaway: Firepit, Close to Everything

Historic Modern Walkable to to VCU

2.0 star property
8.8 out of 10, Excellent, (3)
"Big clean home with lots of room!"
The price is SAR 431
SAR 1,757 total
includes taxes & fees
29 May - 30 May
Historic Modern Walkable to to VCU

The Bamboo House! Dog-Friendly Home n RVA Sleeps 8

9.2 out of 10, Wonderful, (23)
"We had a great time at the Bamboo house. The home was clean, stocked with some essentials and comfortable. Great location for our visit to UR. James was a wonderful host. I would stay here again. "
The Bamboo House! Dog-Friendly Home n RVA Sleeps 8

Cottage on Capital Trail | 2BR | Incredible Views

9.6 out of 10, Exceptional, (5)
"Seems like some VRBO hosts are omitting everything possible, like moving into a shell of a home. Not this one! Our host was considerate like you'd expect a proper hotel should be -- no need to run around to a store to pick up a little shampoo if you forgot it. Extremely communicative from the moment we booked, which was another above and beyond aspect."
The price is SAR 512
SAR 1,357 total
includes taxes & fees
3 Jun - 4 Jun
Cottage on Capital Trail | 2BR | Incredible Views

Peaceful Single family 3 Bedroom 2 Bath Home

8.6 out of 10, Excellent, (20)
"Was a great house to stay at. They accommodated my family well with my 3 dogs. Had a nice fenced-in back yard and plenty of space in the house for my family. Owner communicated with me well. I would recommend this VRBO for family too use. "
Peaceful Single family 3 Bedroom 2 Bath Home

Historic Petersburg Row Home

10.0 out of 10, Exceptional, (12)
"Nice location, beautiful home!"
Historic Petersburg Row Home

The Great Pink Lady with Huge Wrap Around Porch!

8.4 out of 10, Very Good, (7)
"As the title says, this place looked like the photos and was in a cute neighborhood that was pretty quiet. Good communication, no complaints!"
The Great Pink Lady with Huge Wrap Around Porch!

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (116)
"Perfect location for museum hopping and good food. It’s so well decorated and comfortable. Thank you for being a super host. We would like to book again in the future. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
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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Other property types in Southside

Charming 1-bedroom suite with WiFi and AC in Bon Air

10.0 out of 10, Exceptional, (4)
"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "
The price is SAR 431
SAR 851 total
includes taxes & fees
11 Jun - 12 Jun
Charming 1-bedroom suite with WiFi and AC in Bon Air

NEW! Upscale Escape | Game Room & Spa-Like Baths

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay here with family. The home is beautiful and welcoming! "
NEW! Upscale Escape | Game Room & Spa-Like Baths

2-Story Penthouse 2 Balconies, Skyline View, Pool, Gym, Yoga Studio & Workspace

10.0 out of 10, Exceptional, (1)
"Absolutely loooooved the place! The views of downtown on the top patio are amazing - perfect setting to watch the sunrise and set. The unit is very neat and cute. The art and notes around made it feel homey. The owner was suuuuper responsive and very kind throughout the whole stay. I would ABSOLUTELY recommend staying here. Neighborhood is cute, quiet, walkable with lots of restaurants and brewery around. "
2-Story Penthouse 2 Balconies, Skyline View, Pool, Gym, Yoga Studio & Workspace
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.