An aerial view of a large parking lot surrounded by green fields and a highway.

Southside Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southside vacation homes

1. River City Modern Retreat

River City Modern Retreat
Manchester
The price is CA $179
CA $347 total
includes taxes & fees
Nov 16 - Nov 17
River City Modern Retreat

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
8.8 out of 10, Excellent, (11 reviews)
"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 "
United States
Jessica H.
The price is CA $149
CA $387 total
includes taxes & fees
Nov 30 - Dec 1
Charming 1-bedroom suite with WiFi and AC in Bon Air

3. Charming 3-bedroom townhome with WiFi in delightful Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond
Jahnke
9.8 out of 10, Exceptional, (9 reviews)
"Check-in was simple, good communication, property very much as described/depicted in the listing. Perfect location for our needs. "
United States
Mary C.
The price is CA $285
CA $606 total
includes taxes & fees
Nov 16 - Nov 17
Charming 3-bedroom townhome with WiFi in delightful Richmond

4. Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
The price is CA $269
CA $547 total
includes taxes & fees
Nov 18 - Nov 19
Private Garden Home w/ Large Fenced Yard + Gazebo

5. The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6

The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
Woodhaven
8.0 out of 10, Very good, (1 review)
"It was clean and nicely Renovated. It was clear, that they have put in work to improve the house. The showers could use a user manual."
United States
Lisa J.
The price is CA $225
CA $503 total
includes taxes & fees
Nov 16 - Nov 17
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6

6. Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home
Beaufont
9.4 out of 10, Exceptional, (10 reviews)
"Loved it"
United States
Brittianey T.
The price is CA $571
CA $1,098 total
includes taxes & fees
Nov 16 - Nov 17
Renovated Modern Stylish “Vibrant” 4bdrm Home

7. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
Davee Gardens
The price is CA $571
CA $1,115 total
includes taxes & fees
Nov 16 - Nov 17
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

8. Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.
Midlothian
10.0 out of 10, Exceptional, (6 reviews)
"Cute place. Very spacious and clean. Great communication. Would definitely stay again. Thank you!"
United States
Jeannie C.
The price is CA $157
CA $327 total
includes taxes & fees
Nov 21 - Nov 22
Newly finished basement suite in Midlothian. Very clean and spacious.

9. Private bedroom and bath!

Private bedroom and bath!
Midlothian
6.0 out of 10, (2 reviews)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is CA $186
CA $315 total
includes taxes & fees
Nov 16 - Nov 17
Private bedroom and bath!

10. Sweet Vine Of MIne

Sweet Vine Of MIne
Fan District
The price is CA $200
CA $362 total
includes taxes & fees
Nov 29 - Nov 30
Sweet Vine Of MIne

11. Carytown Family Home Free Parking Fenced Yard

Carytown Family Home Free Parking Fenced Yard
Byrd Park
9.2 out of 10, Wonderful, (23 reviews)
"Clean rooms and a very communicative host!"
United States
Kyla G.
The price is CA $176
CA $358 total
includes taxes & fees
Nov 16 - Nov 17
Carytown Family Home Free Parking Fenced Yard

12. Oaks Retreat Carytown House Family Pet Friendly

Oaks Retreat Carytown House Family Pet Friendly
Randolph
9.0 out of 10, Wonderful, (20 reviews)
"Great quiet area, easy access to downtown and close to restaurants and parks. Nicely set up home with exceptional comforts for all"
United States
Thomas C.
The price is CA $177
CA $360 total
includes taxes & fees
Nov 16 - Nov 17
Oaks Retreat Carytown House Family Pet Friendly

13. Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
9.4 out of 10, Exceptional, (13 reviews)
"The place was very nice and as advertised. Big backyard for your dog."
United States
Joseph
The price is CA $187
CA $373 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard

14. Walk to Allianz Urban Oasis in Oregon Hill

Walk to Allianz Urban Oasis in Oregon Hill
Oregon Hill
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay, Friday - Sunday. The apartment is exactly as shown in the photos, clean, comfortable and spacious. Street park was easily available and the location is good. Note: as stated in the description, the area is very close to VCU, lots of students living in the area. They were very loud on Friday and Saturday late night into the early morning... bring earplugs, it helps a lot."
United States
margaret
The price is CA $190
CA $454 total
includes taxes & fees
Nov 16 - Nov 17
Walk to Allianz Urban Oasis in Oregon Hill

15. VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Museum District
10.0 out of 10, Exceptional, (146 reviews)
"Wonderful host and great location! We couldn’t have asked for a better stay."
United States
Darlene Evelyn T.
The price is CA $278
CA $346 total
includes taxes & fees
Nov 30 - Dec 1
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

16. Charming Ranch Home/pet friendly/fenced yard/4TVs

Charming Ranch Home/pet friendly/fenced yard/4TVs
Sherwood Park
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable and pet friendly. "
United States
Jennifer P.
The price is CA $197
CA $423 total
includes taxes & fees
Nov 16 - Nov 17
Charming Ranch Home/pet friendly/fenced yard/4TVs

17. The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking

The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking
Sauer's Gardens
9.6 out of 10, Exceptional, (80 reviews)
"Nice location and a clean house made for an easy stay."
United States
Andrew P.
The price is CA $194
CA $401 total
includes taxes & fees
Nov 16 - Nov 17
The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking

18. Cozy and spacious 3BR in the heart of VCU & Downtown

Cozy and spacious 3BR in the heart of VCU & Downtown
Carver
10.0 out of 10, Exceptional, (12 reviews)
"The house was very welcoming, clean, had spacious!"
United States
Josh L.
The price is CA $212
CA $529 total
includes taxes & fees
Nov 16 - Nov 17
Cozy and spacious 3BR in the heart of VCU & Downtown

19. Historic Powhatan Retreat | Walk to Restaurants & Distillery

Historic Powhatan Retreat | Walk to Restaurants & Distillery
Powhatan
10.0 out of 10, Exceptional, (6 reviews)
"The layout was comfortable, house was charming. Owner was very good with communication, and helpful with any questions that arose. Would definitely stay here again!"
United States
Ryan S.
The price is CA $166
CA $361 total
includes taxes & fees
Nov 30 - Dec 1
Historic Powhatan Retreat | Walk to Restaurants & Distillery

20. Spacious 3 BR Home with Fire Pit & Fenced Backyard - Pet Friendly

Spacious 3 BR Home with Fire Pit & Fenced Backyard - Pet Friendly
North Highland Park
The price is CA $189
CA $671 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 3 BR Home with Fire Pit & Fenced Backyard - Pet Friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southside Hotel Reviews

Find out more about Southside

Southside Vacation Homes information

Number of reviews
126
Accommodation
327 Vacation Homes
Lowest Price
CA $315
Highest Price
CA $1,115

Explore a world of travel with Expedia