Search Vacation Homes in Southside

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 279 Vacation Homes in Southside with updated reviews, rates, and availability.

Luxury home in the historic Fan District

10.0 out of 10, Exceptional, (11)
"A lovely house for a group of 5 girlfriends on a getaway weekend. It was warm and cozy with plenty of charm. Parking was easy and street was quiet. We loved it. "
Luxury home in the historic Fan District

Clean, Quiet, & Cozy Ashland Home

9.8 out of 10, Exceptional, (33)
"Perfect for a family stay"
The price is ¥24,565
¥49,666 total
includes taxes & fees
Mar 31 - Apr 1
Clean, Quiet, & Cozy Ashland Home

Versatile RVA Oasis on Monument Ave

10.0 out of 10, Exceptional, (11)
"We really enjoyed the pool table. The kitchen was very ell equipped for cooking…with pots and pans and utensils…I liked that you had basic things for example, ketchup and mustard…pepper and salt ."
The price is ¥33,108
¥95,160 total
includes taxes & fees
Mar 2 - Mar 3
Versatile RVA Oasis on Monument Ave

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

10.0 out of 10, Exceptional, (193)
"The house was comfortable, clean, fully stocked. It was located in a great neighborhood, quiet. It's easy to get around in Richmond, so this house worked well for our needs. Good host-responsive and communicative. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Spacious 5BD 5.5BA house in the Heart of Richmond

2.0 star property
Spacious 5BD 5.5BA house in the Heart of Richmond

Charming 3-Bedroom Home in Heart of Ashland

10.0 out of 10, Exceptional, (21)
"The house was clean, comfortable, way to get to. The owner communicated well. Our group of six adults enjoyed our stay. "
Charming 3-Bedroom Home in Heart of Ashland

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

6.0 out of 10, (1)
Spacious 5-bedroom house with AC and WiFi in delightful Mechanicsville

Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

9.8 out of 10, Exceptional, (11)
"Cute house, nice place to stay after going to a concert in Richmond. Quiet neighborhood. Loved the flamingo outside "
The price is ¥22,673
¥47,123 total
includes taxes & fees
Mar 19 - Mar 20
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

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

10.0 out of 10, Exceptional, (26)
"The house was extremely clean and had everything needed and as described. Lisa was prompt and accomodating at every turn. Neighborhood was quiet and outdoor space was great...unfortunately we had alot of rain. If we visit family in the area again, we'll definitely re-book and build a fire. "
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Grand historical family house/spacious/peaceful/central location

2.0 star property
9.6 out of 10, Exceptional, (4)
"It was just what we need. "
The price is ¥16,967
¥48,354 total
includes taxes & fees
Mar 17 - Mar 18
Grand historical family house/spacious/peaceful/central location

Beautiful and Spacious home w/Outdoor Kitchen

10.0 out of 10, Exceptional, (28)
"This is a great location for family to get together in a lovely home where everyone can have privacy as well as be together. Great neighborhood, very quiet. We would stay again for sure! "
Beautiful and Spacious home w/Outdoor Kitchen

Recline at Timberline! Family friendly!

9.4 out of 10, Exceptional, (40)
"It was a very quiet and peaceful stay warm and cozy"
Recline at Timberline! Family friendly!

E2 home from home in Carytown/fully fenced/3TVs

9.6 out of 10, Exceptional, (50)
"Cannot beat the location - so close to Cary St. with all the shops and eateries! Larger than we expected, comfortable and clean. Nicely appointed kitchen. Spacious bathroom. Bonus - super short walk to grocery and drug store. Great “home base” for a visit to Richmond."
The price is ¥15,165
¥32,697 total
includes taxes & fees
Mar 12 - Mar 13
E2 home from home in Carytown/fully fenced/3TVs

Spacious Duplex, Near VCU, 5 Free Parking, Fenced

2.0 star property
10.0 out of 10, Exceptional, (3)
"The duplex was perfect for two families that were attending a family event in the Richmond area. The duplex had everything you could need, it was easy to access and it was just as indicated in the VRBO listing."
The price is ¥104,067
¥193,755 total
includes taxes & fees
Mar 9 - Mar 10
Spacious Duplex, Near VCU, 5 Free Parking, Fenced

Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

9.6 out of 10, Exceptional, (7)
"Great place to get together with family, some of whom live in Richmond, some from out of town. Off-street parking was great. Kitchen was well-furnished, and the fridge is huge! Nice easy walks to the parks made this a great location."
Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

Cozy, Spacious Charles City Cottage : 2BR, Firepit

10.0 out of 10, Exceptional, (2)
"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."
Cozy, Spacious Charles City Cottage : 2BR, Firepit

Newly Renovated Home On Lakeview

2.0 star property
2.0 out of 10, (1)
"I had a poor experience with VRBO and this owner. My stay included being canceled on the day of."
Newly Renovated Home On Lakeview

Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

9.8 out of 10, Exceptional, (30)
"This house was exactly what we needed to hang out and rest up!"
The price is ¥29,880
¥61,333 total
includes taxes & fees
Mar 27 - Mar 28
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

Home w/ Hot Tub < 2 Mi to Downtown Richmond!

9.6 out of 10, Exceptional, (53)
"Had a great stay at the property. Robert, the host/owner, is amazing to work with. Super responsive, very attentive, and incredibly kind. Upon arrival there were a few things on the exterior that caused a little concern (porch in somewhat rough shape, neighbors house very close and not in great shape, backyard in somewhat of disarray -- both BBQ grill and firepit were filled with water, back fence gate propped up by cinder block) but don't let it take away from what is inside. Very nice...
Home w/ Hot Tub < 2 Mi to Downtown Richmond!

The Black Pot - Free parking

9.2 out of 10, Wonderful, (33)
"Great property manager, great communication! Property is clean and accommodating (especially for my mom who uses a wheelchair/walker due to bad knees. Only downside is the neighborhood was a little questionable… my mom heard what sounded like gunshots going off 2/3 nights she stayed. However, nothing else scary or questionable went on. So could have been a fluke! Overall, it’s a good place to stay for the price! "
The price is ¥14,715
¥30,751 total
includes taxes & fees
Mar 4 - Mar 5
The Black Pot - Free parking
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.
Don't see what you're looking for?
See all available properties in Southside
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southside

Renovated Modern Stylish “Vibrant” 4bdrm Home

10.0 out of 10, Exceptional, (4)
"We had a pleasant stay at this cozy and beautifully decorated home! It was easy to find, and we loved the inviting front porch and the spacious backyard patio—both were perfect spots to relax. The location was very convenient, with restaurants and stores nearby, making it easy to explore the area. While there were many positives, there were a couple of things that could have been better. The listing mentioned four “double bed sofas,” but they turned out to be futons that were better suited for...
The price is ¥60,060
¥140,877 total
includes taxes & fees
Mar 1 - Mar 2
Renovated Modern Stylish “Vibrant” 4bdrm Home

The Black Pot - Free parking

9.2 out of 10, Wonderful, (33)
"Great property manager, great communication! Property is clean and accommodating (especially for my mom who uses a wheelchair/walker due to bad knees. Only downside is the neighborhood was a little questionable… my mom heard what sounded like gunshots going off 2/3 nights she stayed. However, nothing else scary or questionable went on. So could have been a fluke! Overall, it’s a good place to stay for the price! "
The price is ¥14,715
¥30,751 total
includes taxes & fees
Mar 4 - Mar 5
The Black Pot - Free parking

Garden Penthouse in RVA! 3 Bedroom, 3 Bath!

9.6 out of 10, Exceptional, (20)
"Overall, a very good stay, but some enhancements would have made it better. We had an issue with a carbon monoxide detector on Christmas Day that was resolved quickly and professionally. The property manager is very responsive. The premises are fine, but the location of one of the bathrooms away from the bedrooms was strange. The kitchen is not as equipped as indicated in the listing e,g, limited cutlery, plates. There was no laundry detergent and two dishwasher pods which was expected based...
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!
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.