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

Southside Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southside vacation rentals

A living room with a sofa, coffee table, TV, and a door with a 'No Smoking' sign.

1. The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (6 reviews)
"The most beautifully finished cottage! Host very responsive!! Loved it."
United States
Stephanie S.
The price is ￥15,706
￥32,802 total
includes taxes & fees
Oct 5 - Oct 6
The Birdhouse - Cozy Cottage Retreat in Richmond
A modern living room with a grey sofa, a patterned rug, and a unique spherical light fixture.

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 ￥19,406
￥50,787 total
includes taxes & fees
Oct 1 - Oct 2
Charming 1-bedroom suite with WiFi and AC in Bon Air

3. The Enchanted Studio

The Enchanted Studio
Huguenot
10.0 out of 10, Exceptional, (2 reviews)
"This was the most relaxing and peaceful visit.Nature all around and the most comfortable accommodations.So grateful to my generous host. Thank you!!"
United States
Mary B.
The price is ￥23,618
￥30,536 total
includes taxes & fees
Sep 27 - Sep 28
The Enchanted Studio
A wooden gazebo with a bench and string lights, surrounded by trees.

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, (4 reviews)
"Halfway point for our travels up north. Very clean, quiet, everything we needed!"
United States
Tammy K.
The price is ￥28,026
￥61,360 total
includes taxes & fees
Sep 30 - Oct 1
Private Garden Home w/ Large Fenced Yard + Gazebo
A living room with a beige sofa, a round black coffee table, a large window, and a painting of a tree.

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

Charming 3-bedroom townhome with WiFi in delightful Richmond
Jahnke
10.0 out of 10, Exceptional, (8 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 ￥36,214
￥79,532 total
includes taxes & fees
Oct 5 - Oct 6
Charming 3-bedroom townhome with WiFi in delightful Richmond
A living room with a sofa, two armchairs, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted light fixture.

6. 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
The price is ￥28,908
￥66,326 total
includes taxes & fees
Sep 27 - Sep 28
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
A modern living room with a sectional sofa, a round coffee table, and a fluffy rug.

7. 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 ￥62,980
￥131,893 total
includes taxes & fees
Sep 26 - Sep 27
Renovated Modern Stylish “Vibrant” 4bdrm Home
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

8. Urban Richmond Retreat w/ Rooftop, Hot Tub & Sauna

Urban Richmond Retreat w/ Rooftop, Hot Tub & Sauna
Manchester
The price is ￥57,312
￥117,318 total
includes taxes & fees
Oct 5 - Oct 6
Urban Richmond Retreat w/ Rooftop, Hot Tub & Sauna
A bedroom with a bed, a TV, a mirror, and a door.

9. 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 ￥62,980
￥130,274 total
includes taxes & fees
Sep 26 - Sep 27
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
A room with a large window overlooking a cityscape.

10. Cozy studio apartment in tranquil Richmond with AC and gym access

Cozy studio apartment in tranquil Richmond with AC and gym access
Downtown Richmond
10.0 out of 10, Exceptional, (1 review)
"Good for a simple overnight"
United States
Stephanie K.
The price is ￥13,745
￥19,305 total
includes taxes & fees
Sep 28 - Sep 29
Cozy studio apartment in tranquil Richmond with AC and gym access
A motel with a prominent '6' sign, a brick building, and a parking area.

11. 1 Queen Bed|Smoking,Kitchen

1 Queen Bed|Smoking,Kitchen
Laurel
The price is ￥8,627
￥10,007 total
includes taxes & fees
Oct 25 - Oct 26
1 Queen Bed|Smoking,Kitchen
A modern living room with a teal sofa, a coffee table, and a TV on a stand. There is a 'WELCOME' sign on the wall and a framed picture above the sofa.

12. Lovely 2 Bedroom in the Heart of The Fan

Lovely 2 Bedroom in the Heart of The Fan
Fan District
9.2 out of 10, Wonderful, (88 reviews)
"Great location and very walkable to restaurants, shopping and museums."
United States
Nancy D.
The price is ￥18,020
￥55,887 total
includes taxes & fees
Sep 30 - Oct 1
Lovely 2 Bedroom in the Heart of The Fan
A room with a fireplace, a mirror above it, and two leather chairs.

13. Nest & Rest | Private Studio | Free Parking

Nest & Rest | Private Studio | Free Parking
Fan District
9.8 out of 10, Exceptional, (46 reviews)
"Host was gracious and responsive, and the location was amazing! "
United States
Kelly M.
The price is ￥12,439
￥24,167 total
includes taxes & fees
Oct 5 - Oct 6
Nest & Rest | Private Studio | Free Parking
A spacious restaurant with high ceilings, large windows, and a central bar area.

14. Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Downtown Richmond
9.8 out of 10, Exceptional, (92 reviews)
"Just a great space to stay very comfortable and the location is awesome - many nearby clubs bars and places to eat! Have stayed 4 times and one of my favorite places to stay anywhere"
United States
rob
The price is ￥15,588
￥32,205 total
includes taxes & fees
Sep 30 - Oct 1
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
A bedroom with a bed, a wooden nightstand, a desk, and a shelving unit.

15. Private Guest house with Parking and Wi-Fi in a Central Location

Private Guest house with Parking and Wi-Fi in a Central Location
Virginia Union
9.8 out of 10, Exceptional, (13 reviews)
"Amazing space. Great response time, our host was super friendly & helpful. The house was everything we were looking for and more, it was beautiful and the location was very convenient! "
United States
Michelle S.
The price is ￥11,706
￥36,947 total
includes taxes & fees
Sep 30 - Oct 1
Private Guest house with Parking and Wi-Fi in a Central Location
A round table with a dark surface, surrounded by four beige chairs with metal legs. There is a potted plant on the table.

16. Cozy 2-bedroom apartment in beautiful Fan District

Cozy 2-bedroom apartment in beautiful Fan District
Fan District
10.0 out of 10, Exceptional, (2 reviews)
"Check in was quick and easy. Our host communicated everything we needed to make the stay seamless. The apartment was very clean and had everything we needed to be comfortable. Location was perfect. Walkable to Careytown with fun shopping and plenty of places to eat. We so enjoyed the stay!"
United States
Dorothy A S.
The price is ￥14,328
￥42,285 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 2-bedroom apartment in beautiful Fan District
A modern kitchen with stainless steel appliances, a white countertop, and pendant lighting.

17. Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (35 reviews)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
The price is ￥18,020
￥51,176 total
includes taxes & fees
Sep 28 - Sep 29
Downtown Living in Richmond's Amazing Shockoe Bottom
A corner building with large windows and a black awning.

18. Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown

Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
Downtown Richmond
9.6 out of 10, Exceptional, (26 reviews)
"The place was clean and tidy, check-in was well organized and friendly, location super convenient."
United States
Maya S.
The price is ￥17,093
￥34,363 total
includes taxes & fees
Sep 30 - Oct 1
Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
A modern kitchen with a central island, stainless steel appliances, and bar stools.

19. The Studio@ Eanes Drug-Heart of the Historic District

The Studio@ Eanes Drug-Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (97 reviews)
The price is ￥22,673
￥29,508 total
includes taxes & fees
Sep 28 - Sep 29
The Studio@ Eanes Drug-Heart of the Historic District
A patio with a wooden deck, a gray outdoor sofa with a yellow pillow, a wooden chair, a small round table, and a spiral staircase leading to a balcony.

20. Colorful private guesthouse in charming Richmond with Parking

Colorful private guesthouse in charming Richmond with Parking
Northern Barton Heights
10.0 out of 10, Exceptional, (6 reviews)
"I like this location. It is close to where I was hanging out in Richmond. The check-in was super easy, and the decorations are fun!"
United States
Jim H.
The price is ￥16,532
￥34,547 total
includes taxes & fees
Sep 28 - Sep 29
Colorful private guesthouse in charming Richmond with 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.
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Top Southside Hotel Reviews

Graduate by Hilton Richmond

Graduate by Hilton Richmond

10/10 Excellent
"Always a great stay at the Graduate in Richmond. Location, comfort, cleanliness and customer service are top notch."
Andrea 1-night trip
Posted 4 hours ago
Graduate by Hilton Richmond

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