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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southside vacation rentals

Living area

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.
$205 nightly
The price is $208
Sep 17 - Sep 18
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
Terrace/patio

2. 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.
$312 nightly
The price is $357
Sep 28 - Sep 29
Total with taxes and fees
Private Garden Home w/ Large Fenced Yard + Gazebo
Living area

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
9.0 out of 10, Wonderful, (10 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.
$280 nightly
The price is $323
Sep 14 - Sep 15
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Exterior

4. 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.
$170 nightly
The price is $193
Sep 14 - Sep 15
Total with taxes and fees
The Enchanted Studio
Living area

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, (7 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.
$405 nightly
The price is $463
Sep 21 - Sep 22
Total with taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond
Interior

6. Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Old Town Manchester
$359 nightly
The price is $410
Sep 18 - Sep 19
Total with taxes and fees
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Living area

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.
$733 nightly
The price is $838
Sep 14 - Sep 15
Total with taxes and fees
Renovated Modern Stylish “Vibrant” 4bdrm Home
Room

8. 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
$724 nightly
The price is $827
Sep 14 - Sep 15
Total with taxes and fees
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
Dining

9. 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.
$142 nightly
The price is $158
Sep 27 - Sep 28
Total with taxes and fees
Nest & Rest | Private Studio | Free Parking
Room

10. 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, (12 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.
$212 nightly
The price is $242
Sep 29 - Sep 30
Total with taxes and fees
Private Guest house with Parking and Wi-Fi in a Central Location
Dining

11. 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.
$223 nightly
The price is $255
Sep 14 - Sep 15
Total with taxes and fees
Cozy 2-bedroom apartment in beautiful Fan District
Living area

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.
$332 nightly
The price is $355
Sep 30 - Oct 1
Total with taxes and fees
Lovely 2 Bedroom in the Heart of The Fan
Living area

13. 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.
$252 nightly
The price is $276
Sep 14 - Sep 15
Total with taxes and fees
Oaks Retreat Carytown House: Family & Pet Friendly
Living area

14. The Fan Comfort Stay near VCU Free Parking Fenced Yard

The Fan Comfort Stay near VCU Free Parking Fenced Yard
Fan District
9.4 out of 10, Exceptional, (30 reviews)
"Very convenient location, and great communication!"
United States
Katelyn F.
$180 nightly
The price is $200
Sep 15 - Sep 16
Total with taxes and fees
The Fan Comfort Stay near VCU Free Parking Fenced Yard
Interior

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

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
10.0 out of 10, Exceptional, (9 reviews)
"The place was very nice and as advertised. Big backyard for your dog."
United States
Joseph
$241 nightly
The price is $263
Sep 22 - Sep 23
Total with taxes and fees
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Dining

16. 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, (91 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
$190 nightly
The price is $217
Oct 4 - Oct 5
Total with taxes and fees
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Interior

17. Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Byrd Park
9.0 out of 10, Wonderful, (20 reviews)
"Great stay! Friendly host and nice location. "
United States
Monte H.
$251 nightly
The price is $275
Sep 14 - Sep 15
Total with taxes and fees
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Living area

18. Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Fan District
10.0 out of 10, Exceptional, (28 reviews)
"Great stay and location!"
United States
MacKenzie G.
$245 nightly
The price is $280
Sep 14 - Sep 15
Total with taxes and fees
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Outdoor dining

19. 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.
$192 nightly
The price is $219
Sep 14 - Sep 15
Total with taxes and fees
Colorful private guesthouse in charming Richmond with Parking
Private kitchen

20. 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, (95 reviews)
"Very clean, cozy and in an excellent location."
United States
Courtney W.
$164 nightly
The price is $187
Sep 14 - Sep 15
Total with taxes and fees
The Studio@ Eanes Drug-Heart of the Historic District
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

Omni Richmond Hotel

Omni Richmond Hotel

10/10 Excellent
"Enjoyed my 4 night stay at the Omni. Would definitely recommend. I appreciated the location as most of the cities sites were walkable within a few miles, several food and coffee options near by as well. I wish parking was cheaper, ended up costing half of the entire stay and there are no other free/cheap options near by."
Kody 4-night trip
Posted 15 hours ago
Omni Richmond Hotel

Find out more about Southside

Everything you need to know about Southside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $213 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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