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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 BirdHouse is such a comfortable place. We loved the uniqueness and the little touches that mean alot on the road. We hope to stay again sometime."
United States
paula S.
$203 nightly
The price is $206
Oct 18 - Oct 19
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
A living room with a beige sofa, a round black coffee table, a large window, and a painting of a tree.

2. 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.
$406 nightly
The price is $464
Oct 20 - Oct 21
Total with taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond
IMG 6335

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.
$171 nightly
The price is $194
Oct 20 - Oct 21
Total with taxes and fees
The Enchanted Studio
A living room with a sectional sofa, a flat-screen TV, a ceiling fan, and a modern chandelier.

4. 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.
$260 nightly
The price is $299
Oct 17 - Oct 18
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
A modern kitchen with a brick wall, stainless steel appliances, and a large window.

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

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (5 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.
$347 nightly
The price is $397
Nov 9 - Nov 10
Total with taxes and fees
Private Garden Home w/ Large Fenced Yard + Gazebo
A modern living room with a sectional sofa, a round coffee table, and a fluffy rug.

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.
$733 nightly
The price is $838
Oct 18 - Oct 19
Total with taxes and fees
Renovated Modern Stylish “Vibrant” 4bdrm Home
A room with a flat-screen TV mounted on the wall, a neon sign, a white cabinet with wine glasses, and a black cabinet with a white lamp.

7. 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
$341 nightly
The price is $389
Oct 19 - Oct 20
Total with taxes and fees
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
A bedroom with a bed, a window with blinds, a door, and a carpeted floor.

8. River City Modern Retreat

River City Modern Retreat
Manchester
$203 nightly
The price is $231
Oct 18 - Oct 19
Total with taxes and fees
River City Modern Retreat
A bunk bed with a headboard, a ceiling fan, and a window with curtains.

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
$724 nightly
The price is $827
Oct 22 - Oct 23
Total with taxes and fees
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
A corner building with large windows and a black awning.

10. City Arts District in Downtown VCU MCV

City Arts District in Downtown VCU MCV
Downtown Richmond
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay! Walkable shops around. Will definitely stay here again."
United States
Yvonne V.
$161 nightly
The price is $184
Oct 18 - Oct 19
Total with taxes and fees
City Arts District in Downtown VCU MCV
A room with a fireplace, a mirror above it, and two leather chairs.

11. 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.
$133 nightly
The price is $148
Oct 20 - Oct 21
Total with taxes and fees
Nest & Rest | Private Studio | Free Parking
A dock area with boats, a covered seating area, and a sign indicating no trespassing for boat owners and guests only.

12. Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (9 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
$263 nightly
The price is $299
Oct 17 - Oct 18
Total with taxes and fees
Cookie B
A calm lake with a dock and a small building, surrounded by trees.

13. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (16 reviews)
"So much fun!! Excellent host! Very informative. Loved the privacy and being on the water. The bed was super comfortable and the fireplace (electric) kept us warm and cozy. It was such a unique thing to do and we will be back!"
United States
Jane
$243 nightly
The price is $277
Oct 17 - Oct 18
Total with taxes and fees
MV GiaMaria
A living room with two beige armchairs, a small table, and a black door.

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

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
10.0 out of 10, Exceptional, (12 reviews)
"The place was very nice and as advertised. Big backyard for your dog."
United States
Joseph
$247 nightly
The price is $270
Oct 18 - Oct 19
Total with taxes and fees
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
A modern kitchen with a central island, stainless steel appliances, and bar stools.

15. 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, (103 reviews)
"Great spot. Second time staying and another excellent experience."
United States
Nello D.
$169 nightly
The price is $193
Oct 18 - Oct 19
Total with taxes and fees
The Studio@ Eanes Drug-Heart of the Historic District
A modern kitchen with stainless steel appliances, a white countertop, and pendant lighting.

16. 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.
$306 nightly
The price is $327
Oct 19 - Oct 20
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
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.

17. 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.
$334 nightly
The price is $357
Oct 21 - Oct 22
Total with taxes and fees
Lovely 2 Bedroom in the Heart of The Fan
A modern kitchen with a central island, white cabinetry, and a dining area with a table and chairs.

18. Midlothian 3 Bedroom getaway for up to 8 guests!

Midlothian 3 Bedroom getaway for up to 8 guests!
Midlothian
9.6 out of 10, Exceptional, (24 reviews)
"Great host and close to everything!"
United States
Brian V.
$477 nightly
The price is $549
Oct 19 - Oct 20
Total with taxes and fees
Midlothian 3 Bedroom getaway for up to 8 guests!
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

19. Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (84 reviews)
"Nice stay"
United States
Danelle B.
$191 nightly
The price is $218
Nov 5 - Nov 6
Total with taxes and fees
Historic Haven in Church Hill in The Heart of the Historic District
A living room with a grey sofa, patterned throw, and a patterned rug.

20. 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, (32 reviews)
"Great stay and location!"
United States
MacKenzie G.
$284 nightly
The price is $325
Nov 2 - Nov 3
Total with taxes and fees
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
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

Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

8/10 Good
"No issues during my stay. My room didn’t get cleaned during my stay (2 nights), so that was the one downside, but overall was a pleasant experience. Nice rooms & beds!"
Myles 2-night trip
Posted less than an hour ago
Four Points by Sheraton Richmond

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 $193 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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