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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$206 nightly
The price is $209
Nov 2 - Nov 3
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
A bedroom with a bed, a ceiling fan, a window, and a bathroom with a sink and cabinet.

2. River City Modern Retreat

River City Modern Retreat
Manchester
$203 nightly
The price is $231
Oct 25 - Oct 26
Total with taxes and fees
River City Modern Retreat
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 28 - Oct 29
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 28 - Oct 29
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
A cozy lounge area with a fireplace, comfortable seating, and large windows offering views of the street.

5. 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
10.0 out of 10, Exceptional, (1 review)
"Excellent space"
United States
Curtis C.
$381 nightly
The price is $435
Oct 24 - Oct 25
Total with taxes and fees
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
A gravel patio with a bench and two tables, surrounded by trees and a white fence.

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
$341 nightly
The price is $389
Oct 26 - Oct 27
Total with taxes and fees
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
A living room with a beige sofa, a round black coffee table, a large window, and a painting of a tree.

7. 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.
$403 nightly
The price is $461
Oct 21 - Oct 22
Total with taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond
A wooden gazebo with a bench and string lights, surrounded by trees.

8. 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.
$311 nightly
The price is $355
Oct 27 - Oct 28
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.

9. 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 21 - Oct 22
Total with taxes and fees
Renovated Modern Stylish “Vibrant” 4bdrm Home
A bunk bed with a headboard, a ceiling fan, and a window with curtains.

10. 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 compact kitchen with a refrigerator, stove, microwave, and a trash bin.

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

Cozy studio apartment in tranquil Richmond with AC and gym access
Downtown Richmond
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and quiet"
United States
Jamil H.
$88 nightly
The price is $100
Oct 22 - Oct 23
Total with taxes and fees
Cozy studio apartment in tranquil Richmond with AC and gym access
A living room with a fireplace, two grey sofas with yellow pillows, a flat-screen TV above the fireplace, and a large plant to the left.

12. Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths

Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths
Fan District
9.8 out of 10, Exceptional, (65 reviews)
"Great place! "
United States
Brent W.
$147 nightly
The price is $163
Nov 9 - Nov 10
Total with taxes and fees
Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths
A bedroom with a bed, a TV, and built-in shelving with decorative items.

13. Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (25 reviews)
"Would stay again!"
United States
Amir D.
$105 nightly
The price is $120
Oct 21 - Oct 22
Total with taxes and fees
Magnolias, a chill out place.
Room

14. Earth & Ember -Cottage House Retreat!

Earth & Ember -Cottage House Retreat!
North Highland Park
$257 nightly
The price is $294
Oct 24 - Oct 25
Total with taxes and fees
Earth & Ember -Cottage House Retreat!
A gray sectional sofa with patterned cushions, a white door, decorative wall art, a window with blinds, and a small table with a lamp.

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

The Fan Comfort Stay near VCU Free Parking Fenced Yard
Fan District
9.6 out of 10, Exceptional, (32 reviews)
"Very convenient location, and great communication!"
United States
Katelyn F.
$181 nightly
The price is $201
Oct 25 - Oct 26
Total with taxes and fees
The Fan Comfort Stay near VCU Free Parking Fenced Yard
A corner building with large windows and a black awning.

16. 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)
"Great location, reasonable rates for the area, friendly helpful staff. Would stay here again."
United States
George L.
$152 nightly
The price is $174
Oct 21 - Oct 22
Total with taxes and fees
Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
A wooden deck with a table and chairs, surrounded by potted plants and a wooden fence.

17. 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.
$198 nightly
The price is $228
Oct 27 - Oct 28
Total with taxes and fees
Newly finished basement suite in Midlothian. Very clean and spacious.
A modern kitchen with stainless steel appliances, a white countertop, and pendant lighting.

18. 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.
$304 nightly
The price is $325
Oct 21 - Oct 22
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
A multi-level interior with a staircase connecting floors, a visible ceiling, and a window on the upper level.

19. Heart of the Arts District King Bed Suite - West Broad near VCU/MCV New Condo

Heart of the Arts District King Bed Suite - West Broad near VCU/MCV New Condo
Downtown Richmond
9.8 out of 10, Exceptional, (47 reviews)
"The place was lovely. Centrally located to everything we were visiting. "
United States
Lori T.
$154 nightly
The price is $176
Oct 21 - Oct 22
Total with taxes and fees
Heart of the Arts District King Bed Suite - West Broad near VCU/MCV New Condo
Pool

20. Cozy “Brick Beauty”Richmond..FullBd-1 bath,Roof Pool,VCU, walkable neighborhood

Cozy “Brick Beauty”Richmond..FullBd-1 bath,Roof Pool,VCU, walkable neighborhood
Downtown Richmond
6.8 out of 10, (3 reviews)
"This was a secured apartment type unit that was bigger than I expected it to be. It was very clean. The host was nice and quick to respond. Very close to restaurants, freeways, and businesses. Big walk-in closet and washer/dryer. Would definitely stay there again."
United States
Andrea H.
$215 nightly
The price is $246
Oct 21 - Oct 22
Total with taxes and fees
Cozy “Brick Beauty”Richmond..FullBd-1 bath,Roof Pool,VCU, walkable neighborhood
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

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"The staff was helpful and friendly, and the food was excellent. We appreciated having the dinner option because we needed to grab something quick , and it was quick and tasty! The breakfast was superb!"
Jeff 1-night trip
Posted 3 hours ago
Drury Plaza Hotel 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 $100 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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