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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Southside vacation rentals

Smart TV, fireplace, computer monitors

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
10.0 out of 10, Exceptional, (8 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
Jul 21 - Jul 22
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Living area

Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home
Beaufont
9.4 out of 10, Exceptional, (9 reviews)
"The overall experience was nice. Everything was there as advertised, and we would definitely stay there again"
United States
Johnny W.
$733 nightly
The price is $838
Jul 21 - Jul 22
Total with taxes and fees
Renovated Modern Stylish “Vibrant” 4bdrm Home
Smart TV

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, (5 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.
$388 nightly
The price is $444
Jul 27 - Jul 28
Total with taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond
Exterior

The Enchanted Studio

The Enchanted Studio
Huguenot
10.0 out of 10, Exceptional, (1 review)
"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.
$198 nightly
The price is $225
Jul 23 - Jul 24
Total with taxes and fees
The Enchanted Studio
Terrace/patio

Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (2 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.
$331 nightly
The price is $378
Aug 17 - Aug 18
Total with taxes and fees
Private Garden Home w/ Large Fenced Yard + Gazebo
Smart TV, fireplace

The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (4 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.
$202 nightly
The price is $206
Jul 28 - Jul 29
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
Coffee/tea maker, fridge, microwave, oven

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, (71 reviews)
"Nice stay"
United States
Danelle B.
$170 nightly
The price is $194
Jul 21 - Jul 22
Total with taxes and fees
Historic Haven in Church Hill in The Heart of the Historic District
Coffee/tea maker, fridge, microwave, oven

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, (88 reviews)
"Great option and neighborhood- enjoyed the stay"
United States
Gary P.
$160 nightly
The price is $183
Jul 22 - Jul 23
Total with taxes and fees
The Studio@ Eanes Drug-Heart of the Historic District
TV

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, (86 reviews)
"Clean area, very easy to get in and out of, and great "
United States
Ryanne T.
$328 nightly
The price is $350
Aug 17 - Aug 18
Total with taxes and fees
Lovely 2 Bedroom in the Heart of The Fan
Outdoor dining

A Clean, Safe, House full of steel balls & vintage game consoles

A Clean, Safe, House full of steel balls & vintage game consoles
Dumbarton
9.8 out of 10, Exceptional, (29 reviews)
"Always a great stay at Robert’s place. This was our second time staying there. Very clean and safe. Would definitely stay there again."
United States
James K.
$567 nightly
The price is $647
Jul 22 - Jul 23
Total with taxes and fees
A Clean, Safe, House full of steel balls & vintage game consoles
TV

Smokehouse 409

Smokehouse 409
Downtown Richmond
10.0 out of 10, Exceptional, (2 reviews)
"Really great location, new for us ,so we got to explore around the Bottom and walk to the Allianz theater"
United States
Jennifer H.
$207 nightly
The price is $210
Jul 21 - Jul 22
Total with taxes and fees
Smokehouse 409
Coffee/tea maker, fridge, microwave, oven

Downtown RVA Cozy 3BR Near VCU

Downtown RVA Cozy 3BR Near VCU
Downtown Richmond
10.0 out of 10, Exceptional, (12 reviews)
"The house was clean, beautifully renovated, and very comfortable. Thank you for a great stay. Would recommend! "
United States
Tiffany S.
$463 nightly
The price is $528
Jul 21 - Jul 22
Total with taxes and fees
Downtown RVA Cozy 3BR Near VCU
TV

Farmhouse Boho Retreat Peaceful 2 BR w/ Porch and Fenced Backyard

Farmhouse Boho Retreat Peaceful 2 BR w/ Porch and Fenced Backyard
Malvern Gardens
9.8 out of 10, Exceptional, (6 reviews)
"Check-in was simple and the space was perfect for my family."
United States
Eric B.
$252 nightly
The price is $288
Jul 22 - Jul 23
Total with taxes and fees
Farmhouse Boho Retreat Peaceful 2 BR w/ Porch and Fenced Backyard
Interior

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, (23 reviews)
"Great place to stay. "
United States
Brian K.
$449 nightly
The price is $517
Aug 20 - Aug 21
Total with taxes and fees
Midlothian 3 Bedroom getaway for up to 8 guests!
Exterior detail

Charming Fan District Getaway

Charming Fan District Getaway
Fan District
9.8 out of 10, Exceptional, (34 reviews)
"Lovely stay at a historic home. Super appreciative of these very attentive owners. Excellent location and was able to spend time with family. "
United States
Brandy M.
$463 nightly
The price is $529
Aug 17 - Aug 18
Total with taxes and fees
Charming Fan District Getaway
TV, books, offices

Oaks Retreat Carytown House: Family & Pet Friendly

Oaks Retreat Carytown House: Family & Pet Friendly
Randolph
9.2 out of 10, Wonderful, (17 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.
$247 nightly
The price is $270
Jul 21 - Jul 22
Total with taxes and fees
Oaks Retreat Carytown House: Family & Pet Friendly
Interior

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, (18 reviews)
"Very nice staff"
United States
Jessica
$308 nightly
The price is $341
Aug 3 - Aug 4
Total with taxes and fees
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
2 bedrooms, iron/ironing board, WiFi, bed sheets

2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi

2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi
Fan District
10.0 out of 10, Exceptional, (25 reviews)
"Clean, great location, responsive host"
United States
Jim K.
$257 nightly
The price is $294
Jul 22 - Jul 23
Total with taxes and fees
2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi
Interior

Charming Getaway in the Heart of RVA-No Cleaning Fee

Charming Getaway in the Heart of RVA-No Cleaning Fee
Southern Barton Heights
10.0 out of 10, Exceptional, (7 reviews)
"Was a great home"
United States
Sean G.
$521 nightly
The price is $595
Jul 21 - Jul 22
Total with taxes and fees
Charming Getaway in the Heart of RVA-No Cleaning Fee
Dining

Downtown, 2 Parking spaces, Historic Beauty

Downtown, 2 Parking spaces, Historic Beauty
Downtown Richmond
10.0 out of 10, Exceptional, (8 reviews)
"Lovely place with plenty of food options and things to do in walking distance. Andrew and Stella were very communicative and made check in and check out a breeze. Would definitely stay again!"
United States
Samuel V.
$421 nightly
The price is $481
Jul 27 - Jul 28
Total with taxes and fees
Downtown, 2 Parking spaces, Historic Beauty
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

Hyatt Place Richmond Airport

Hyatt Place Richmond Airport

10/10 Excellent
"Lots around in the plaza to eat and shop, parking very convenient, breakfast very good"
Karen 1-night trip
Posted less than an hour ago
Hyatt Place Richmond Airport

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 $177 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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