Southside Vacation Rentals from $183: Search Short-Term Rentals

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Our top choices for Southside vacation rentals

1. The Birdhouse - Cozy Cottage Retreat in Richmond

Swansboro West

paula S.

$195 nightly

Aug 2 - Aug 3

Total with taxes and fees

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

Bon Air

Jessica H.

$280 nightly

Aug 2 - Aug 3

Total with taxes and fees

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

Jahnke

Mary C.

$381 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Broad Rock

"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...

Stacie C.

$304 nightly

Aug 25 - Aug 26

Total with taxes and fees

5. The Enchanted Studio

Huguenot

Mary B.

$282 nightly

Aug 3 - Aug 4

Total with taxes and fees

6. Renovated Modern Stylish “Vibrant” 4bdrm Home

Beaufont

Johnny W.

$733 nightly

Aug 2 - Aug 3

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Manchester

$673 nightly

Aug 5 - Aug 6

Total with taxes and fees

8. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

Davee Gardens

$724 nightly

Aug 2 - Aug 3

Total with taxes and fees

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Top Southside Hotel Reviews

Best Western Premier Richmond City Gateway

8/10 Good

"El hotel estaba muy limpio. La bañera estaba ya vieja con manchas de moho se ve que hace muchos años no las remodelan. Pero si estaba muy limpia. Me gustó tranquilo y acogedor. Lo que no me gustó que la piscina decía que abre de 10 am a 10 pm y es mentira. Eran 10:35 am y todavía estaba cerrada y apenas iban a comenzar a darle mantenimiento de limpieza. Mi hijo se quedó con las ganas de meterse pq teníamos que irnos ya a las 11:30 para una actividad y cuando regresamos eran las 8 pm y ya estaba cerrada."

Candlewood Suites Richmond-South by IHG

10/10 Excellent

"The hotel is in an industrial part of town with not much in the vicinity other than easy access to the highway but the hotel itself is fantastic - like a little hidden gem. It was super clean and seemed new (like it smelled good) and I am very sensitive to that. The front desk staff was friendly and helpful."

Drury Plaza Hotel Richmond

10/10 Excellent

"⭐⭐⭐⭐⭐ This was our first time staying at a Drury, and we were really impressed! The hotel was clean, the staff was friendly, and the evening kickback with complimentary drinks and food was a great surprise. It definitely added a lot of value to our stay. What stood out the most was the management team. They were constantly cleaning, checking on guests, and making sure everything was running smoothly. You could tell they genuinely cared, and it made the whole experience even better. The only issue we ran into was with the laundry room. One of the washers had rocks and sand inside, the detergent dispenser was missing, and the credit card payment system wouldn’t connect to the Wi-Fi. We had already put our clothes in the washer, only to have to move everything to another machine. After multiple issues, we ended up just taking our clothes out and skipped doing laundry altogether. That one inconvenience aside, we had a wonderful stay and would absolutely choose Drury again. If the laundry room gets a little attention, it would be a perfect experience!"

Best Western PLUS Executive Hotel

10/10 Excellent

"The staff was great, the breakfast and pool were good. The bed and rooms were comfortable. If you plan to use the laundry brig your own quarters. The machines use cards but to buy detergent and softener you need quarters and the hotel doesn't have a coin machine or any at the desk."

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 $183 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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Check prices for these dates

Our top choices for Southside vacation rentals

1. The Birdhouse - Cozy Cottage Retreat in Richmond

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

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

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

5. The Enchanted Studio

6. Renovated Modern Stylish “Vibrant” 4bdrm Home

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

8. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

9. A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

10. A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

11. MV GiaMaria

12. Lovely 2 Bedroom in the Heart of The Fan

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

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

15. Cozy 2-bedroom apartment in beautiful Fan District

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

17. 2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi

18. Colorful private guesthouse in charming Richmond with Parking

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

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

Find vacation rentals that suit your style

Top Southside Hotel Reviews

Best Western Premier Richmond City Gateway

Candlewood Suites Richmond-South by IHG

The Commonwealth

Linden Row Inn

Drury Plaza Hotel Richmond

Best Western PLUS Executive Hotel

Find out more about Southside

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