Southside Holiday Rentals

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Holiday Rentals in Southside

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

10.0 out of 10, Exceptional, (6)
"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 "
The price is AU$306
includes taxes & fees
2 Sept - 3 Sept
Charming 1-bedroom suite with WiFi and AC in Bon Air

NEW! Upscale Escape | Game Room & Spa-Like Baths

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay here with family. The home is beautiful and welcoming! "
NEW! Upscale Escape | Game Room & Spa-Like Baths

Renovated Modern Stylish “Vibrant” 4bdrm Home

9.4 out of 10, Exceptional, (8)
"Everything was amazing! The house was beautifully done and clean. And well equipped for our needs. I would recommend anyone come and stay! We’ll be back again!"
The price is AU$1,468
includes taxes & fees
11 Sept - 12 Sept
Renovated Modern Stylish “Vibrant” 4bdrm Home

Stylish retreat in charming Richmond with Private Sauna and other modern touches

9.8 out of 10, Exceptional, (11)
"The house was cute and cozy in a nice and quiet neighborhood. "
Stylish retreat in charming Richmond with Private Sauna and other modern touches

Charming 3-bedroom townhome with WiFi in delightful Richmond

10.0 out of 10, Exceptional, (4)
"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "
The price is AU$611
includes taxes & fees
4 Sept - 5 Sept
Charming 3-bedroom townhome with WiFi in delightful Richmond

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (26)
"What a beautiful home, fantastic walkable neighborhood, and comforting touches. Communication was top tier and amenities were great. Only stayed for the night, but wish I was staying for longer."
The price is AU$267
includes taxes & fees
1 Sept - 2 Sept
Historic Haven in Church Hill

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (69)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is AU$497
includes taxes & fees
2 Sept - 3 Sept
Amazing Private House Rental w/ pool! Richmond, VA

Landing Apartments near Virginia Union University

3.5 star property
8.6 out of 10, Excellent, (17)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University

Walk to Museums & Breweries in Downtown Richmond

Walk to Museums & Breweries in Downtown Richmond

Tourist Homes of Richmond Church Hill North

4.0 star property
8.4 out of 10, Very good, (18)
"Amazing property! Will stay again!"
Tourist Homes of Richmond Church Hill North

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (122)
"Everything you need for a stay in Richmond, especially if you have family at VCU. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (67)
"Super easy and beautiful location. Very clean inside! The bed could be a little more comfortable, but other than that, no complaints!! 10/10 exactly the spot we needed to stroll around Richmond for a few days. "
The price is AU$432
includes taxes & fees
28 Sept - 29 Sept
Lovely 2 Bedroom in the Heart of The Fan

Lakefront 4-bedroom house in enchanting Quinton with WiFi, AC

10.0 out of 10, Exceptional, (1)
"There is a very easy check-in process. The host, in particular Mara, had outstanding communication before our stay and during the stay. The house is very clean and the master bath is excellent. The kitchen is set up nicely. The hot tub was great. Their is a deck that is right off ofbthe sunroom/living room. Great property for dogs if you are bringing furry family members."
The price is AU$597
includes taxes & fees
2 Sept - 3 Sept
Lakefront 4-bedroom house in enchanting Quinton with WiFi, AC

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (19)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Soothing apartment with AC in charming Henrico

10.0 out of 10, Exceptional, (2)
"Very clean and peaceful "
The price is AU$157
includes taxes & fees
30 Sept - 1 Oct
Soothing apartment with AC in charming Henrico

In the Village Of Powhatan- walking distance to owners restaurant

10.0 out of 10, Exceptional, (42)
"Quite comfortable and centrally located"
In the Village Of Powhatan- walking distance to owners restaurant

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

10.0 out of 10, Exceptional, (49)
"Fantastic place"
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (30)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
The price is AU$258
includes taxes & fees
1 Oct - 2 Oct
The Studio@ Eanes Drug

The Grace Escape

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape

~THE RETREAT~

9.8 out of 10, Exceptional, (23)
"This place is awesome so much room and activities. Mostly adults stayed but it would be great with smaller children as well. Very nice pool they would enjoy. Great neighborhood and peaceful. Definitely would stay again. Host was very responsive as well. Thank you!"
~THE RETREAT~
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

Find out more about Southside

Find out more about Southside

Everything you need to know about Southside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southside holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southside holiday rentals we have selected for you start as low as AU$157 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside holiday 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 holiday.

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.