Southside Holiday Rentals

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Our top choices for Southside holiday rentals

10.0 out of 10, Exceptional, (4 reviews)
"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. "
United States
Betty C R.
The price is AU$451
includes taxes & fees
2 Mar - 3 Mar
Charming 3-bedroom townhome with WiFi in delightful Richmond
9.4 out of 10, Exceptional, (8 reviews)
"The overall experience was nice. Everything was there as advertised, and we would definitely stay there again"
United States
Johnny W.
The price is AU$1,171
includes taxes & fees
2 Mar - 3 Mar
Renovated Modern Stylish “Vibrant” 4bdrm Home
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
The price is AU$376
includes taxes & fees
2 Mar - 3 Mar
Modern Retreat with Balcony, mins to VCU,Fireplace & Sky Lounge Access

Apartment in Woodland Heights

Cozy Nest Near The River
The price is AU$166
includes taxes & fees
2 Mar - 3 Mar
Cozy Nest Near The River
9.6 out of 10, Exceptional, (114 reviews)
"Ron was a generous and gracious host in greeting us and showing us around."
United States
Roger C.
The price is AU$300
includes taxes & fees
2 Mar - 3 Mar
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Houseboat in Richmond

MV GiaMaria
3.5 star property
9.2 out of 10, Wonderful, (16 reviews)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
The price is AU$373
includes taxes & fees
9 Mar - 10 Mar
MV GiaMaria

Houseboat in Richmond

Cookie B
3.0 star property
9.6 out of 10, Exceptional, (8 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
The price is AU$421
includes taxes & fees
2 Mar - 3 Mar
Cookie B
9.4 out of 10, Exceptional, (10 reviews)
"The house was beautiful, and we loved the kitchen! We definitely enjoyed our stay "
United States
Giulio R.
The price is AU$873
includes taxes & fees
11 Mar - 12 Mar
Charming 1940s Vintage Home in Hanover County
2.0 star property
The price is AU$276
includes taxes & fees
4 Mar - 5 Mar
Tourist Home of Richmond - Church Hill North Apt09
9.8 out of 10, Exceptional, (28 reviews)
"The host was an excellent communicator and house was quite unique and fun."
United States
Paul N.
The price is AU$906
includes taxes & fees
14 Mar - 15 Mar
A Clean, Safe, House full of steel balls & vintage game consoles

Apartment in Church Hill

Historic Haven in Church Hill
10.0 out of 10, Exceptional, (57 reviews)
"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."
United States
Patricia N.
The price is AU$244
includes taxes & fees
1 Apr - 2 Apr
Historic Haven in Church Hill

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (62 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is AU$244
includes taxes & fees
2 Mar - 3 Mar
The Studio@ Eanes Drug

Holiday Home in Ashland

Clean, Quiet, & Cozy Ashland Home
9.6 out of 10, Exceptional, (51 reviews)
"The property was cozy and the host was great! "
United States
Daren Z.
The price is AU$487
includes taxes & fees
2 Mar - 3 Mar
Clean, Quiet, & Cozy Ashland Home
9.2 out of 10, Wonderful, (78 reviews)
"Great location and very comfortable property."
United States
Patricia M.
The price is AU$624
includes taxes & fees
2 Mar - 3 Mar
Lovely 2 Bedroom in the Heart of The Fan
9.6 out of 10, Exceptional, (19 reviews)
"This is our second time staying in this lovely home. It is always clean and such a simple stay with access to coffee shops, gas and shopping. The area is very safe and the parking is easy. We can’t say enough about this little spot. "
United States
Ann A.
The price is AU$767
includes taxes & fees
9 Mar - 10 Mar
Midlothian 3 Bedroom getaway for up to 8 guests!
The price is AU$916
includes taxes & fees
2 Mar - 3 Mar
Spacious 4-bedroom house in awesome Midlothian with AC
9.4 out of 10, Exceptional, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is AU$300
includes taxes & fees
2 Mar - 3 Mar
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Holiday Home in Downtown Richmond

Spacious Duplex, Near VCU, 5 Free Parking, Fenced
10.0 out of 10, Exceptional, (5 reviews)
"Great place and a great host! Would stay there again!"
United States
Paul M.
The price is AU$1,614
includes taxes & fees
2 Mar - 3 Mar
Spacious Duplex, Near VCU, 5 Free Parking, Fenced
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

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$244 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.