Southside holiday rentals

We found 620 holiday rentals — enter your dates for availability

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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Head to the friendly city of Southside

The area's museums and entertainment are just some of the reasons to come on holiday to Southside. This welcoming city attracts visitors thanks to its shopping and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Southside

Do you want to discover attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that makes Southside a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Libby Hill Park (6.1 mi / 9.8 km)
  • Country Club of Virginia (7 mi / 11.3 km)
  • Pocahontas State Park (8 mi / 12.9 km)
  • Richmond Raceway (10 mi / 16.2 km)
  • Metro Richmond Zoo (15.7 mi / 25.3 km)
  • Petersburg National Battlefield Park (18.4 mi / 29.6 km)

Exploring the natural features in Southside

Whether you're looking for adventure or just want to spend some time taking in the scenery, Southside is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Maymont Park (4.7 mi / 7.6 km)
  • James River (5.2 mi / 8.3 km)
  • Virginia Capital Trail: Richmond Trailhead (5.9 mi / 9.6 km)
  • Libby Hill Park (6.1 mi / 9.8 km)
  • Richmond National Battlefield Park (7.7 mi / 12.4 km)
  • Dorey Park (9 mi / 14.4 km)

Frequently asked questions

What is the best area to stay in Southside when booking a holiday home?
Bon Air is among the most popular areas to find a Stayz holiday home in Southside. Check out our relaxing properties and then get out and experience the best of this destination.
What is the most popular type of holiday home accommodation in Southside?
The most sought-after types of holiday homes in Southside are houses. Looking for something different? Stayz has numerous options to match the needs of our guests, so you’ll see holiday properties in loads of shapes and sizes. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Southside?
A range of factors determine what you’ll pay for your holiday home in Southside, like the season, length of stay and type of property. Still, all Stayz homes have one thing in common — unbeatable value. Simply add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Southside?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Southside travel dates to view your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Southside?
Yes. You can pick from 47 holiday homes that roll out the welcome mat in Southside on Stayz. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your doggie can lap up the fun.
Can I rent a house with a pool in Southside?
Pack your swimsuit and goggles, because there are seven houses with a private pool in Southside. Settle in at one of these sought-after holiday homes and every day will be a pool day. Simply enter your dates into Stayz, then check the “pool” filter to find a place to make a splash!
What are popular home amenities in Southside?
A fireplace, nearby museums and a swimming pool top the list of most popular home amenities in Southside. Whether you plan to go alone, with your spouse or a group of dear friends, Stayz can help you find a holiday home that fits your style with all the features you’re looking for.
Are there large group holiday homes in Southside?
With three properties that can host 10 people or more in Southside, you won’t have to leave anyone off your invite list. From holidays with the extended family to special events like birthday and Christmas parties, Stayz can help you find a large group home to match the occasion.
Are there holiday homes in Southside that welcome kids?
Southside has 46 family-friendly holiday homes to pick from. And securing a stay that welcomes youngsters is easy with Stayz’s “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll also enjoy access to amenities and perks like dining rooms, pools and kitchens.
What are the top attractions for families in Southside?
There’s a ton of amazing things to see and do with the family in Southside, such as:

  • Richmond Railroad Museum
  • Putt-Putt Fun Centre
  • Rockwood Park

Are there one-bedroom holiday homes in Southside?
You’ll find 10 one-bedroom properties in Southside to pick from. A one-bedroom holiday home is a great option if it’s only the two of you or if you’re holidaying solo. Add in more privacy, convenience and space than a hotel, and you’ve got the makings of a trip to remember.
Can I find two-bedroom holiday homes in Southside?
Southside has 18 two-bedroom properties for you to select from. Experience a holiday home with all the comfort and space you want at a price that’s hard to resist on Stayz.
Are there holiday homes with WiFi in Southside?
Pick from 24 holiday homes with WiFi in Southside. If you’d like to disconnect from the world on your break, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Southside?
Pick from 47 holiday homes with air conditioning in Southside offering that gentle, cool breeze and extra bit of comfort. Simply enter your chosen travel dates and then take advantage of our filters to search for properties with air conditioning.
How old do you have to be to rent a holiday home in Southside?
The minimum age allowed can vary across properties on Stayz, so be sure to check the rules of the holiday home in Southside you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Southside for?
How long you can book a holiday home in Southside differs according to the property. Just enter your selected travel dates to display a list of options offering extended stays. With many amenities such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to get the perfect place to call your home away from home in Southside.

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