Holiday Homes in Southside

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southside and around

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Relax on the covered porch with a view of the surrounding street and trees.

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

9.8 out of 10, Exceptional, (122)
"This property had all the amenities, modern and clean decor, nice friendly neighborhood atmosphere, a little park a block away to walk the dog, and within walking distance to the many features of RVA. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Amazing Private House Rental w/ pool! Richmond, VA
Experience the charm of historic St. Richmond at BLIM, a distinctive building with a central tower and turret.

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (64)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is €390
includes taxes & fees
19 Aug - 20 Aug
Amazing Private House Rental w/ pool! Richmond, VA
The Henrico Hideaway: Firepit, Close to Everything
Enjoy casual dining at the central island with bar stools, surrounded by sleek cabinetry and stainless steel appliances.

The Henrico Hideaway: Firepit, Close to Everything

10.0 out of 10, Exceptional, (7)
"This house was perfect for what we needed! The beds were comfy (the master was my fave!) Communication with the host was great! Very timely. Great experience overall. "
The Henrico Hideaway: Firepit, Close to Everything
The Grace Escape
Welcome to this charming home with a brick base, wooden door, and a small tree by the entrance.

The Grace Escape

10.0 out of 10, Exceptional, (23)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Stroll along the beautifully maintained garden pathway to a charming building with a classic facade, featuring evenly spaced windows and shutters.

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

10.0 out of 10, Exceptional, (214)
"Josh's house was perfect for our family stay in Richmond for our daughter's wedding. Josh is a great host, the house was clean and comfortable with everything we needed."
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!
Enjoy meals around the central island in this kitchen, featuring a stainless steel refrigerator, microwave, and oven.

Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

10.0 out of 10, Exceptional, (4)
"This place was just perfect for our stay. Beautiful historic home, plenty of room, great kitchen. We just loved it. Would come back and stay again and again!"
The price is €262
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!
Charming Retreat w/ Pool Table in Chesterfield!
Enjoy al fresco dining on this deck surrounded by trees and a barbecue grill.

Charming Retreat w/ Pool Table in Chesterfield!

10.0 out of 10, Exceptional, (1)
"The location was excellent for travel needs and was close to shops that were needed. The house and yard was overall clean. Check in was easy. James was accessible if needed. We felt safe in the neighborhood it was quiet and there were cameras that made us feel extra safe."
Charming Retreat w/ Pool Table in Chesterfield!
Charming 1-bedroom suite with WiFi and AC in Bon Air
Relax in this stylish living space, featuring a large chandelier, flat-screen TV, and comfortable sectional sofa.

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

10.0 out of 10, Exceptional, (4)
"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 €177
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom suite with WiFi and AC in Bon Air
Charming 1940s Vintage Home in Hanover County
Enjoy cooking in this well-lit kitchen with a large island, sink, and stainless steel refrigerator.

Charming 1940s Vintage Home in Hanover County

10.0 out of 10, Exceptional, (3)
"Thanks for a great stay! We loved the property!"
The price is €571
includes taxes & fees
11 Aug - 12 Aug
Charming 1940s Vintage Home in Hanover County
Charming 3-bedroom townhome with WiFi in delightful Richmond
Relax in style with a comfortable sofa, coffee table, and a beautiful view.

Charming 3-bedroom townhome with WiFi in delightful Richmond

10.0 out of 10, Exceptional, (3)
"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 €282
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom townhome with WiFi in delightful Richmond
Pet-Friendly 3BR Near Short Pump + Big Fenced Yard
Smart TV, fireplace

Pet-Friendly 3BR Near Short Pump + Big Fenced Yard

10.0 out of 10, Exceptional, (1)
"We needed a place close to my grandchildren, and this home did not disappoint. Very clean, with plenty of room inside and outdoors to host a family day and barbecue. Also, you do not feel like a renter, but as a guest. Shampoo, conditioner, body cream, toothpaste surprisingly provided! The owners are gracious and always available, if needed. We would love to make this rental our home away from home when visiting."
Pet-Friendly 3BR Near Short Pump + Big Fenced Yard
Grand Retreat with VMFA Views + Large Groups
Relax in this inviting living space with a plush sofa, dining area, and natural light pouring in through the large window.

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is €831
includes taxes & fees
7 Sept - 8 Sept
Grand Retreat with VMFA Views + Large Groups
Erin's Oasis in Richmond
Stroll through this serene garden oasis, surrounded by lush greenery and a tranquil statue.

Erin's Oasis in Richmond

9.8 out of 10, Exceptional, (54)
"wonderful property"
Erin's Oasis in Richmond
Carytown Charm: 1BR with King Bed/fully fenced
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and large refrigerator.

Carytown Charm: 1BR with King Bed/fully fenced

9.8 out of 10, Exceptional, (27)
"The house was clean. Just a few steps from several restaurants and coffee shops. "
The price is €183
includes taxes & fees
25 Aug - 26 Aug
Carytown Charm: 1BR with King Bed/fully fenced
~THE RETREAT~
Relax by the pool surrounded by a deck with lounge chairs and a gazebo.

~THE RETREAT~

9.8 out of 10, Exceptional, (22)
"Great time"
~THE RETREAT~
Cozy walkable downtown retreat, 3 minutes to VCU
Traditional brick building with a charming yellow door and classic white columns, set amidst a beautifully maintained garden with gravel pathways.

Cozy walkable downtown retreat, 3 minutes to VCU

9.4 out of 10, Exceptional, (15)
"Great stay."
The price is €421
includes taxes & fees
11 Aug - 12 Aug
Cozy walkable downtown retreat, 3 minutes to VCU
Clean, Quiet, & Cozy Ashland Home
Cozy living room with a fireplace, two sofas, and a coffee table, featuring a large window and a ceiling fan.

Clean, Quiet, & Cozy Ashland Home

9.6 out of 10, Exceptional, (45)
"Great place to stay"
The price is €313
includes taxes & fees
7 Sept - 8 Sept
Clean, Quiet, & Cozy Ashland Home
Fly-In Style: Charming Townhome 6 Mins from RIC!
Fridge, microwave, oven, stovetop

Fly-In Style: Charming Townhome 6 Mins from RIC!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Our family was adequately accommodated during our stay. The residence provided a homely ambiance and was well-equipped with all the necessary amenities to cater to our requirements."
Fly-In Style: Charming Townhome 6 Mins from RIC!
3-Bed Grace Street Getaway in Museum District
Enjoy dining or socializing in this patio area with comfortable seating and a dining table.

3-Bed Grace Street Getaway in Museum District

10.0 out of 10, Exceptional, (15)
"Great location, spacious, and the private parking was a plus! The area was quiet and comfortable yet walking distance to museums, conveniences and eateries. I had an enjoyable stay."
3-Bed Grace Street Getaway in Museum District
Spacious Duplex, Near VCU, 5 Free Parking, Fenced
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and ample counter space.

Spacious Duplex, Near VCU, 5 Free Parking, Fenced

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great place and a great host! Would stay there again!"
The price is €1,360
includes taxes & fees
10 Sept - 11 Sept
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

The Commonwealth

The Commonwealth

10/10 Excellent
"Central locationing is great"
george 1-night trip
Posted 10 hours ago
The Commonwealth