Holiday Homes in Southside

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Featured Holiday Homes in Southside

Smart TV, fireplace, computer monitors
Charming 1-bedroom suite with WiFi and AC in Bon Air

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

Bon Air
10.0 out of 10, Exceptional, (8)
"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 "
United States
Jessica H.
The price is AU$464
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 1-bedroom suite with WiFi and AC in Bon Air
Smart TV
Charming 3-bedroom townhome with WiFi in delightful Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond

Jahnke
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. "
United States
Betty C R.
The price is AU$511
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom townhome with WiFi in delightful Richmond
Property grounds
Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Broad Rock
The price is AU$519
includes taxes & fees
9 Dec - 10 Dec
Casa Terra: Pet-Friendly Eco Oasis with Gazebo
Terrace/patio
Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home

Beaufont
9.4 out of 10, Exceptional, (8)
"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$1,425
includes taxes & fees
9 Dec - 10 Dec
Renovated Modern Stylish “Vibrant” 4bdrm Home
Fridge, microwave, oven, stovetop
Cupid's Hideout

Cupid's Hideout

2.0 star property
Fan District
The price is AU$557
includes taxes & fees
9 Dec - 10 Dec
Cupid's Hideout
Outdoor dining
Charming Historic Home in Walking Distance to Carytown - Fenced Yard - Pets

Charming Historic Home in Walking Distance to Carytown - Fenced Yard - Pets

2.0 star property
Carytown
The price is AU$620
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Historic Home in Walking Distance to Carytown - Fenced Yard - Pets
Terrace/patio
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

Charles City County
10.0 out of 10, Exceptional, (3)
"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "
United Kingdom
Travis K.
The price is AU$614
includes taxes & fees
4 Jan - 5 Jan 2026
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Private kitchen
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

2.0 star property
Carver
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
The price is AU$883
includes taxes & fees
9 Dec - 10 Dec
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups
Terrace/patio
Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.

Midlothian
10.0 out of 10, Exceptional, (1)
"Great spot to spend the evening while traveling through! Comfortable space.Host was very helpful through the check in process and my stay.Thanks Pamela!"
United States
Shawn P.
The price is AU$274
includes taxes & fees
27 Dec - 28 Dec
Newly finished basement suite in Midlothian. Very clean and spacious.
Fridge, microwave, oven, stovetop
The Cozy Bungalow: free parking w/fully fenced yard

The Cozy Bungalow: free parking w/fully fenced yard

2.0 star property
Richmond
The price is AU$415
includes taxes & fees
9 Dec - 10 Dec
The Cozy Bungalow: free parking w/fully fenced yard
Smart TV
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Downtown Richmond
9.8 out of 10, Exceptional, (72)
"Fantastic place, clean, well stocked, well cared for, great management. such a fun location, safe and lively!!"
United States
Anonymous traveller
The price is AU$350
includes taxes & fees
9 Dec - 10 Dec
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Terrace/patio
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Northern Barton Heights
9.2 out of 10, Wonderful, (9)
"Booked for a family wedding in Richmond. Everything was great and as promised at this rental. The host was responsive to any questions. Highly recommend "
United States
Edward K.
The price is AU$714
includes taxes & fees
14 Dec - 15 Dec
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Fridge, microwave, oven, stovetop
Richmond Family Retreat: 3BR House, Fire Pit & Parking!

Richmond Family Retreat: 3BR House, Fire Pit & Parking!

Monument Avenue Park
9.0 out of 10, Wonderful, (19)
"We had a great stay! "
United States
Elizabeth T.
The price is AU$381
includes taxes & fees
9 Dec - 10 Dec
Richmond Family Retreat: 3BR House, Fire Pit & Parking!
Exterior
Private bedroom and bath!

Private bedroom and bath!

Midlothian
10.0 out of 10, Exceptional, (1)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is AU$376
includes taxes & fees
9 Dec - 10 Dec
Private bedroom and bath!
Exterior
Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County

Amelia Court House
10.0 out of 10, Exceptional, (11)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
United States
Marissa H.
The price is AU$444
includes taxes & fees
9 Dec - 10 Dec
Steel Magnolias Cozy Main Home in Amelia County
Private kitchen
Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU

2.0 star property
Downtown Richmond
8.0 out of 10, Very good, (7)
"Facility was just right for 5 adults and two children. Older couple appreciated ground floor bedroom and bathroom. One suggestion: please let people know there is no ice machine is the refrigerator and there are no ice trays either, so you must bring bag ice. "
United States
Mark V.
The price is AU$712
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Modern Walkable to to VCU
Outdoor dining
The Sweet Family retreat/Fenced & Free Parking

The Sweet Family retreat/Fenced & Free Parking

Sauer's Gardens
9.6 out of 10, Exceptional, (59)
"Great stay! Will be coming back if it’s available next time we come to Richmond. "
United States
Evan R.
The price is AU$367
includes taxes & fees
18 Dec - 19 Dec
The Sweet Family retreat/Fenced & Free Parking
Fridge, microwave, oven, stovetop
Luxury Stay! 15 min away from Fort Gregg-Adams.

Luxury Stay! 15 min away from Fort Gregg-Adams.

Prince George
8.0 out of 10, Very good, (12)
"So from the pictures it looks like a beautiful luxury rental. However looks can be deceiving. Check in was easy, but immediately I noticed the spiderwebs covering the door and the porches. When I opened the front door it appeared clean the living room was "
United States
HEATHER W.
The price is AU$379
includes taxes & fees
10 Dec - 11 Dec
Luxury Stay! 15 min away from Fort Gregg-Adams.
Fridge, microwave, oven, stovetop
Oaks Retreat Carytown House: Family & Pet Friendly

Oaks Retreat Carytown House: Family & Pet Friendly

Randolph
9.2 out of 10, Wonderful, (11)
"Good location, easy to find, no parking issues, clean and comfortable."
United States
Dave F.
The price is AU$371
includes taxes & fees
16 Dec - 17 Dec
Oaks Retreat Carytown House: Family & Pet Friendly
TV, books, offices
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

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

Byrd Park
8.8 out of 10, Excellent, (11)
"Good communication and easy to work with. Accommodated our need for a pack and play. Would stay here again!"
United States
Tim M.
The price is AU$394
includes taxes & fees
10 Dec - 11 Dec
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
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

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"Clean room, comfortable bed, spacious restaurant/dining area and lobby, extra amenities like complimentary drinks and food at happy hour, full hot breakfast, good coffee, and friendly staff. Also easy access from major roads in the Richmond area."
Christopher 1-night trip
Posted 3 days ago
Drury Plaza Hotel Richmond

Find out more about Southside

Southside Holiday Homes information

Number of reviews
226
Accommodation
298 Holiday Homes
Lowest Price
AU$274
Highest Price
AU$1,425

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