Holiday Homes in Southside

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Featured Holiday Homes in Southside

Quiet & Cozy Ashland Home

9.8 out of 10, Exceptional, (32)
"Our family of 6 stayed one night in this lovely home. We had everything we needed for our overnight stay. Check-in and check-out was seemless. Beds are comfy, linens are soft. We cooked breakfast and had all cookware and utensils that we needed. needed."
The price is AU$550
includes taxes & fees
12 Jan - 13 Jan
Quiet & Cozy Ashland Home

Recline at Timberline! Family friendly!

9.4 out of 10, Exceptional, (35)
"The house is very cozy. The kitchen was clean and well stocked. There are Roku TVs in the living room and bedroom. Nice backyard with a swing set if you have kids. There were bowls for pets in the downstairs closet. "
Recline at Timberline! Family friendly!

Luxury home in the historic Fan District

10.0 out of 10, Exceptional, (10)
"we "
Luxury home in the historic Fan District

Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

9.8 out of 10, Exceptional, (28)
"We stayed here for a close location yo a field hockey tournament. It was so clean, close and in a safe area! It was dark on the way home so it took some getting used to! Lol. But place was clean, well lit and well stocked for 2 moms and 2 teen girls. Would definitely use again! "
The price is AU$674
includes taxes & fees
14 Jan - 15 Jan
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

Beautiful and Spacious home w/Outdoor Kitchen

10.0 out of 10, Exceptional, (28)
"This is a great location for family to get together in a lovely home where everyone can have privacy as well as be together. Great neighborhood, very quiet. We would stay again for sure! "
Beautiful and Spacious home w/Outdoor Kitchen

Colonial Heights Home w/ Large Yard & BBQ Grill!

9.6 out of 10, Exceptional, (5)
"Great stay and convenient."
Colonial Heights Home w/ Large Yard & BBQ Grill!

Craft Cottage fully fenced yard w/private parking

9.8 out of 10, Exceptional, (6)
"We were beyond pleased. The space is as (if not better) than pictured. We are relocating to the area and needed to to bring our dogs and explore the area. The outdoor space was more than ample, secure for our pups and very private. We needed to extend our stay while we secured our new space and the hosts were very accommodating. The only possible suggestion is streamlining communication. It seems that two different apps are being used and they don't sync. "
The price is AU$226
includes taxes & fees
15 Jan - 16 Jan
Craft Cottage fully fenced yard w/private parking

Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

9.8 out of 10, Exceptional, (9)
"This was our second stay, with all the same expectations met in cleanliness and accommodations. Had one surprise when I let my dog out back, half the back fence was gone! Heads up for any pet owners, looks like owners might be transitioning backyard to parking spaces, which is fine since the front yard is fenced and works great as well. It was just a change from last stay and I was lucky my dog isn't a runner!"
The price is AU$388
includes taxes & fees
26 Jan - 27 Jan
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

E2 Centrally located in Carytown fully fenced

9.8 out of 10, Exceptional, (46)
"Great location, walking distance to restauarants, bars, grocery stores and shopping"
The price is AU$347
includes taxes & fees
12 Jan - 13 Jan
E2 Centrally located in Carytown fully fenced

Royal Retreat: Luxurious House with 4 King Beds!

9.4 out of 10, Exceptional, (10)
"We stayed in this lovely home during Thanksgiving. My husband and I, our daughter and her husband, and our two grandchildren loved the spaciousness of the home, the large bedrooms, convenient bathrooms and the layout, especially the breakfast room-kitchen-family room combination. The property was super clean and nicely furnished in a quiet neighborhood, located about 20 minutes from everything we wanted to do and see. The property manager was very responsive to any questions I had and we...
Royal Retreat: Luxurious House with 4 King Beds!

Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

9.4 out of 10, Exceptional, (6)
"This property was exactly as photographed. It is close to the park where the holiday fun run was happening. The beds were comfortable. The host accommodated a specific request I had, which I greatly appreciated. We would come back!"
Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

Spacious 5-bedroom house with AC and WiFi in delightful Mechanicsville

Spacious 5-bedroom house with AC and WiFi in delightful Mechanicsville

Grand historical family house/spacious/peaceful/central location

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great house for multi family group. Very nice house with everything you need for a comfortable and pleasant stay."
The price is AU$505
includes taxes & fees
23 Jan - 24 Jan
Grand historical family house/spacious/peaceful/central location

Cozy, Spacious Charles City Cottage : 2BR, Firepit

10.0 out of 10, Exceptional, (2)
"Seems like some VRBO hosts are omitting everything possible, like moving into a shell of a home. Not this one! Our host was considerate like you'd expect a proper hotel should be -- no need to run around to a store to pick up a little shampoo if you forgot it. Extremely communicative from the moment we booked, which was another above and beyond aspect."
Cozy, Spacious Charles City Cottage : 2BR, Firepit

The Bike Path House! Cozy 2 BR w/ Fireplace

9.4 out of 10, Exceptional, (16)
"We stayed 3 nights for bike riding on the Virginia-Capital Trail. The location is almost mid-way between Richmond and Williamsburg, directly across from the trail on the John Tyler Memorial Hwy. The amenities were just right: a good sleep, hot shower, comfortable living room for reading or TV. The kitchen/living room makes eating-in easy, but there are also local eateries that provide good, classical food. If you’re into bike riding, this mid-way location will allow you to cover a lot of ground...
The Bike Path House! Cozy 2 BR w/ Fireplace

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

10.0 out of 10, Exceptional, (193)
"It is true, the home is in a great location. The home has historical charm plus modern updates that made it a comfortable stay for our family of 5. We enjoyed our stay and visit to Richmond!"
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

The Black Pot - Free parking

9.4 out of 10, Exceptional, (32)
"My wife, son, and 2 dogs stayed here over Thanksgiving and enjoyed our stay. Communication with Delores was easy and she was very responsive. The back yard was great, my son and 2 dogs had a blast playing in all the leaves and there was plenty of space for them to run around. The inside of the home is dated and because of that can seem not as clean as it actually is. We would absolutely recommend others stay here and if we're ever back in the area wouldn't hesitate to come back. Thanks...
The price is AU$333
includes taxes & fees
15 Jan - 16 Jan
The Black Pot - Free parking

Richmond Home w/ Fire Pit - 12 Mi to Downtown

9.8 out of 10, Exceptional, (17)
"Tidy home in a great location. "
Richmond Home w/ Fire Pit - 12 Mi to Downtown

Home w/ Hot Tub < 2 Mi to Downtown Richmond!

9.6 out of 10, Exceptional, (52)
"Our extended family of all ages plus one small dog greatly enjoyed our stay in this home! Plenty of space for everyone to sleep, extra bathrooms, and a functional kitchen. The fenced-in back yard is perfect for pets and children. Street parking was easy and a nice playground at the end of the block and a small store a few blocks over were nice to have nearby. We would stay here again!"
Home w/ Hot Tub < 2 Mi to Downtown Richmond!

Central Located Near VCU -2 Beautiful Suites

9.0 out of 10, Wonderful, (19)
"Clean, spacious, well-equipped vrbo. Centrally located. Would definitely stay here again."
Central Located Near VCU -2 Beautiful Suites
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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Other property types in Southside

Modern Unit in Historic Old Manchester.

10.0 out of 10, Exceptional, (33)
"wonderful location, delightful place, hosts great to work with "
Modern Unit in Historic Old Manchester.

The Black Pot - Free parking

9.4 out of 10, Exceptional, (32)
"My wife, son, and 2 dogs stayed here over Thanksgiving and enjoyed our stay. Communication with Delores was easy and she was very responsive. The back yard was great, my son and 2 dogs had a blast playing in all the leaves and there was plenty of space for them to run around. The inside of the home is dated and because of that can seem not as clean as it actually is. We would absolutely recommend others stay here and if we're ever back in the area wouldn't hesitate to come back. Thanks...
The price is AU$333
includes taxes & fees
15 Jan - 16 Jan
The Black Pot - Free parking

Garden Penthouse in RVA! 3 Bedroom, 3 Bath!

9.6 out of 10, Exceptional, (20)
"Overall, a very good stay, but some enhancements would have made it better. We had an issue with a carbon monoxide detector on Christmas Day that was resolved quickly and professionally. The property manager is very responsive. The premises are fine, but the location of one of the bathrooms away from the bedrooms was strange. The kitchen is not as equipped as indicated in the listing e,g, limited cutlery, plates. There was no laundry detergent and two dishwasher pods which was expected based...
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!
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.