Southside Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southside vacation rentals

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 reviews)
"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 ¥15,368
¥45,557 total
includes taxes & fees
Feb 23 - Feb 24
Charming 1-bedroom suite with WiFi and AC in Bon Air

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 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 ¥21,083
¥47,273 total
includes taxes & fees
Feb 9 - Feb 10
Charming 3-bedroom townhome with WiFi in delightful Richmond

Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Casa Terra: Pet-Friendly Eco Oasis with Gazebo
Broad Rock
10.0 out of 10, Exceptional, (1 review)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
The price is ¥20,753
¥51,746 total
includes taxes & fees
Feb 17 - Feb 18
Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Cozy Nest Near The River

Cozy Nest Near The River
Woodland Heights
The price is ¥17,923
¥23,402 total
includes taxes & fees
Feb 8 - Feb 9
Cozy Nest Near The River

🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living

🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Richmond
8.8 out of 10, Excellent, (3 reviews)
"Great Hosts"
United States
Yamiya N.
The price is ¥55,970
¥92,626 total
includes taxes & fees
Feb 10 - Feb 11
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living

Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home
Beaufont
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 ¥62,888
¥131,700 total
includes taxes & fees
Feb 8 - Feb 9
Renovated Modern Stylish “Vibrant” 4bdrm Home

MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
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 ¥31,203
¥40,949 total
includes taxes & fees
Feb 10 - Feb 11
MV GiaMaria

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (114 reviews)
"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."
United States
Alexis S.
The price is ¥18,080
¥33,236 total
includes taxes & fees
Feb 8 - Feb 9
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is ¥18,080
¥33,236 total
includes taxes & fees
Feb 8 - Feb 9
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.4 out of 10, Exceptional, (21 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is ¥10,046
¥18,668 total
includes taxes & fees
Feb 8 - Feb 9
Magnolias, a chill out place.

Forest Hill Apt - 202

Forest Hill Apt - 202
2.0 star property
Woodville
The price is ¥18,814
¥30,855 total
includes taxes & fees
Mar 10 - Mar 11
Forest Hill Apt - 202

Charming 1-bedroom apartment in Mechanicsville

Charming 1-bedroom apartment in Mechanicsville
Mechanicsville
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is ¥12,578
¥21,716 total
includes taxes & fees
Feb 8 - Feb 9
Charming 1-bedroom apartment in Mechanicsville

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, (4 reviews)
"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "
United Kingdom
Travis K.
The price is ¥33,449
¥64,932 total
includes taxes & fees
Feb 9 - Feb 10
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

Carytown cozy nest private room Fenced Yard

Carytown cozy nest private room Fenced Yard
Carytown
9.8 out of 10, Exceptional, (27 reviews)
"We had a great stay. Excellent location, dog friendly back yard, walking distance to restaurants, shops, museums, clean and comfortable. Host was very attentive and friendly. "
United States
Teresa K.
The price is ¥11,005
¥21,861 total
includes taxes & fees
Feb 8 - Feb 9
Carytown cozy nest private room Fenced Yard

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (51 reviews)
"Great place, great location!"
United States
Janet F.
The price is ¥20,381
¥26,875 total
includes taxes & fees
Mar 10 - Mar 11
Historic Haven in Church Hill

Cookie B

Cookie B
3.0 star property
Richmond
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 ¥34,296
¥46,937 total
includes taxes & fees
Mar 10 - Mar 11
Cookie B

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (59 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is ¥19,598
¥25,981 total
includes taxes & fees
Mar 10 - Mar 11
The Studio@ Eanes Drug

Private Guest house with Parking and Wi-Fi in a Central Location

Private Guest house with Parking and Wi-Fi in a Central Location
Virginia Union
10.0 out of 10, Exceptional, (4 reviews)
"A perfect VRBO: clean, tastefully decorated, great location, safe, comfortable bed, great communication, and an overall warm welcoming feel. I would love to stay in Amanda’s VRBO again when visiting Richmond."
United States
Sandra D.
The price is ¥12,818
¥38,005 total
includes taxes & fees
Mar 2 - Mar 3
Private Guest house with Parking and Wi-Fi in a Central Location

Colorful private guesthouse in charming Richmond with Parking

Colorful private guesthouse in charming Richmond with Parking
Northern Barton Heights
10.0 out of 10, Exceptional, (4 reviews)
"Such a fun place to stay! Room is nicely decorated. Easy check in/check out. Never stayed in this part of RVA before. We will definitely stay here again!"
United States
Teresa M.
The price is ¥16,508
¥32,340 total
includes taxes & fees
Feb 9 - Feb 10
Colorful private guesthouse in charming Richmond with Parking

Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
Petersburg
9.4 out of 10, Exceptional, (3 reviews)
"Big yard."
United States
Michael O.
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southside Hotel Reviews

Find out more about Southside

Search for holiday rentals in Southside on Expedia! You can easily find your home rentals, villas, holiday apartments in Southside using one of the methods below:

  • View our selection of featured holiday rentals in Southside
  • Use the map to find apartments and other holiday homes in the Southside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southside while they last

Look no further and take a look at our great range of rental properties in Southside!