Aerial photograph of Virginia International Raceway or VIR.

Southside Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Southside vacation rentals

Smart TV, fireplace

The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (1 review)
"The most beautifully finished cottage! Host very responsive!! Loved it."
United States
Stephanie S.
$194 nightly
The price is $197
Jun 17 - Jun 18
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
Interior

Cozy Bon Air Guest Suite with Private Entrance

Cozy Bon Air Guest Suite with Private Entrance
Bon Air
$135 nightly
The price is $154
Jul 6 - Jul 7
Total with taxes and fees
Cozy Bon Air Guest Suite with Private Entrance
Exterior

The Enchanted Studio

The Enchanted Studio
Huguenot
$140 nightly
The price is $159
Jun 17 - Jun 18
Total with taxes and fees
The Enchanted Studio
Interior

2-Story Penthouse 2 Balconies, Skyline View, Pool, Gym, Yoga Studio & Workspace

2-Story Penthouse 2 Balconies, Skyline View, Pool, Gym, Yoga Studio & Workspace
Old Town Manchester
9.4 out of 10, Exceptional, (9 reviews)
"We enjoyed staying here. It has everything we needed."
United States
Brittany B.
$326 nightly
The price is $372
Jul 8 - Jul 9
Total with taxes and fees
2-Story Penthouse 2 Balconies, Skyline View, Pool, Gym, Yoga Studio & Workspace
Terrace/patio

Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + 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.
$347 nightly
The price is $397
Jul 12 - Jul 13
Total with taxes and fees
Private Garden Home w/ Large Fenced Yard + Gazebo
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 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.
$280 nightly
The price is $323
Jun 13 - Jun 14
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Exterior

Richmond Vacation Rental ~ 10 Mi to Downtown!

Richmond Vacation Rental ~ 10 Mi to Downtown!
Richmond
9.0 out of 10, Wonderful, (10 reviews)
"The property was great It was just as the pictures portrayed we definitely enjoyed our stay "
United States
Amy W.
$533 nightly
The price is $610
Jun 28 - Jun 29
Total with taxes and fees
Richmond Vacation Rental ~ 10 Mi to Downtown!
Living area

Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home
Beaufont
9.4 out of 10, Exceptional, (9 reviews)
"The overall experience was nice. Everything was there as advertised, and we would definitely stay there again"
United States
Johnny W.
$733 nightly
The price is $838
Jun 14 - Jun 15
Total with taxes and fees
Renovated Modern Stylish “Vibrant” 4bdrm Home
Lobby

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, (119 reviews)
"Very nice stay! Awesome host and quiet neighborhood! Thank you!"
United States
Wes E.
$185 nightly
The price is $211
Jun 16 - Jun 17
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Marina

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, (237 reviews)
"The houseboat was exactly as described and met as well as exceeding my expectations. Very peaceful, overlooking the river. The bed was comfortable and I love every minute of our stay, just wish it had been longer. We met Capt. Ron on our last night. He is a very nice man and loved talking with him. I hope to return in the future. Barbara and Ben"
United States
Barbara
$185 nightly
The price is $211
Jun 15 - Jun 16
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Front of property

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
$256 nightly
The price is $292
Jun 21 - Jun 22
Total with taxes and fees
Cookie B
House (1 Bedroom) | Interior

Hike, Golf & Explore! Peaceful Home in Montpelier

Hike, Golf & Explore! Peaceful Home in Montpelier
3.0 star property
Montpelier
$236 nightly
The price is $269
Jun 16 - Jun 17
Total with taxes and fees
Hike, Golf & Explore! Peaceful Home in Montpelier
Beach nearby

Charming 2-bedroom home, with lake access, in the Richmond metro area.

Charming 2-bedroom home, with lake access, in the Richmond metro area.
Quinton
9.8 out of 10, Exceptional, (19 reviews)
"If fishing is your thing, this place seems just the place for you. It's has guest passes to the lake. The bed was very comfortable. IMO, the kitchen needs better cookware."
United States
Kimberly
$172 nightly
The price is $186
Jun 18 - Jun 19
Total with taxes and fees
Charming 2-bedroom home, with lake access, in the Richmond metro area.
1 bedroom, free WiFi, bed sheets

The Farmhouse Retreat

The Farmhouse Retreat
Mechanicsville
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
$139 nightly
The price is $160
Jun 21 - Jun 22
Total with taxes and fees
The Farmhouse Retreat
Shower, hair dryer, towels, shampoo

Carytown cozy nest private room Fenced Yard

Carytown cozy nest private room Fenced Yard
Carytown
9.8 out of 10, Exceptional, (29 reviews)
"Everything was great for our stay! We didn't stay there long but was the perfect location near Carytown. We extended our stay, and the hosts were beyond accommodating. "
United States
Bonnie W.
$131 nightly
The price is $146
Jun 21 - Jun 22
Total with taxes and fees
Carytown cozy nest private room Fenced Yard
1 bedroom, in-room safe, free WiFi, bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (23 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
$111 nightly
The price is $127
Jun 24 - Jun 25
Total with taxes and fees
Magnolias, a chill out place.
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug-Heart of the Historic District

The Studio@ Eanes Drug-Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (79 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
$160 nightly
The price is $183
Jun 14 - Jun 15
Total with taxes and fees
The Studio@ Eanes Drug-Heart of the Historic District
Outdoor dining

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, (5 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.
$192 nightly
The price is $219
Jun 17 - Jun 18
Total with taxes and fees
Colorful private guesthouse in charming Richmond with Parking
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (65 reviews)
"Nice stay"
United States
Danelle B.
$160 nightly
The price is $183
Jun 15 - Jun 16
Total with taxes and fees
Historic Haven in Church Hill in The Heart of the Historic District
Interior

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (34 reviews)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
$303 nightly
The price is $324
Jun 15 - Jun 16
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
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

Red Roof Inn Richmond South

Red Roof Inn Richmond South

6/10 Okay
"It’s convenient"
Chris 4-night trip
Posted 2 hours ago
Red Roof Inn Richmond South

Find out more about Southside

Everything you need to know about Southside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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