Southside Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Southside vacation rentals

Interior

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Old Town Manchester
$261 nightly
The price is $298
Feb 7 - Feb 8
Total with taxes and fees
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Terrace/patio

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.
$289 nightly
The price is $330
Feb 23 - Feb 24
Total with taxes and fees
Casa Terra: Pet-Friendly Eco Oasis with Gazebo
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 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.
$261 nightly
The price is $299
Feb 3 - Feb 4
Total with taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond
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.
$252 nightly
The price is $290
Feb 23 - Feb 24
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Interior

Cozy Nest Near The River

Cozy Nest Near The River
Woodland Heights
$146 nightly
The price is $149
Feb 3 - Feb 4
Total with taxes and fees
Cozy Nest Near The River
Terrace/patio

🦢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.
$512 nightly
The price is $589
Feb 5 - Feb 6
Total with taxes and fees
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Living area

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.
$733 nightly
The price is $838
Feb 3 - Feb 4
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, (113 reviews)
"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."
United States
Alexis S.
$185 nightly
The price is $211
Feb 3 - Feb 4
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
View from property

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
$237 nightly
The price is $271
Mar 5 - Mar 6
Total with taxes and fees
MV GiaMaria
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, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
$185 nightly
The price is $211
Feb 3 - Feb 4
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
1 bedroom, in-room safe, free WiFi, bed sheets

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
$104 nightly
The price is $119
Feb 3 - Feb 4
Total with taxes and fees
Magnolias, a chill out place.
1 bedroom, WiFi

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.
$120 nightly
The price is $138
Feb 5 - Feb 6
Total with taxes and fees
Charming 1-bedroom apartment in Mechanicsville
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
$263 nightly
The price is $299
Feb 3 - Feb 4
Total with taxes and fees
Cookie B
Fridge, microwave, oven, stovetop

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.
$380 nightly
The price is $407
Feb 3 - Feb 4
Total with taxes and fees
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Private kitchen

Forest Hill Apt - 202

Forest Hill Apt - 202
2.0 star property
Woodville
$173 nightly
The price is $197
Feb 12 - Feb 13
Total with taxes and fees
Forest Hill Apt - 202
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, (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.
$180 nightly
The price is $206
Feb 3 - Feb 4
Total with taxes and fees
Colorful private guesthouse in charming Richmond with Parking
1 bedroom, desk, iron/ironing board, WiFi

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.
$186 nightly
The price is $212
Feb 3 - Feb 4
Total with taxes and fees
Private Guest house with Parking and Wi-Fi in a Central Location
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (58 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
$145 nightly
The price is $166
Feb 3 - Feb 4
Total with taxes and fees
The Studio@ Eanes Drug
Dining

Carytown cozy nest private room Fenced Yard

Carytown cozy nest private room Fenced Yard
Carytown
9.8 out of 10, Exceptional, (27 reviews)
"Mei, the host, is very communicative and the apartment is spacious, clean and nicely appointed. Awesome location too. You can walk to everything in Carytown. "
United States
Heather H.
$123 nightly
The price is $137
Feb 3 - Feb 4
Total with taxes and fees
Carytown cozy nest private room Fenced Yard
Property grounds

Sunny, Spacious Suite Green & Shaded Backyard

Sunny, Spacious Suite Green & Shaded Backyard
Northern Barton Heights
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely no issues during my brief stay with my host. I and my dog particularly enjoyed the backyard space. "
United States
Danielle A.
$199 nightly
The price is $227
Feb 3 - Feb 4
Total with taxes and fees
Sunny, Spacious Suite Green & Shaded Backyard
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

Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

10/10 Excellent
"Courteous staff, easy check in and check out."
Claudine 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Richmond I-95 South, VA

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 $166 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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