Southside Holiday Rentals

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Holiday Rentals in Southside

Stylish retreat in charming Richmond with Private Sauna and other modern touches

Swansboro
9.8 out of 10, Exceptional, (19)
"the place was amazing and very clean and well put together for me and my family amd the owners stayed in contact the whole stay"
United States
Breanna C.
Stylish retreat in charming Richmond with Private Sauna and other modern touches

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

Bon Air
10.0 out of 10, Exceptional, (7)
"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 NZ$550
includes taxes & fees
3 Dec - 4 Dec
Charming 1-bedroom suite with WiFi and AC in Bon Air

NEW! Upscale Escape | Game Room & Spa-Like Baths

Willow Oaks
9.0 out of 10, Wonderful, (7)
"The house was great and clean on the surface. It was a cute home with a mixture of modern and old school feel. There were minor issues, however not too serious. My family was comfortable and enjoyed their stay, most especially the foosball table, air hockey, and chess/checkers games. I found opened bottles of water in the sunroom and in one of the bedrooms, a sock, and a flashlight noticeably under the nightstand. Although we didn’t stay the whole way due to weather issues (caused a power...
United States
Randy-Tawnee E.
NEW! Upscale Escape | Game Room & Spa-Like Baths

Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

Westlake Hills
10.0 out of 10, Exceptional, (16)
"The bungalow is located in a quiet neighborhood near downtown, restaurants, and museums. It was clean, nicely decorated, roomy, and had everything we needed."
United States
Dawn L.
Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

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 NZ$1,657
includes taxes & fees
16 Nov - 17 Nov
Renovated Modern Stylish “Vibrant” 4bdrm Home

Charming 2-bedroom house with WiFi and AC in Richmond

Oak Grove
8.0 out of 10, Very good, (2)
"Beware of the front concrete steps as they are all broken almost tripped several times . The backyard is overgrown with branches and outside seating was dilapidated and unkempt. Grass is minimal. House was nice inside just outside elements did not match inside."
United States
Sabrina R.
Charming 2-bedroom house with WiFi and AC in Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond

Jahnke
10.0 out of 10, Exceptional, (4)
"This house met all of our needs while we were in town for a sports event. Lots is space, small back yard, everything needed in the kitchen. "
United States
Kari R.
The price is NZ$631
includes taxes & fees
1 Dec - 2 Dec
Charming 3-bedroom townhome with WiFi in delightful Richmond

Gorgeously Renovated 3500 square foot Oxford home in Richmond!!

Stratford Hills
10.0 out of 10, Exceptional, (32)
"Everyone enjoyed it overall"
United States
Johnny W.
Gorgeously Renovated 3500 square foot Oxford home in Richmond!!

The Lovely house in Richmond

Bellemeade
8.8 out of 10, Excellent, (5)
"House was cozy and spacious. Evelyn was a great host . Great for a family of six. Came to visit my daughter at Virginia state it was about 30min drive not bad at all. Parking was good . "
United States
Erin J.
The Lovely house in Richmond

Contemporary 3-Bedroom Home with Balcony in RVA

Reedy Creek
10.0 out of 10, Exceptional, (21)
"Great house - highly recommend "
United States
Sean C.
Contemporary 3-Bedroom Home with Balcony in RVA

Luxury Apt in Diamond District - Scott’s Addition

Museum District
3.0 out of 10, (4)
"The property was in a great location to the places we needed to be. We were disappointed that there was 1 bath towel, no wash clothes and two hand towels for our use. The listing stated two bedrooms, it was one bedroom with a pull out sofa however stated the unit slept 5. There were no sharp knives in the unit. I normally carry a ton of items and have gotten out of the habit as these are things that should be standard items in the units. "
United States
Carol R.
Luxury Apt in Diamond District - Scott’s Addition

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (42)
"Amazing property within walking distance of incredible restaurants and bars"
United States
Carly J.
The price is NZ$339
includes taxes & fees
16 Nov - 17 Nov
Historic Haven in Church Hill

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (49)
"Amazing, awesome and convenient place to stay in Richmond. "
United States
Richard W.
The price is NZ$317
includes taxes & fees
17 Nov - 18 Nov
The Studio@ Eanes Drug

MV GiaMaria

3.5 star property
Richmond
9.2 out of 10, Wonderful, (16)
"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 NZ$380
includes taxes & fees
17 Nov - 18 Nov
MV GiaMaria

Landing Apartments near Virginia Union University

3.5 star property
Chamberlyne
8.8 out of 10, Excellent, (18)
"This was a clean, well-equipped and comfortable apartment. The location is good but does require a car to explore the city and pick up groceries. Parking was easy and free. The balcony was a nice place to sit as the temperature got warmer. Air conditioning was very effective. Would stay again."
United Kingdom
Frances
Landing Apartments near Virginia Union University

Carytown Home/Fenced Yard/3 TVs/Family-Friendly

Carytown
9.6 out of 10, Exceptional, (63)
"Location is really nice its in the heart of carytown tons a things to do and eat "
United States
Darryl C.
Carytown Home/Fenced Yard/3 TVs/Family-Friendly

The Grace Escape

Monument Avenue Park
10.0 out of 10, Exceptional, (31)
"It was a really comfortable and great place to stay as a family."
United States
Anonymous traveller
The Grace Escape

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

Richmond
9.4 out of 10, Exceptional, (226)
"Very peaceful. Lovely views"
United States
george j.
The price is NZ$392
includes taxes & fees
18 Nov - 19 Nov
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Downtown Living in Historic Richmond Loft

Downtown Richmond
8.2 out of 10, Very good, (62)
"We were in Ohio for our granddaughters graduation. It was a quick trip up but we wished we could have stayed longer. The house was exactly what we needed! It is a beautiful property that is beautifully appointed. It was exactly what we needed!!"
United States
Wanda B.
The price is NZ$552
includes taxes & fees
1 Dec - 2 Dec
Downtown Living in Historic Richmond Loft

Midlothian 3 Bedroom getaway for up to 8 guests!

Midlothian
9.4 out of 10, Exceptional, (16)
"Very clean and well appointed property. Centrally located and great communication from the owners. "
United States
Erica P.
The price is NZ$956
includes taxes & fees
8 Dec - 9 Dec
Midlothian 3 Bedroom getaway for up to 8 guests!
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

Find out more about Southside

Everything you need to know about Southside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southside holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southside holiday rentals we have selected for you start as low as NZ$317 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside holiday 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 holiday.

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.