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Southside Holiday Rentals

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Our top choices for Southside holiday rentals

1. Charming 3-bedroom townhome with WiFi in delightful Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond
Jahnke
9.8 out of 10, Exceptional, (9 reviews)
"Check-in was simple, good communication, property very much as described/depicted in the listing. Perfect location for our needs. "
United States
Mary C.
The price is NZ$771
includes taxes & fees
15 Nov - 16 Nov
Charming 3-bedroom townhome with WiFi in delightful Richmond

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
8.8 out of 10, Excellent, (11 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 NZ$475
includes taxes & fees
30 Nov - 1 Dec
Charming 1-bedroom suite with WiFi and AC in Bon Air

3. Renovated Modern Stylish “Vibrant” 4bdrm Home

Renovated Modern Stylish “Vibrant” 4bdrm Home
Beaufont
9.4 out of 10, Exceptional, (10 reviews)
"Loved it"
United States
Brittianey T.
The price is NZ$1,423
includes taxes & fees
10 Dec - 11 Dec
Renovated Modern Stylish “Vibrant” 4bdrm Home

4. The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (6 reviews)
"The BirdHouse is such a comfortable place. We loved the uniqueness and the little touches that mean alot on the road. We hope to stay again sometime."
United States
paula S.
The price is NZ$345
includes taxes & fees
25 Nov - 26 Nov
The Birdhouse - Cozy Cottage Retreat in Richmond

5. The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6

The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
Woodhaven
8.0 out of 10, Very good, (1 review)
"It was clean and nicely Renovated. It was clear, that they have put in work to improve the house. The showers could use a user manual."
United States
Lisa J.
The price is NZ$651
includes taxes & fees
15 Nov - 16 Nov
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6

6. The Enchanted Studio

The Enchanted Studio
Huguenot
10.0 out of 10, Exceptional, (3 reviews)
"This was the most relaxing and peaceful visit.Nature all around and the most comfortable accommodations.So grateful to my generous host. Thank you!!"
United States
Mary B.
The price is NZ$315
includes taxes & fees
16 Nov - 17 Nov
The Enchanted Studio

7. Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (6 reviews)
"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 NZ$661
includes taxes & fees
18 Nov - 19 Nov
Private Garden Home w/ Large Fenced Yard + Gazebo

8. River City Modern Retreat

River City Modern Retreat
Manchester
The price is NZ$436
includes taxes & fees
16 Nov - 17 Nov
River City Modern Retreat

9. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
Davee Gardens
The price is NZ$1,380
includes taxes & fees
15 Nov - 16 Nov
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

10. Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown

Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
Downtown Richmond
9.6 out of 10, Exceptional, (27 reviews)
"Great location, reasonable rates for the area, friendly helpful staff. Would stay here again."
United States
George L.
Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown

11. Cozy studio apartment in tranquil Richmond with heat and gym access

Cozy studio apartment in tranquil Richmond with heat and gym access
Downtown Richmond
8.8 out of 10, Excellent, (9 reviews)
"Clean environment. Great views. Very little parking flexibility but an enjoyable walk."
United States
Cailyn
The price is NZ$144
includes taxes & fees
23 Nov - 24 Nov
Cozy studio apartment in tranquil Richmond with heat and gym access

12. Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Downtown Richmond
9.8 out of 10, Exceptional, (93 reviews)
"Just a great space to stay very comfortable and the location is awesome - many nearby clubs bars and places to eat! Have stayed 4 times and one of my favorite places to stay anywhere"
United States
rob
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

13. Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths

Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths
Fan District
9.8 out of 10, Exceptional, (65 reviews)
"Great place! "
United States
Brent W.
Stylish 1BR Apt w/ King Bed, Free Parking & 1.5 Baths

14. Modern Apartment- Walk to Convention Center- Deck-Street Parking

Modern Apartment- Walk to Convention Center- Deck-Street Parking
Downtown Richmond
9.0 out of 10, Wonderful, (7 reviews)
"It was everything I needed for a short stay. Walk score is great and safe."
United States
Adam T.
The price is NZ$604
includes taxes & fees
18 Nov - 19 Nov
Modern Apartment- Walk to Convention Center- Deck-Street Parking

15. Downtown, 2 Parking spaces, Historic Beauty

Downtown, 2 Parking spaces, Historic Beauty
Downtown Richmond
10.0 out of 10, Exceptional, (8 reviews)
"Lovely place with plenty of food options and things to do in walking distance. Andrew and Stella were very communicative and made check in and check out a breeze. Would definitely stay again!"
United States
Samuel V.
The price is NZ$613
includes taxes & fees
10 Dec - 11 Dec
Downtown, 2 Parking spaces, Historic Beauty

16. Walk to Allianz Urban Oasis in Oregon Hill

Walk to Allianz Urban Oasis in Oregon Hill
Oregon Hill
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay, Friday - Sunday. The apartment is exactly as shown in the photos, clean, comfortable and spacious. Street park was easily available and the location is good. Note: as stated in the description, the area is very close to VCU, lots of students living in the area. They were very loud on Friday and Saturday late night into the early morning... bring earplugs, it helps a lot."
United States
margaret
The price is NZ$588
includes taxes & fees
15 Nov - 16 Nov
Walk to Allianz Urban Oasis in Oregon Hill

17. Atrium 105 - Lovely 1-Bedroom Loft

Atrium 105 - Lovely 1-Bedroom Loft
Downtown Richmond
8.0 out of 10, Very good, (23 reviews)
"It was a great stay. "
United States
Sebastian S.
Atrium 105 - Lovely 1-Bedroom Loft

18. 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, (108 reviews)
"The place was clean and the location is wonderful. We had a great visit"
United States
Joshua V.
The price is NZ$315
includes taxes & fees
24 Nov - 25 Nov
The Studio@ Eanes Drug-Heart of the Historic District

19. Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (36 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.
Downtown Living in Richmond's Amazing Shockoe Bottom

20. Carytown Family Home Free Parking Fenced Yard

Carytown Family Home Free Parking Fenced Yard
Byrd Park
9.2 out of 10, Wonderful, (23 reviews)
"Clean rooms and a very communicative host!"
United States
Kyla G.
The price is NZ$449
includes taxes & fees
16 Nov - 17 Nov
Carytown Family Home Free Parking Fenced Yard
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southside holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southside. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southside. Seeing all the best attractions is bound to make you fall in love with Southside. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southside short-term rentals, that won’t be hard to do.

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