Title: Southside Vacation Rentals from $166: Search Short-Term Rentals | Expedia.com

[Southside Travel Guide](https://expedia.com/Southside.dx6346599)[Hotels in Southside](https://expedia.com/Southside-Hotels.d6346599.Travel-Guide-Hotels)[Flights to Southside](https://expedia.com/Cheap-Flights-To-Southside.d6346599.Travel-Guide-Flights)[Car Rentals in Southside](https://expedia.com/Car-Rentals-In-Southside.d6346599.Car-Rental-Guide)[Southside Vacation Packages](https://expedia.com/Southside.d6346599.Destination-Travel-Guides)

![Aerial photograph of Virginia International Raceway or VIR.](https://images.trvl-media.com/place/6346599/1a7d6112-1df3-4340-a1b1-00995ece53a1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6346599/1a7d6112-1df3-4340-a1b1-00995ece53a1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6346599&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6346599&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6346599&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6346599&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southside vacation rentals

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/w1284h945x0y1-aa5388bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/3e6967a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/f947137f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/873a7168_edited_2932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information)

Bon Air

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica H.

$252 nightly

$290 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/62a0f27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/33f67311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/d6510e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/564059be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom townhome with WiFi in delightful Richmond

[](https://www.expedia.com/Richmond-Hotels-Charming-3-Bedroom-Townhome-With-WiFi-In-Delightful-Richmond.h112898774.Hotel-Information)

Jahnke

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betty C R.

$268 nightly

$306 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Charming-3-Bedroom-Townhome-With-WiFi-In-Delightful-Richmond.h112898774.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122330000/122325900/122325867/fac4ea16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122330000/122325900/122325867/5c8e628a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122330000/122325900/122325867/b053a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122330000/122325900/122325867/3dc6c9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Terra: Pet-Friendly Eco Oasis with Gazebo

[](https://www.expedia.com/Richmond-Hotels-Casa-Terra-Dog-Friendly-Eco-Oasis-With-Gazebo.h122325867.Hotel-Information)

Broad Rock

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacie C.

$284 nightly

$325 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Casa-Terra-Dog-Friendly-Eco-Oasis-With-Gazebo.h122325867.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/125000000/124998000/124997993/6ca3e98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/125000000/124998000/124997993/a5ba007c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/125000000/124998000/124997993/0a0e4971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/125000000/124998000/124997993/c1de1a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Nest Near The River

[](https://www.expedia.com/Richmond-Hotels-Cozy-Nest-Near-The-River.h124997993.Hotel-Information)

Woodland Heights

$146 nightly

$149 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cozy-Nest-Near-The-River.h124997993.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99970000/99963300/99963202/56b48df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99963300/99963202/w507h683x259y0-6d794ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99970000/99963300/99963202/w505h683x260y0-532dbae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/100000000/99970000/99963300/99963202/w505h683x260y0-6e5a4ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living 

[](https://www.expedia.com/Richmond-Hotels-Swanhaven-Offers-Serene.h99963202.Hotel-Information)

Richmond

8.8/10

Excellent

(3 reviews)

"Great Hosts"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yamiya N.

$512 nightly

$589 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Swanhaven-Offers-Serene.h99963202.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/97000000/96070000/96064700/96064651/c381fc30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96070000/96064700/96064651/8b635a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96070000/96064700/96064651/w793h1007x215y0-a770bc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96070000/96064700/96064651/5b55a0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Modern Stylish “Vibrant” 4bdrm Home

[](https://www.expedia.com/Richmond-Hotels-Renovated-Modern-Stylish-Vibrant-4bdrm-Home.h96064651.Hotel-Information)

Beaufont

9.4/10

Exceptional

(8 reviews)

"The overall experience was nice. Everything was there as advertised, and we would definitely stay there again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Johnny W.

$733 nightly

$838 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Renovated-Modern-Stylish-Vibrant-4bdrm-Home.h96064651.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/327a97c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Private Bathroom | 1 bedroom, memory foam beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/3f170d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Private Bathroom | Living area | TV](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/10320b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/e4a84eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MV GiaMaria

[](https://www.expedia.com/Richmond-Hotels-MV-GiaMaria.h13328219.Hotel-Information)

Richmond

9.2/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

warren

$239 nightly

$273 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-MV-GiaMaria.h13328219.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/4bcf03c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/5d9f1c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/f45fc0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/abb26aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information)

Richmond

9.6/10

Exceptional

(114 reviews)

"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexis S.

$185 nightly

$211 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/5a59090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/a4a04667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/24c2908c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/07c0913e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Richmond-Hotels-A-Warm-And-Cozy-50-Houseboat-In-Gated.h18762960.Hotel-Information)

Richmond

9.4/10

Exceptional

(229 reviews)

"Beautiful setting and comfortable accommodations. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

deirdre b.

$185 nightly

$211 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-A-Warm-And-Cozy-50-Houseboat-In-Gated.h18762960.Hotel-Information)

![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/1253f2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/863caec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/f8e24e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/fe04575a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magnolias, a chill out place.

[](https://www.expedia.com/Richmond-Hotels-Magnolias.h87719977.Hotel-Information)

Richmond

9.4/10

Exceptional

(21 reviews)

"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Grace

$104 nightly

$119 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Magnolias.h87719977.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/c60bc888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/799ea068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/6f4afbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/0a1c55ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Forest Hill Apt - 202

[](https://www.expedia.com/Richmond-Hotels-Forest-Hill-Apt-202.h124834806.Hotel-Information)

Woodville

$173 nightly

$197 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Forest-Hill-Apt-202.h124834806.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/w1201h900x1y2-781ff4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/049b9c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/89eb3ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/15939e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Mechanicsville

[](https://www.expedia.com/Mechanicsville-Hotels-Charming-1-Bedroom-Apartment-In-Mechanicsville.h112466447.Hotel-Information)

Mechanicsville

10/10

Exceptional

(3 reviews)

"Had a great stay while fishing the james river. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis D.

$120 nightly

$138 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Mechanicsville-Hotels-Charming-1-Bedroom-Apartment-In-Mechanicsville.h112466447.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/34ad09f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/45a96478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/8dee83d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/5f3e2339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

[](https://www.expedia.com/Providence-Forge-Hotels-The-Vibe-3BR-Wedding-Ready-Retreat-With-King-Comfort-Fire-Pit-On-10-Acres.h120034411.Hotel-Information)

Charles City County

10/10

Exceptional

(4 reviews)

"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Travis K.

$386 nightly

$413 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Providence-Forge-Hotels-The-Vibe-3BR-Wedding-Ready-Retreat-With-King-Comfort-Fire-Pit-On-10-Acres.h120034411.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/7785e21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/37127c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/f880037d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/b4d27ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carytown cozy nest private room Fenced Yard

[](https://www.expedia.com/Richmond-Hotels-Carytown-Cozy-Nest-Private-Room-Fenced-Yard.h84241594.Hotel-Information)

Carytown

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather H.

$123 nightly

$137 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Carytown-Cozy-Nest-Private-Room-Fenced-Yard.h84241594.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/181b5747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/f8144a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/5321a8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/5ef5aa18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Haven in Church Hill

[](https://www.expedia.com/Richmond-Hotels-Historic-Haven-In-Church-Hill.h95239549.Hotel-Information)

Church Hill

10/10

Exceptional

(51 reviews)

"Great place, great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet F.

$150 nightly

$171 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Historic-Haven-In-Church-Hill.h95239549.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/559102fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Living room | 40-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/80ee2bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Living room | 40-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/0237a8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/41f2deb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cookie B

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

Richmond

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Reshelle

$263 nightly

$299 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/e5b9b70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/081df61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/d4e2f722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/fa8faa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Studio@ Eanes Drug

[](https://www.expedia.com/Richmond-Hotels-The-Studio-Eanes-DrugStylish-Studio-Apartment-In-The-Heart-Of-Church-Hill.h99942861.Hotel-Information)

Church Hill

10/10

Exceptional

(59 reviews)

"Room was wonderful, very clean & cozy. Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirk

$145 nightly

$166 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-The-Studio-Eanes-DrugStylish-Studio-Apartment-In-The-Heart-Of-Church-Hill.h99942861.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/060173d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/fe5af838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/89ad64e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/7b4d92b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Richmond-Hotels-Private-Guest-House-With-Parking-And-Wi-Fi-In-A-Central-Location.h99924588.Hotel-Information)

Virginia Union

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sandra D.

$209 nightly

$239 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Private-Guest-House-With-Parking-And-Wi-Fi-In-A-Central-Location.h99924588.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/780a4382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, paper towels](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/2f19b126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/a62f70c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/e0354dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colorful private guesthouse in charming Richmond with Parking

[](https://www.expedia.com/Richmond-Hotels-Colorful-Studio-In-Charming-Richmond-With-Parking.h113299841.Hotel-Information)

Northern Barton Heights

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa M.

$180 nightly

$206 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Colorful-Studio-In-Charming-Richmond-With-Parking.h113299841.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/a4ba0ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/efd07071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/5b8fccfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/6497eb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Petersburg-Hotels-Charming-3-Bedroom-House-With-AC-And-WiFi-In-Enchanting-Petersburg.h106984903.Hotel-Information)

Petersburg

9.4/10

Exceptional

(3 reviews)

"Big yard."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael O.

[](https://www.expedia.com/Petersburg-Hotels-Charming-3-Bedroom-House-With-AC-And-WiFi-In-Enchanting-Petersburg.h106984903.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=6346599&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Southside%2C+Virginia%2C+United+States+of+America&regionId=6346599&latLong=37.470807%2C-77.503616&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=HOUSE_BOAT)

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## Top Southside Hotel Reviews

![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg)

### The Berkeley Hotel

10/10 Excellent

"Renovated room ... modern touches (old rooms were nice too). Very nice room"

[](https://expedia.com/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information)

![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg)

### Regency Inn Richmond

10/10 Excellent

"Yes"

[](https://expedia.com/Richmond-Hotels-Regency-Inn-Richmond.h13851.Hotel-Information)

![Wingate by Wyndham Richmond Short Pump](https://images.trvl-media.com/lodging/3000000/2230000/2221200/2221148/365d1341_y.jpg)

### Wingate by Wyndham Richmond Short Pump

10/10 Excellent

"Room was clean and spotless, staff was very friendly and helpful. "

[](https://expedia.com/Richmond-Hotels-Wingate-By-Wyndham-Richmond-Short-Pump.h2221148.Hotel-Information)

![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg)

### The Jefferson Hotel

10/10 Excellent

"They pay attention to every detail. Everything about my stay was five out of five stars. It is a beautiful hotel with great service."

[](https://expedia.com/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information)

![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg)

### The Commonwealth

10/10 Excellent

"Everyone is friendly and helpful. We LOVED Kinesha (valet)! "

[](https://expedia.com/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information)

![Country Inn & Suites by Radisson, Richmond I-95 South, VA](https://images.trvl-media.com/lodging/1000000/590000/581100/581089/82e069a6_y.jpg)

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

10/10 Excellent

"Courteous staff, easy check in and check out."

[](https://expedia.com/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h581089.Hotel-Information)

![Four Points by Sheraton Richmond](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/bd00ac08_y.jpg)

### Four Points by Sheraton Richmond

10/10 Excellent

"Great room. Nice view. Clean and quiet. Would stay here again. "

[](https://expedia.com/Richmond-Hotels-Four-Points-By-Sheraton-Richmond.h25870.Hotel-Information)

![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87_y.jpg)

### Graduate by Hilton Richmond

10/10 Excellent

"Cute hotel, comfortable and would totally come back!"

[](https://expedia.com/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information)

![Drury Plaza Hotel Richmond](https://images.trvl-media.com/lodging/31000000/30070000/30061900/30061827/9423c7ca_y.jpg)

### Drury Plaza Hotel Richmond

10/10 Excellent

"Property is great, staff was great and the amenities are top notch. Zero complaints and all praises for this hotel. Great stay!"

[](https://expedia.com/Richmond-Hotels-Drury-Plaza-Hotel-Richmond.h30061827.Hotel-Information)

## 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.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Southside

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Southside ](https://expedia.com/Southside-Private-Vacation-Homes.d6346599-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Southside ](https://expedia.com/Southside-Apartments.d6346599-aaApartments.Travel-Guide-Accommodation)
- [Motels in Southside ](https://expedia.com/Southside-Motels.d6346599-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Southside ](https://expedia.com/Southside-Cottages.d6346599-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Southside ](https://expedia.com/Southside-Condos.d6346599-aaCondos.Travel-Guide-Accommodation)
- [Houseboats in Southside ](https://expedia.com/Southside-Houseboats.d6346599-aaHouseboats.Travel-Guide-Accommodation)
- [B&B in Southside ](https://expedia.com/Southside-Bed-And-Breakfast.d6346599-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Southside ](https://expedia.com/Southside-Cabins.d6346599-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Southside ](https://expedia.com/Southside-Agritourism.d6346599-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Southside ](https://expedia.com/Southside-Guest-Houses.d6346599-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Southside ](https://expedia.com/Southside-Villas.d6346599-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Southside ](https://expedia.com/Southside-Apart-Hotels.d6346599-aaApartHotels.Travel-Guide-Accommodation)

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- [Hotels in Near West End](https://expedia.com/Near-West-End-Hotels.d6346458.Travel-Guide-Hotels)
- [Hotels near Virginia Commonwealth University Medical Center](https://expedia.com/Virginia-Commonwealth-University-Medical-Center-Hotels.0-l6211761-0.Travel-Guide-Filter-Hotels)
- [Hotels near Carytown](https://expedia.com/Carytown-Hotels.0-l6340610-0.Travel-Guide-Filter-Hotels)
- [Hotels in Richmond Staples Mill Road Station](https://expedia.com/Richmond-Staples-Mill-Road-Station-Hotels.d6194694.Travel-Guide-Hotels)
- [Hotels in Richmond Main Street Station](https://expedia.com/Richmond-Main-Street-Station-Hotels.d6344684.Travel-Guide-Hotels)
- [Hotels near Chesterfield Towne Center](https://expedia.com/Chesterfield-Towne-Center-Hotels.0-l6123384-0.Travel-Guide-Filter-Hotels)
- [Hotels in Northside](https://expedia.com/Northside-Hotels.d6346460.Travel-Guide-Hotels)
- [Hotels near Allianz Amphitheater at Riverfront](https://expedia.com/Allianz-Amphitheater-At-Riverfront-Hotels.0-l934188008001818624-0.Travel-Guide-Filter-Hotels)

Cars

- [Hawk Car Rentals In Bermuda](https://expedia.com/Hawk-Car-Rentals-In-Bermuda.d553248635976006794-c1076.Car-Rental-Guide-Suppliers)
- [Car rentals in Northside](https://expedia.com/Car-Rentals-In-Northside.d6346460.Car-Rental-Guide)
- [Car rentals near Short Pump Town Center](https://expedia.com/Car-Rentals-In-Short-Pump-Town-Center.d6083667.Car-Rental-Guide)

Packages

- [Lewis Ginter Botanical Garden](https://expedia.com/Lewis-Ginter-Botanical-Garden-Lakeside.d6083635.Vacation-Attraction)
- [Maymont Park](https://expedia.com/Maymont-Park-Maymont-Park.d6083641.Vacation-Attraction)
- [Broad Street](https://expedia.com/Broad-Street-Downtown-Richmond.d6344681.Vacation-Attraction)
- [Virginia State Capitol](https://expedia.com/Virginia-State-Capitol-Downtown-Richmond.d6083685.Vacation-Attraction)
- [Greater Richmond Convention Center](https://expedia.com/Greater-Richmond-Convention-Center-Downtown-Richmond.d6083623.Vacation-Attraction)
- [Virginia Museum of Fine Arts](https://expedia.com/Virginia-Museum-Of-Fine-Arts-Museum-District.d6083683.Vacation-Attraction)

Vacation Rentals

- [Bermuda Vacation Rentals](https://expedia.com/Bermuda-Vacation-Rentals.d553248635976006794.Travel-Guide-VacationRentals)

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