Title: Chester Vacation Rentals from $85: Search Short-Term Rentals | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx5931)[Hotels in Chester](https://expedia.com/Chester-Hotels.d5931.Travel-Guide-Hotels)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d5931.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d5931.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d5931.Destination-Travel-Guides)

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We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84250000/84241400/84241321/eece5f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84250000/84241400/84241321/c822ac37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/85000000/84250000/84241400/84241321/a10cd351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/85000000/84250000/84241400/84241321/97e4cf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy studio/in the FAN/museums/free parking

[](https://www.expedia.com/Richmond-Hotels-G7-Lovely-Studiocentral-Location-Museums-Free-Parking.h84241321.Hotel-Information)

Fan District

9.6/10

Exceptional

(29 reviews)

"Absolutely lovely and so convenient! We walked everywhere and didn’t take our cars out once. We shopped, ate at cute restaurants, wandered and visited the Virginia Museum of Fine Art, all on foot!"

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

Melanie

$124 nightly

$138 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-G7-Lovely-Studiocentral-Location-Museums-Free-Parking.h84241321.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)

![Interior](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/b4d27ac4.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)

![Miscellaneous](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/1e0a89be.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)

"We had a great stay. Excellent location, dog friendly back yard, walking distance to restaurants, shops, museums, clean and comfortable. Host was very attentive and friendly. "

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

Teresa K.

$123 nightly

$137 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/815ddcd0.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)

### 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 17 - Feb 18

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/3254a4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/cc8ed2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/0d61910d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/1c9cd425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carytown Gem: Family-Friendly Apartment with Yard

[](https://www.expedia.com/Richmond-Hotels-Carytown-HomeFenced-Yard3-TVsFamily-Friendly.h69859599.Hotel-Information)

Carytown

9.8/10

Exceptional

(67 reviews)

"Very nice"

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

Mary T.

$196 nightly

$215 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Carytown-HomeFenced-Yard3-TVsFamily-Friendly.h69859599.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)

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

![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/7b6d4f7a.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 15 - Feb 16

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)

![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 | 1 bedroom, Egyptian cotton sheets, premium bedding](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/b91f6513.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 15 - Feb 16

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/049b9c97.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 18 - Feb 19

Total with taxes and fees

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

![1 bedroom, memory foam beds, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/32cb3b8c.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 15 - Feb 16

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/cbb87c81.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)

### 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 16 - Feb 17

Total with taxes and fees

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

![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)

![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

$237 nightly

$271 total

Feb 22 - Feb 23

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/d91b13aa.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.

$206 nightly

$236 total

Mar 9 - Mar 10

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)

![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/121000000/120040000/120034500/120034411/5f3e2339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/694b4c17.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.

$393 nightly

$420 total

Feb 15 - Feb 16

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)

![Interior](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859110/29d58b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859110/e9565d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859110/5a9e5e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859110/e10237fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heart of the Arts District King Bed Suite - West Broad near VCU/MCV New Condo

[](https://www.expedia.com/Richmond-Hotels-Heart-Of-The-Arts-District-Luxe-King-Suite-West-Broad-Bw-VCU-MCV-New-Condo.h36859110.Hotel-Information)

Downtown Richmond

9.8/10

Exceptional

(38 reviews)

"This was our second stay there. We’d happily return. "

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

David M.

$173 nightly

$197 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Heart-Of-The-Arts-District-Luxe-King-Suite-West-Broad-Bw-VCU-MCV-New-Condo.h36859110.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/120000000/119500000/119499300/119499243/dc0f79cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, paper towels](https://images.trvl-media.com/lodging/120000000/119500000/119499300/119499243/e795065f.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/120000000/119500000/119499300/119499243/f3fd4c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119500000/119499300/119499243/22ac255d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

[](https://www.expedia.com/Richmond-Hotels-Apartment-2B-Premium-1-Bedroom-And-1-Living-Room-In-FAN-Area-Richmond.h119499243.Hotel-Information)

Fan District

10/10

Exceptional

(12 reviews)

"Great location. Very walkable. We would book this place again when visiting Richmond."

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

Walter L.

$185 nightly

$211 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Apartment-2B-Premium-1-Bedroom-And-1-Living-Room-In-FAN-Area-Richmond.h119499243.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/6c323539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/0a24ac9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/dd90a0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/af2454d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

[](https://www.expedia.com/Lanexa-Hotels-4-Bedroom-Waterfront-Homestead-In-Enchanting-Lanexa-With-WiFi.h116811643.Hotel-Information)

Lanexa

10/10

Exceptional

(3 reviews)

"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "

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

Kelly B.

$695 nightly

$751 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Lanexa-Hotels-4-Bedroom-Waterfront-Homestead-In-Enchanting-Lanexa-With-WiFi.h116811643.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/45b95df1.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)

![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)

### 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 18 - Feb 19

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)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/a7d18669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/aee0e4bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/b23dc750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/2dded17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

[](https://www.expedia.com/Richmond-Hotels-Backyard-Fire-Pit.h87892573.Hotel-Information)

Northern Barton Heights

9.4/10

Exceptional

(13 reviews)

"Loved it. Plenty of room for grandkids, their parents & I to have fun."

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

Jane B.

$343 nightly

$391 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Backyard-Fire-Pit.h87892573.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/306e6059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/7dbc859b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/f7a8118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, video library](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/570f948f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy walkable downtown retreat, 3 minutes to VCU

[](https://www.expedia.com/Richmond-Hotels-Cozy-Walkable-Downtown-Retreat.h83315477.Hotel-Information)

Downtown Richmond

9.0/10

Wonderful

(18 reviews)

"Great stay."

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

Conner J.

$349 nightly

$398 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cozy-Walkable-Downtown-Retreat.h83315477.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/93000000/92030000/92023400/92023319/6c7042fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92030000/92023400/92023319/acdd1c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92023400/92023319/73f78fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/93000000/92030000/92023400/92023319/b8dc12cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### In the FAN/near VCU/Private Parking & fenced yard

[](https://www.expedia.com/Richmond-Hotels-In-The-FANnear-VCUPrivate-Parking-Fenced-Yard.h92023319.Hotel-Information)

Fan District

9.4/10

Exceptional

(37 reviews)

"Great place to stay. "

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

Betsy L.

$201 nightly

$224 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-In-The-FANnear-VCUPrivate-Parking-Fenced-Yard.h92023319.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/96000000/95240000/95239600/95239549/5321a8db.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/ad91498f.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

(55 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)

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=2026-02-28&endDate=2026-03-01&regionId=5931&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)

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## Top Chester Hotel Reviews

![Quirk Hotel Richmond](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/65e09bc1_y.jpg)

### Quirk Hotel Richmond

10/10 Excellent

"Great stay, clean rooms, great customer service. Food and atmosphere are great in the lobby. Good comfortable rooms."

[](https://expedia.com/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information)

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

### The Commonwealth

10/10 Excellent

"Love the room set up. Nice clean and classy."

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

![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg)

### Omni Richmond Hotel

10/10 Excellent

"The room is clean and comfortable. The location is great, love the easy access to Starbucks and Chick Fil A for quick bites and coffee right downstairs. Logging into free wifi a little tricky but quickly resolved."

[](https://expedia.com/Richmond-Hotels-Omni-Richmond-Hotel.h13817.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

"Staff was amazing, the breakfast amenity was totally worth it. They had a text option and were very responsive. Would stay at again!"

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

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

### The Berkeley Hotel

10/10 Excellent

"Room was recently renovated and it was excellent. Very comfortable."

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

"Room was clean, towels were soft and thick, complimentary breakfast was excellent and front desk staff friendly "

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

![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg)

### Linden Row Inn

10/10 Excellent

"The hotel upgradedour room and it was a very spacious, beautiful room. The old style architecture, furniture, full bath tub, specious bathroom, all were very nice. The room was also clean, the bed was very comfortable as well."

[](https://expedia.com/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information)

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

### The Jefferson Hotel

10/10 Excellent

"Beautiful property we visit often. "

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

## Find out more about Chester

**Everything you need to know about Chester 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 Chester 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 Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chester. 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 Chester 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 $85 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 Chester rentals**

At Expedia, we put the best Chester 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 Chester 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 Chester 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 Chester. 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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- [Vacation Homes in Chester ](https://expedia.com/Chester-Private-Vacation-Homes.d5931-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chester ](https://expedia.com/Chester-Apartments.d5931-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Chester ](https://expedia.com/Chester-Cottages.d5931-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chester ](https://expedia.com/Chester-Motels.d5931-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Chester ](https://expedia.com/Chester-Condos.d5931-aaCondos.Travel-Guide-Accommodation)
- [B&B in Chester ](https://expedia.com/Chester-Bed-And-Breakfast.d5931-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Chester ](https://expedia.com/Chester-Houseboats.d5931-aaHouseboats.Travel-Guide-Accommodation)
- [Cabin Rentals in Chester ](https://expedia.com/Chester-Cabins.d5931-aaCabins.Travel-Guide-Accommodation)
- [Villas in Chester ](https://expedia.com/Chester-Villas.d5931-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Chester ](https://expedia.com/Chester-Guest-Houses.d5931-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Chester ](https://expedia.com/Chester-Apart-Hotels.d5931-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Chester ](https://expedia.com/Chester-Agritourism.d5931-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chester?

### What's the top vacation rental in Chester?

### How many vacation rentals are there in Chester?

### What’s there to see and do in Chester?

### What’s a vacation rental in Chester like?

### Expedia's Latest Trends

Hotels

- [Best Hotels in Midlothian](https://expedia.com/Midlothian-Hotels.d8665.Travel-Guide-Hotels)
- [Best Hotels in Ashland](https://expedia.com/Ashland-Hotels.d6292.Travel-Guide-Hotels)
- [Midlothian Pet-friendly Hotels](https://expedia.com/Midlothian-Hotels-Pet-Friendly-Hotel.0-0-d8665-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Colonial Heights](https://expedia.com/Colonial-Heights-Hotels.d7355.Travel-Guide-Hotels)
- [Glen Allen Cheap Hotels](https://expedia.com/Glen-Allen-Hotels-Cheap-Hotels.0-0-d7357-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Sandston Hotels with Free Airport Shuttle](https://expedia.com/Sandston-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6659-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Midlothian Cheap Hotels](https://expedia.com/Midlothian-Hotels-Cheap-Hotels.0-0-d8665-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Glen Allen Pet-friendly Hotels](https://expedia.com/Glen-Allen-Hotels-Pet-Friendly-Hotel.0-0-d7357-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Sandston](https://expedia.com/Sandston-Hotels.d6659.Travel-Guide-Hotels)
- [Sandston Pet-friendly Hotels](https://expedia.com/Sandston-Hotels-Pet-Friendly-Hotel.0-0-d6659-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Mechanicsville](https://expedia.com/Mechanicsville-Hotels.d180846.Travel-Guide-Hotels)
- [Best Hotels in Glen Allen](https://expedia.com/Glen-Allen-Hotels.d7357.Travel-Guide-Hotels)
- [Best Hotels in Doswell](https://expedia.com/Doswell-Hotels.d10222.Travel-Guide-Hotels)

Flights

- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Doswell.d10222.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Glen-Allen.d7357.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Ashland.d6292.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Mechanicsville.d180846.Travel-Guide-Flights)

Cars

- [Car rentals in Midlothian](https://expedia.com/Car-Rentals-In-Midlothian.d8665.Car-Rental-Guide)
- [Enterprise Car Rentals In Mechanicsville](https://expedia.com/Enterprise-Car-Rentals-In-Mechanicsville.d180846-c15.Car-Rental-Guide-Suppliers)
- [Hertz Car Rentals In Colonial Heights](https://expedia.com/Hertz-Car-Rentals-In-Colonial-Heights.d7355-c40.Car-Rental-Guide-Suppliers)
- [Car rentals in Glen Allen](https://expedia.com/Car-Rentals-In-Glen-Allen.d7357.Car-Rental-Guide)
- [Car rentals in Ashland](https://expedia.com/Car-Rentals-In-Ashland.d6292.Car-Rental-Guide)
- [Car rentals in Mechanicsville](https://expedia.com/Car-Rentals-In-Mechanicsville.d180846.Car-Rental-Guide)
- [Enterprise Car Rentals In Colonial Heights](https://expedia.com/Enterprise-Car-Rentals-In-Colonial-Heights.d7355-c15.Car-Rental-Guide-Suppliers)
- [Car rentals in Sandston](https://expedia.com/Car-Rentals-In-Sandston.d6659.Car-Rental-Guide)
- [Car rentals in Colonial Heights](https://expedia.com/Car-Rentals-In-Colonial-Heights.d7355.Car-Rental-Guide)

Activities

- [Things to do in Glen Allen](https://expedia.com/Things-To-Do-In-Glen-Allen.d7357.Travel-Guide-Activities)
- [Things to do in Sandston](https://expedia.com/Things-To-Do-In-Sandston.d6659.Travel-Guide-Activities)
- [Things to do in Ashland](https://expedia.com/Things-To-Do-In-Ashland.d6292.Travel-Guide-Activities)
- [Things to do in Midlothian](https://expedia.com/Things-To-Do-In-Midlothian.d8665.Travel-Guide-Activities)

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