Title: Chester Vacation Rentals from $171: 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)[Things to do in Chester](https://expedia.com/Things-To-Do-In-Chester.d5931.Travel-Guide-Activities)[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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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-07-03&endDate=2026-07-05&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

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/5a59090b.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)

![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)

![Lobby](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/a4a04667.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

Mar 10 - Mar 11

Total with taxes and fees

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

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

### 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)

"Ron was a generous and gracious host in greeting us and showing us around."

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

Roger C.

$185 nightly

$211 total

Mar 10 - Mar 11

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 | 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

Mar 10 - Mar 11

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/100000000/99670000/99665000/99664911/122cfdbc.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/100000000/99670000/99665000/99664911/a061990b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664911/2c6309b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99670000/99665000/99664911/68aa834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Stay! 10 min away from Fort Lee.

[](https://www.expedia.com/Prince-George-Hotels-Luxury-Stay-15-Min-Away-From-Fort-Gregg-Adams.h99664911.Hotel-Information)

Prince George

8.2/10

Very Good

(13 reviews)

"The location was excellent as it was central to a lot of places. Raymond was very quick to respond whenever I reached out. Accessing the house was easy. Very quiet neighborhood, besides the fact that everyone speeds on the street that runs along side of the house in case you have children with you. "

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

Cindy M.

$260 nightly

$291 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Prince-George-Hotels-Luxury-Stay-15-Min-Away-From-Fort-Gregg-Adams.h99664911.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105860000/105857500/105857453/0e51d6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105860000/105857500/105857453/22f69a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105860000/105857500/105857453/35d3d8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105860000/105857500/105857453/dd492c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cupid's Hideout

[](https://www.expedia.com/Richmond-Hotels-Cupids-Hideout.h105857453.Hotel-Information)

Fan District

$287 nightly

$327 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cupids-Hideout.h105857453.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)

![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)

### 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

(63 reviews)

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

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

Kirk

$150 nightly

$171 total

Mar 10 - Mar 11

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)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/a4216eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/32b8beda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/66c74520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/49335373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Mi to Vcu: City Explorer's Base in Richmond

[](https://www.expedia.com/Richmond-Hotels-8-Mi-To-Vcu-City-Explorers-Base-In-Richmond.h124813671.Hotel-Information)

Richmond

$358 nightly

$408 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-8-Mi-To-Vcu-City-Explorers-Base-In-Richmond.h124813671.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)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/2dded17b.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)

![Dining tables](https://images.trvl-media.com/lodging/88000000/87900000/87892600/87892573/1e0e3ee3.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

9.6/10

Exceptional

(15 reviews)

"I loved 100 recommended "

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

Milton O.

$340 nightly

$389 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208849/79e62ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208849/3f9ab554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208849/96b553e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208849/65129651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Duplex, Near VCU, 5 Free Parking, Fenced

[](https://www.expedia.com/Richmond-Hotels-Spacious-Duplex.h106208849.Hotel-Information)

Downtown Richmond

10/10

Exceptional

(5 reviews)

"Great place and a great host! Would stay there again!"

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

Paul M.

$997 nightly

$1,137 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Spacious-Duplex.h106208849.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/122000000/121220000/121212400/121212369/6f6755cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121212400/121212369/e978f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121220000/121212400/121212369/e1e97d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121220000/121212400/121212369/be28f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking

[](https://www.expedia.com/Richmond-Hotels-Modern-1-BR-Apartment-In-The-Heart-Of-Downtown-Richmond-With-Off-Street-Parking.h121212369.Hotel-Information)

Downtown Richmond

$281 nightly

$321 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Modern-1-BR-Apartment-In-The-Heart-Of-Downtown-Richmond-With-Off-Street-Parking.h121212369.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241289/6e7ea059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241289/891f6dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241289/338925ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241289/6046d28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy nest/private porch/museums/free parking

[](https://www.expedia.com/Richmond-Hotels-Cozy-Nestprivate-Porchmuseumsfree-Parking.h84241289.Hotel-Information)

Fan District

10/10

Exceptional

(39 reviews)

"It was a great stay."

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

Manuela G.

$125 nightly

$138 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cozy-Nestprivate-Porchmuseumsfree-Parking.h84241289.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366858/d1f6a7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366858/ec1bb3e8.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/77000000/76370000/76366900/76366858/78b0edf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366858/b7003b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 2 Bedroom in the Heart of The Fan

[](https://www.expedia.com/Richmond-Hotels-Lovely-2-Bedroom-In-The-Heart-Of-The-Fan.h76366858.Hotel-Information)

Fan District

9.2/10

Wonderful

(78 reviews)

"Great location and very comfortable property."

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

Patricia M.

$415 nightly

$443 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Lovely-2-Bedroom-In-The-Heart-Of-The-Fan.h76366858.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113394900/113394830/w1200h799x0y1-8faa98d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113400000/113394900/113394830/w1199h799x1y1-4f08a5e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113394900/113394830/d8519723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113400000/113394900/113394830/w1199h799x1y1-5233a05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Charm in Lakeside | A Timeless RVA Retreat

[](https://www.expedia.com/Richmond-Hotels-Vintage-Charm-In-Lakeside-A-Timeless-RVA-Retreat.h113394830.Hotel-Information)

Lakeside

10/10

Exceptional

(4 reviews)

"The house was clean and very nice in a great location. The stay was great and Anna provided clear, consistent communication. She answered any questions I had quickly and often provided information prior to me asking. I would definitely stay there again. "

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

Katie A.

[](https://www.expedia.com/Richmond-Hotels-Vintage-Charm-In-Lakeside-A-Timeless-RVA-Retreat.h113394830.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/5d930964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/063a20b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/58cb8efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/04b61537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Juniper Retreat 

[](https://www.expedia.com/New-Kent-Hotels-Private-Home-Pet-Friendly-WFenced-Yard-25-Min-To-Williamsburg-And-Richmond.h91312766.Hotel-Information)

New Kent

10/10

Exceptional

(25 reviews)

"Excellent!"

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

H

$629 nightly

$679 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/New-Kent-Hotels-Private-Home-Pet-Friendly-WFenced-Yard-25-Min-To-Williamsburg-And-Richmond.h91312766.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)

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

![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)

### 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

(28 reviews)

"It is a great place to stay in Richmond. Very accessible to Carytown, VMFA and other places in Richmond."

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

Richard W.

$128 nightly

$143 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Fireplace](https://images.trvl-media.com/lodging/126000000/125130000/125124300/125124273/add09702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125130000/125124300/125124273/c6a51e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125130000/125124300/125124273/0225d008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125124300/125124273/e2004f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom house in awesome Midlothian with AC

[](https://www.expedia.com/Richmond-Hotels-Spacious-4-Bedroom-House-In-Awesome-Midlothian-With-AC.h125124273.Hotel-Information)

Brandermill

$564 nightly

$649 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Spacious-4-Bedroom-House-In-Awesome-Midlothian-With-AC.h125124273.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 | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/4e1f2226.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)

![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)

### 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

$233 nightly

$266 total

Mar 22 - Mar 23

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/5321a8db.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

(58 reviews)

"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."

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

Patricia N.

$150 nightly

$171 total

Apr 1 - Apr 2

Total with taxes and fees

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

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/9bf1251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, 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

(69 reviews)

"Our stay was seamless. Would definitely stay here again. "

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

Jonathan E.

$204 nightly

$224 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/112000000/111920000/111914000/111913936/7e132e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111920000/111914000/111913936/67f70c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111920000/111914000/111913936/be6acabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111920000/111914000/111913936/7dbaf888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Midlothian 3 Bedroom getaway for up to 8 guests!

[](https://www.expedia.com/Midlothian-Hotels-Midlothian-3-Bedroom-Getaway-For-Up-To-8-Guests.h111913936.Hotel-Information)

Midlothian

9.6/10

Exceptional

(19 reviews)

"Great place to stay. "

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

Brian K.

$471 nightly

$542 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Midlothian-Hotels-Midlothian-3-Bedroom-Getaway-For-Up-To-8-Guests.h111913936.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=2026-03-23&endDate=2026-03-24&regionId=5931&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=HOUSE_BOAT)

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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA)

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## Top Chester Hotel Reviews

![Country Inn & Suites by Radisson, Chester, VA](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/cd622cb8_y.jpg)

### Country Inn & Suites by Radisson, Chester, VA

10/10 Excellent

"The staff was very good. Friendly and quick and the rooms were clean.Verynice."

[](https://expedia.com/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h1768436.Hotel-Information)

![Hyatt Select Richmond/Chester](https://images.trvl-media.com/lodging/1000000/810000/802400/802310/1498045b_y.jpg)

### Hyatt Select Richmond/Chester

8/10 Good

"We had a late check in and upon arrival the front doors were locked, you needed to have a key/pass to enter. Our room must’ve had a flood because it had a humidifier blower still drying the rug and it smelled musty. I spoke to the front desk and they were apologetic and gracious. They gave us a differ room, smaller beds but it was clean and cozy. I’d definitely stay there again. "

[](https://expedia.com/Richmond-Hotels-Hyatt-Place-RichmondChester.h802310.Hotel-Information)

![Best Western PLUS Executive Hotel](https://images.trvl-media.com/lodging/1000000/60000/58700/58682/7d3c2073_y.jpg)

### Best Western PLUS Executive Hotel

4/10 Poor

"We come up for a half marathon race every spring and have stayed at this hotel the last two years (my friend the last 3). We’re pretty low maintenance and really just need a clean quiet place to sleep and shower. Last year this hotel was perfect for that. Unfortunately this year not so much. I don’t know if they’re in a transition with cleaning crew but it was pretty gross. The lobby floor was filthy and sticky and others checking in were quickly coming back to the desk because they were being sent to rooms that hadn’t been cleaned. Our room was made up but dirty. Dirty towels were left in the closet. There was trash and stains on the floor where previous guests had spilled something. The bedding also had stains on it. There was a dead bug on the ceiling and the vents in the bathroom were filthy. On top of that there were loud guests running around slamming doors and talking loudly past midnight. The staff was polite and nice but I will look for alternative options if we come back for the same race in future years. "

[](https://expedia.com/Richmond-Hotels-Best-Western-Executive-Hotel.h58682.Hotel-Information)

![Motel 6 Sandston, VA - Richmond, Va](https://images.trvl-media.com/lodging/1000000/1000000/996400/996383/ccd8dad9_y.jpg)

### Motel 6 Sandston, VA - Richmond, Va

6/10 Okay

"The room smelled of stale smoke, and there were only the very basic amenities (not even a tissue box or more than one facecloth). However the front desk staff were friendly and the location was convenient. The property overall was a little run down, and you could hear planes landing off and on all night. "

[](https://expedia.com/Richmond-Hotels-Motel-6-Sandston.h996383.Hotel-Information)

![Hilton Richmond Downtown](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/80c7c143_y.jpg)

### Hilton Richmond Downtown

10/10 Excellent

"We loved it- room was clean- the whole hotel was clean, staff was amazing"

[](https://expedia.com/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.Hotel-Information)

![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/7575839d_y.jpg)

### Omni Richmond Hotel

10/10 Excellent

"."

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

![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/c31357d0_y.jpg)

### The Berkeley Hotel

10/10 Excellent

"Rooms were clean and well stocked and the staff was extremely friendly!"

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

![Candlewood Suites Chester Richmond by IHG](https://images.trvl-media.com/lodging/109000000/108930000/108924000/108923905/0e3726e8_y.jpg)

### Candlewood Suites Chester Richmond by IHG

6/10 Okay

"Nothing good nothing bad. Brand new too…"

[](https://expedia.com/Richmond-Hotels-Candlewood-Suites-Chester-Richmond.h108923905.Hotel-Information)

![Best Western Premier Richmond City Gateway](https://images.trvl-media.com/lodging/1000000/20000/10300/10271/f67f4a79_y.jpg)

### Best Western Premier Richmond City Gateway

6/10 Okay

"Staff were great and very nice. However the overall cleanliness of the property was less than desirable. Unfortunately found what appeared to be a cockroach in the room and overall the hotel definitely could use some updating. But overall price was reasonable and the outside of the two issues I mentioned the rest of the stay was good."

[](https://expedia.com/Richmond-Hotels-Best-Western-Premier-Richmond-City-Gateway.h10271.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 $171 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

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- [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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