Title: Chester Vacation Rentals from $183: 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

[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 two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-07-17&endDate=2026-07-19&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

![Beach nearby](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/7ca468fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/934afae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/e5731aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/9759915c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom home, with lake access, in the Richmond metro area.

[](https://www.expedia.com/Quinton-Hotels-Charming-2-Bedroom-Home.h113113175.Hotel-Information)

Quinton

10/10

Exceptional

(14 reviews)

"We only stayed one night, but we will look to stay again."

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

Jim J.

$168 nightly

$181 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Quinton-Hotels-Charming-2-Bedroom-Home.h113113175.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)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/07c0913e.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)

![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 25 - Mar 26

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)

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

![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

Mar 24 - Mar 25

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)

![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)

![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)

![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)

### 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

(14 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.

$264 nightly

$296 total

Mar 26 - Mar 27

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/15939e02.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/113000000/112470000/112466500/112466447/8887afe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Farmhouse Retreat

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

Mechanicsville

10/10

Exceptional

(4 reviews)

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

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

Travis D.

$139 nightly

$160 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Mechanicsville-Hotels-Charming-1-Bedroom-Apartment-In-Mechanicsville.h112466447.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/125000000/124820000/124813700/124813671/08b04727.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)

### 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)

![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)

![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)

### 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

$160 nightly

$183 total

Mar 31 - Apr 1

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)

![TV](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366858/d1f6a7d0.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366858/096cd858.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.

$333 nightly

$356 total

Mar 24 - Mar 25

Total with taxes and fees

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

![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/f8144a4f.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

(60 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.

$170 nightly

$194 total

Apr 13 - Apr 14

Total with taxes and fees

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

![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)

### 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 it 100% recommend "

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

Milton O.

$343 nightly

$392 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/108000000/107400000/107395000/107395000/ced5043a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107400000/107395000/107395000/c72d62a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107400000/107395000/107395000/d7324498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/108000000/107400000/107395000/107395000/0e2d14c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

[](https://www.expedia.com/Richmond-Hotels-Cozy-Spacious-Home-Near-Carytown-Fully-Fenced.h107395000.Hotel-Information)

Byrd Park

8.8/10

Excellent

(16 reviews)

"The location was great, lots of shops and restaurants. Quiet street. Lots of beds"

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

Nathan R.

$234 nightly

$255 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cozy-Spacious-Home-Near-Carytown-Fully-Fenced.h107395000.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/89000000/88430000/88428000/88427915/e62dd0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/89000000/88430000/88428000/88427915/98740ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88430000/88428000/88427915/a6f6720e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88430000/88428000/88427915/ba581a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sweet Family retreat/Fenced & Free Parking

[](https://www.expedia.com/Richmond-Hotels-Central-Location-W-Large-Fenced-Yard-FIRE-PIT.h88427915.Hotel-Information)

Sauer's Gardens

9.6/10

Exceptional

(64 reviews)

"Good location "

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

Beth L.

$317 nightly

$351 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Central-Location-W-Large-Fenced-Yard-FIRE-PIT.h88427915.Hotel-Information)

![TV, books, offices](https://images.trvl-media.com/lodging/108000000/107400000/107395100/107395015/2adab1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107400000/107395100/107395015/02834f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/108000000/107400000/107395100/107395015/9bf29730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107400000/107395100/107395015/4a951fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oaks Retreat Carytown House: Family & Pet Friendly

[](https://www.expedia.com/Richmond-Hotels-Peaceful-Spacious-Home-Near-Carytown-Fully-Fenced.h107395015.Hotel-Information)

Randolph

9.2/10

Wonderful

(14 reviews)

"Clean, comfortable, parking available, great communication with host. "

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

Glori B.

$228 nightly

$248 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Peaceful-Spacious-Home-Near-Carytown-Fully-Fenced.h107395015.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)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/04b61537.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)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/063a20b1.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

$549 nightly

$593 total

Mar 31 - Apr 1

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)

![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353459/8595b35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353459/2544e55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353459/ebfa75cc.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/74000000/73360000/73353500/73353459/65bb5689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Living in Richmond's Amazing Shockoe Bottom

[](https://www.expedia.com/Richmond-Hotels-Downtown-Living-In-Richmonds-Amazing-Shockoe-Bottom.h73353459.Hotel-Information)

Downtown Richmond

8.6/10

Excellent

(33 reviews)

"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "

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

Dillon D.

$305 nightly

$326 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Downtown-Living-In-Richmonds-Amazing-Shockoe-Bottom.h73353459.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/27000000/26900000/26894500/26894465/0237a8fb.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 | 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

Mar 24 - Mar 25

Total with taxes and fees

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

![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)

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

Mar 25 - Mar 26

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119110000/119103800/119103734/ed761330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119110000/119103800/119103734/352d2e3e.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/120000000/119110000/119103800/119103734/fa3990ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119103800/119103734/0c73defb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly finished basement suite in Midlothian. Very clean and spacious.

[](https://www.expedia.com/Midlothian-Hotels-Newly-Finished-Basement-Suite-In-Midlothian-Very-Clean-And-Spacious.h119103734.Hotel-Information)

Midlothian

10/10

Exceptional

(3 reviews)

"Great spot to spend the evening while traveling through! Comfortable space.Host was very helpful through the check in process and my stay.Thanks Pamela!"

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

Shawn P.

$151 nightly

$174 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Midlothian-Hotels-Newly-Finished-Basement-Suite-In-Midlothian-Very-Clean-And-Spacious.h119103734.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353440/9572ffdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353440/9c07b6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73353500/73353440/fc178dfe.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/74000000/73360000/73353500/73353440/7e45477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Living in Historic Richmond Loft

[](https://www.expedia.com/Richmond-Hotels-Downtown-Living-In-Historic-Richmond-Loft.h73353440.Hotel-Information)

Downtown Richmond

8.2/10

Very Good

(64 reviews)

"Clean room and close to restaurants and bars"

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

Jason P.

$392 nightly

$419 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Downtown-Living-In-Historic-Richmond-Loft.h73353440.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)

![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 | 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)

### 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

$241 nightly

$275 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-MV-GiaMaria.h13328219.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=2026-04-06&endDate=2026-04-07&regionId=5931&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CABIN)

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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=COTTAGE)

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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APARTMENT)

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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CONDO)

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=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VILLA)

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## Top Chester Hotel Reviews

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

### The Berkeley Hotel

10/10 Excellent

"The staff is fantastic "

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

![Hampton Inn by Hilton Chester South](https://images.trvl-media.com/lodging/1000000/20000/12200/12160/d630519e_y.jpg)

### Hampton Inn by Hilton Chester South

6/10 Okay

"We have stayed here annually for a few years and while convenient to the highway, the property is beginning to look a bit tired."

[](https://expedia.com/Richmond-Hotels-Hampton-Inn-Richmond-Chester.h12160.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

10/10 Excellent

"Friendly staff room just as described nice pillows, and the breakfast was great"

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

![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/06fd69a0_y.jpg)

### Regency Inn Richmond

2/10 Terrible

"The building is in terrible condition for the price I paid. No amenities. Some guy in an electric wheelchair and cigarette banging on my door at 10am asking me if I was staying. Terrible. Do not book here. "

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

![Suburban Studios Chester](https://images.trvl-media.com/lodging/1000000/10000/500/437/0adb91a4_y.jpg)

### Suburban Studios Chester

8/10 Good

"Place is long term studio, was different than normal hotel. Place was adequate, clean. Other patrons were long terms tenants. Different but ok"

[](https://expedia.com/Richmond-Hotels-Suburban-Extended-Stay-Hotel-Chester-I-95.h437.Hotel-Information)

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

### The Jefferson Hotel

10/10 Excellent

"\*\*The Jefferson Hotel, Richmond, VA\*\* Opened in 1895, The Jefferson is one of those rare hotels that earns its reputation without breaking a sweat — the soaring rotunda, stained glass skylights, and marble columns make an immediate impression, and the warm, unhurried service keeps it from feeling like a museum piece. Rooms are elegant and genuinely comfortable, Lemaire is one of the better restaurants in the city, and the Rotunda Bar is a perfect excuse to linger. It's not a budget stay, but for a special occasion or simply a night of doing Richmond right, there's nothing else quite like it."

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

![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

8/10 Good

"It was clean but out of date wegot a handicapped room that we did not ask for. There was a vent in bathroom that makes so much noise "

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

![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/36d01625_y.jpg)

### Graduate by Hilton Richmond

10/10 Excellent

"The staff was friendly, the rooms were clean and i didn't have to worry so much about security. "

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

![Candlewood Suites Richmond - West Broad by IHG](https://images.trvl-media.com/lodging/1000000/10000/500/420/6cbf19ea_y.jpg)

### Candlewood Suites Richmond - West Broad by IHG

10/10 Excellent

"Clean, spacious, and very friendly staff!"

[](https://expedia.com/Richmond-Hotels-Candlewood-Suites-Richmond-West-Broad.h420.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 $183 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?

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- [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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